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$225

2 BR / 2 BA / Sleeps 6

4 Reviews

$225

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Key West condo! Bring your own boat!

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good4 Reviews

Details

Reviews

(4)

Come down and take part in in Key West's many fishing tournaments this summer! No docking fees at this condo where you can park your boat in the spacious lot and keep your car covered in your reserved spot under the building. Make memories the whole family will cherish in this great family friendly condo in Key …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(4)

Lovely, well presented

Left on Oct 25, 2013 for a stay in October 2013

A very nice accommodation. Very well thought out and presented. Faultlessly clean and well maintained. Pauly was quite kind and took great pains to ensure our complete satisfaction.

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$899

3 BR / 3 BA / Sleeps 8

8 Reviews

$899

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Private Island Rental with 19' Boat, Seabird Key

Marathon bungalow
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

Seabird Key is a ten acre private island available for rental by the week featuring an architecturally stunning home with gracious porches and multi level decks; a private, sandy beach and beautiful, tropical gardens throughout. Only 5 minutes offshore by boat, this is the Island that has it all....towering coconut …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(8)

absolute paradise

Left on Jun 01, 2006 for a stay in December 1969

I spent a week on seabird key with my wife and two other couples. It may have been the most fun ive ever had on vacation. Ive been to the west indies, europe, mexico and around the us but nothing compares to seabird key. In a perfect world I would live there year round but, alas.... This spot is perfect if you enjoy fishing, snorkeling and the kind of privacy only your very own island …

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$235

2 BR / 2 BA / Sleeps 6

1 Reviews

$235

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Bo's Tropical Get-A-Way

Cudjoe Key house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Dock you boat or jet skis behind this nicely decorated 2 bedroom 2 bathroom(sleeps up to six people) on a deep water canal just a stone's throw from the open water of the Atlantic Ocean. On-site amenities include an 80 foot heated swimming pool, seperate pool for the kiddies, jacuzzi, marina, boat ramps, Ship's Store…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Had a blast in the keys

Left on Oct 25, 2014 for a stay in August 2014

Awesome Cudjoe Key get a way. Good sized personal dock behind the house for my boat and great Atlantic Ocean access, was in deep water in about 10-15 minutes. Good fishing off the dock and even better taking the kayaks out to the local bridge. Neighbor has large clean pool and hot tub and nice up-kept tennis courts. Wouldn't stay anywhere else!

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$250

3 BR / 2 BA / Sleeps 10

2 Reviews

$250

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Key Largo Paradise!!!

Key Largo house
3 BR / 2 BA / Sleeps 10 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Beautiful 3 story 3 bedroom 2 baths home. Locate in key largo at MM 101 is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Close to local shopping, fine restaurants or just swimming with the dolphins! Come to the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

nice place

Left on Aug 20, 2014 for a stay in July 2014

We enjoy staying at this place.

Very big place, very clean.

I got my deposit back.

I will visit again

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$100

1 BR / 1 BA / Sleeps 4

7 Reviews

$100

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Wonderful condo with pool, tikibar, tennis & golf

Marathon condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Located in the centre of Marathon. This destination is perfect for discovering the beautiful Florida Keys. One hour's drive from Key West or Key Largo. Marathon is famous for the sportfishing including but not limited to Marlin, Sailfish, Mahi-Mahi and there are numerous places to rent a boat, take a charter or bring…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(7)

Very affordable and clean beach community property

Left on Feb 27, 2014 for a stay in February 2014

Let me start by saying that i a;most didn't rent here because of some of the reviews on trip advisor and I am glad i read through to the positive reviews. My wife and I travel with our 15 and 16 year olds to areas on or near the beach quite often. We are budget conscious and this gives us the most amount of money to have fun with the kids. This property was not only very clean with a great …

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$200

2 BR / 1 BA / Sleeps 6

1 Reviews

$200

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Las Casitas Charming 2 Bedrooms Canal (Ocean)

Marathon house
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Ask About our Specials! Seaside Escape! Boater's Paradise! In the heart of the Florida Keys, "La Casita Sol" is on MM 52. "La Casita Sol" is a quaint 1/2 duplex canal home with 2 bedrooms and 1 bathroom that can comfortably accommodate 4-6 guests. 'La Casita Mar', it's sister vacation rental, is also available, is …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Picturesque home right on the water

Left on Jan 25, 2015 for a stay in January 2015

From the momment we opened the door and found a light to turn on,( and it was dark because we arrived after sunset) we knew we had found the right place for our relaxing holiday in the sun. The house is bright, with two patio doors leading onto a huge 3 level deck with comfy chairs,a BBQ and an eating area too. And if you bring/rent a boat, you can moor it right by the dock. The kitchen/dining/…

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$100

2 BR / 2 BA / Sleeps 4

1 Reviews

$100

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Key West 2bd/2ba Condo - Monthly

Key West condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

***Due to licensing restrictions, this Key West Condo rental requires minimum stay of 30 nights*** MONTHLY RENTAL ONLY - NO PETS ALLOWED - NO EXCEPTIONS Seaside Breeze is a true Key West island paradise. It is a wonderful two bedroom two bath, newly renovated condo decorated in light and bright colors. There is a …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(1)

Great location for hitting all the best of Key West

Left on Mar 17, 2015 for a stay in January 2015

Stayed here for 2 months while I was having my house remodeled and I was very pleased with the facilities and the unit.

The condo has been nicely redone and very well stocked with any items you might need during your stay. The Complex is well maintained and managed with plenty of parking available. A great Pool and whirlpool are available for your visit, and it was never super crowded during …

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$185

3 BR / 2 BA / Sleeps 8

1 Reviews

$185

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Architects Cottage on Quiet Lane in Old Town

Key West house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Note, this is a monthly rental. We do not rent our home out for less than 30 days. Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which will help make your…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children

Details

Reviews

(1)

Tranquility and great music at night

Left on Dec 08, 2014 for a stay in November 2014

This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at night. There is a little park at the end of the lane, and if you travel with a dog as I do, the park is a great place to meet other people and dogs. There is a large, light-filled room overlooking the pool in the …

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$378

2 BR / 2 BA / Sleeps 6

11 Reviews

$378

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"DU PONT HOUSE" Luxury Rental - Private Pool - 1/2 Block To Duval St.

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent11 Reviews

Details

Reviews

(11)

Built in the 1990's, The Du Pont House is a two story hideaway on a quiet lane. Completely gated and fenced, your private pool is surrounded by tropical plants ablaze with color. French doors in the living room and bedroom open to your private courtyard and outdoor shower. The second bedroom and bath are …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(11)

Another wonderful stay

Left on Sep 10, 2010 for a stay in August 2010

We love the Dupont House! Pictures don't quite do it justice because it has two-story ceilings because of the second bedroom. It is much more open and roomy than it appears. This is our second stay there and both times it has been perfect. It is current and appropriately (not to mention cutely) decorated... Seriously cute - we have a bunch of pictures of the house and its decorations! The house …

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$500

2 BR / 2 BA / Sleeps 4

14 Reviews

$500

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Pineapple Cottage Key West

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent14 Reviews

Details

Reviews

(14)

The Pineapple Cottage is tucked away and totally private, yet it is only a half a block from Duval Street. This two story "cottage" offers a first floor bedroom that opens through french doors to the private pool and gardens. A second floor suite includes a bedroom and bath plus a seperate living room. Each floor has …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area

Details

Reviews

(14)

We loved it, you can't beat the location

Left on Oct 15, 2010 for a stay in October 2010

We booked through preferred properties and they were very helpful. The cottage is right next to their office so check in was easy. I have to be honest and say I was very apprehensive when we entered the cottage through the car park but I needn't have been, it's like entering your own private oasis! You would never know it is there, but its so close to everything which is perfect. The decking area…

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$125

1 BR / 1 BA / Sleeps 4

27 Reviews

$125

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Oceanfront Bungalow Hideaway

Marathon cottage
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent27 Reviews

Details

Reviews

(27)

BRAND NEW WHISPER QUIET $5300/42,000 BTU'S TRI-ZONE AIR CONDITIONING/HEATING SYSTEM PROFESSIONALLY INSTALLED AND COMPLETED IN MAY 2014. Simple and unpretentious, the Oceanfront Bungalow Hideaway is a mobile home located right on the water at Boot Key Harbor. Only 45 miles south to Key West. One bedroom, with a queen …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask

Details

Reviews

(27)

Amazing hideaway

Left on May 30, 2013 for a stay in May 2013

We are so lucky to have found this perfect bungalow getaway. We just stayed through Memorial Day and had the most wonderful time! As some of you may know...it rained cats and dogs Memorial Day and even though our plans to have a BBQ at a friend's house were cancelled, it was just as perfect watching it rain from inside this Bungalow. It is so cozy and perfect that while we were in Key West my 3 …

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$127

2 BR / 2 BA / Sleeps 5

2 Reviews

$127

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Moon Bay on the ocean in legendary Key Largo.

Key Largo condo
2 BR / 2 BA / Sleeps 5 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

The condo is located in a complex called Moon Bay More like a resort than a condominium. Free tennis courts, saunas, a private boat slip, and a dock for fishing and saltwater swimming, to mention just a few of the amenities. The unit is on the fourth floor of an elevator building, making for spectacular views from …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(2)

B106 - delightful

Left on Oct 08, 2013 for a stay in December 2012

We stayed in condo B-106, owned by Gloria, who prepared everything for our arrival. Erin, her housekeeper met us on arrival and showed us round. Everything was as promised. The directions and info were perfect. The restaurant recommendations were super - and the keylime pie at Publix really is the best!

The condo is spacious and well designed, easy access to the pool and club room. The pier is a…

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$200

2 BR / 2 BA / Sleeps 6

11 Reviews

$200

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OCEANFRONT CONDO WITH ALL AMMENITIES!

Tavernier condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent11 Reviews

Details

Reviews

(11)

Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1 Queen bed in guest …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(11)

Comfort in key largo

Left on Jan 01, 2014 for a stay in December 2013

Nice place with all amenities. Our property owner was extremely helpful and always available to answer all my questions. She gave me lots of information about what to do and where to go, patiently giving directions on the phone when we got lost getting to one of our sightseeing destinations. The place itself was very thoughtfully arranged, with everything you needed provided. The towels were soft…

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$193

3 BR / 4 BA / Sleeps 6

2 Reviews

$193

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Packer Retreat: A beautifully renovated "Conch" house

Key West house
3 BR / 4 BA / Sleeps 6 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool & garden area. Nicely decorated …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great house needs updating

Left on Jun 18, 2009 for a stay in February 2009

Packer retreat is a great house. So great I am renting it in 2010. The layout and outdoor space is unusually large for Key West. And the home is very private and quiet. the location is within walking distance to Duval and White streets.

The home is beautifully decorated but needs to be "freshened" up. The sofas and carpets are dirty. the kitchen has very little equipment (1 pan, no serving…

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$357

2 BR / 2 BA / Sleeps 6

4 Reviews

$357

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LITTLE BAY - Lower Duplex

Islamorada villa
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Minimum Rental: 7 Nights Lower Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit sleeps up to 6 people - rent …
  • Ocean or water views
  • Internet Access
  • Patio
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

Paradise!

Left on Jun 03, 2013 for a stay in May 2013

My family and I spent Memorial Day Weekend at this gorgeous property and it was like paradise! Not only was it beautiful inside and out it had a sophisticated charm and inviting ora from the moment you entered the property and opened the door! This place screams class while still giving you the feeling of total relaxation. The beds are amazing!!! The grounds are clean and beautiful and we even …

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$1,042

6 BR / 4 BA / Sleeps 16

3 Reviews

$1,042

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Families and Weddings Historic Shadow Point Estate

Key Largo house
6 BR / 4 BA / Sleeps 16 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Why would anyone want to rent a house on a canal right next to other houses and no real place to swim when you could rent this private stunning place surrounded on 3 sides by water. We have the most charming and spectacular and intimate property in Key Largo for your vacation rental. With our own private beach and …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Fantasic wedding on paradise!!

Left on Jul 13, 2011 for a stay in March 2011

We picked Shadow Point because of it's fabulous secluded view and beautiful gardens on 2.5 acres. The house and cottage held up to 16 of us and was wonderfully decorated with period antiques. Our guests loved playing at their beach and kayaking and swimming around Key LargoSound. Our wedding was perfect with the full moon rising over our reception. We danced the night away in paradise.

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$200

2 BR / 2 BA / Sleeps 4

11 Reviews

$200

Inquire

CHARMING KCB POOL COTTAGE, PVT POOL,46 FT DOCK

Key Colony Beach cottage
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent11 Reviews

Details

Reviews

(11)

1,400 per week - additional rates apply to holidays and Lobster Weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, CABANA CLUB, GROUND LEVEL, CARPORT, W/D, BAIT FREEZER,OUTSIDE STORAGE, BIKES, BEACH CHAIRS Beautifully maintained and tropically decorated ground level canal front pool home. 2 BR 2 Baths- Tile floors …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(11)

Great Location, Great accomodations, Everything you need within

Left on Nov 11, 2013 for a stay in November 2013

The place is great. 6 steps from the family/TV room is the pool, just right for lounging and cooling off. 10 more steps and you can enjoy the clear canal and observe all of the sea life. We enjoy fishing and caught a meal there. The Julian's told us to try fishing on the Marathon Lady (a headboat) just down the road a couple of miles and we had a blast. I spent the week with 3 of my daughters and…

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$258

2 BR / 3 BA / Sleeps 7

18 Reviews

$258

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"CASA BONITA @ DUVAL SQUARE" Luxury Duval St. Condo w/ Shared Pool & Balcony

Key West condo
2 BR / 3 BA / Sleeps 7 | Quick view
Excellent18 Reviews

Details

Reviews

(18)

Short walk to Fort Zachary State Park and South Beach! This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(18)

One week not enough

Left on Jul 02, 2009 for a stay in March 2009

Our Duval St location while not in party central was close enough for our liking.We had access to far more restaurants/bars and night time activities than we could visit or participate in. Our accommodations in Casa Bonita were excellent -especially the master bedroom. The registration process and service were excellent . We appreciated being allowed to leave our baggage in our place well after …

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$175

2 BR / 2 BA / Sleeps 7

2 Reviews

$175

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Diver & Boater Friendly 2BR/2BA Canal-Front Condo

Key Largo condo
2 BR / 2 BA / Sleeps 7 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Condo, 2 Bedrooms + 2 Baths (Sleeps 4-7) in Port Largo Villas Perfectly located condo across the street from Ocean Divers and Sharkey’s Pub and Galley in the heart of Key Largo. Quiet, serene and relaxed, yet still close to all ithe main fishing, diving and boating amenities. Recently updated, spacious and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Felt at home

Left on Jan 08, 2014 for a stay in December 2013

Clean, well maintained and stocked.

Nicely decorated. You can tell the owners use the condo.

We walked to the Scuba charters and training pools.

Several locations within walking distance to dine and shop

Off the main drag, on a dead end street, quite neighborhood.

Ample parking. Nice public area to walk along the docks.

Could improve the driving directions.

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$267

3 BR / 3 BA / Sleeps 7

6 Reviews

$267

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Luxurious 3bd/3bth Villa - Your Keys Escape

Marathon villa
3 BR / 3 BA / Sleeps 7 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the new gated community…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Great place to spend your vacation

Left on Sep 29, 2013 for a stay in September 2013

My husband and I had an amazing time in Marathon with our friends. The home was such a beautiful place and perfectly clean. The beds were so comfortable and the kitchen was well stocked with all the amenities we needed for our stay. The home was equipped with linens, towels, a cooler, and much more! We enjoyed relaxing upstairs in the lounge area with the views of the Gulf during the beautiful…

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$167

2 BR / 2 BA / Sleeps 4

3 Reviews

$167

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Waterfront Home In Florida Keys

Tavernier house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Relaxing Home in the Florida Keys. Come enjoy a view from all but 1 room in this 2 Bedroom 2 Bath home. New 12,000lb boat lift to keep your boat on up and out of the water. 2 Balconys to relax and enjoy the views. Plentiful parking for car, truck, Motorhome, boat trailer. This home is 2nd key in the Florida Keys. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Pleasant memories

Left on Jun 06, 2011 for a stay in April 2011

The house was very clean with everything you might need. Wonderful spot for boating or jet ski's. Good view at sunset. Short distance to Key West easy driving. The neighborhood is safe.

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$9,999,999

2 BR / 3 BA / Sleeps 6

14 Reviews

$9,999,999

Inquire

Foundry Condo 2BR/2.5BA Truman Annex Old Town KW

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent14 Reviews

Details

Reviews

(14)

Two bedrooms, two and a half baths, Foundry Condo 121 Front Street in the Truman Annex, is located in the heart of Key West's Old Town. Fly in and take a taxi from the Key West airport or the Keys Shuttle from the Miami or Ft. Lauderdale airports. One reserved vehicle parking space. Available for a week minimum, or …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(14)

Best place I have stayed in KW

Left on Jun 07, 2011 for a stay in August 2010

I have stayed all over Key West over the past few years and this was the best. Its located right in Truman annex which is a block from Duval and only a few blocks from Mallory Square. The rooms were awesome, the place was clean, and Dave was very helpful. Oh, and the air was super cold. I will definitely stay there anytime they have an opening.

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$125

0 BR / 1 BA / Sleeps 2

1 Reviews

$125

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Duplex with 2 Efficiencies located 50 yards from ocean $750 -$875/week, Unit 10

Grassy Key condo
0 BR / 1 BA / Sleeps 2 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade.
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Perfect for us

    Left on Apr 30, 2014 for a stay in April 2014

    Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.

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    $264

    3 BR / 2 BA / Sleeps 8

    3 Reviews

    $264

    Inquire

    Fisherman's Paradise with a 30 Ft Boat Slip

    Long Key condo
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of your private decks, …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    Our Honeymoon!

    Left on Apr 24, 2013 for a stay in February 2013

    Our Honey Moon was very special at Fisherman's Paradise. Everything was top shelf and facilities are the best. The care that Bob Hubert paid to our every need was very special to us and the memories will last forever!

    Sincerely,
    Paget and Bennie McGee

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    $600

    4 BR / 3 BA / Sleeps 8

    1 Reviews

    $600

    Inquire

    Latitude

    Islamorada house
    4 BR / 3 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    ****This house cannot rent for less than 28 days, per County Ordinance**** Latitude: Freedom of thought or action. No word could better described this Keys Vacation Home. Embrace the serenity of the azure Atlantic Ocean while you relax in the private heated pool. Latitude boasts 2 master suits and two guest rooms. …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    A wonderful week with extended family

    Left on Jun 16, 2013 for a stay in June 2013

    Our extended family of 8 had a wonderful week at Latitude. The house is modern and immaculate. There was plenty of space and privacy for everyone. We had a great time watching a huge variety of sealife from the dock. We saw nurse and bonnet-head sharks, crabs, puffer fish, a turtle, stingrays and much more. The house was convenient to several very good restaurants (Pierre's, Islamorada Fish …

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    $243

    2 BR / 2 BA / Sleeps 6

    2 Reviews

    $243

    Inquire

    Beachfront Escape with Heated Pool and Quiet Beach

    Marathon condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    Imagine a delightful tropical getaway in the Florida Keys. This beautiful Coco Plum Beach Villas 3rd floor condo is located on the ocean in Marathon near mile marker 54. The unit has been recently updated and comes with a private balcony giving you a spectacular view of the Atlantic Ocean. The casual yet elegant …
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (2)

    Peaceful retreat

    Left on Nov 11, 2011 for a stay in September 2011

    This was our first trip to Marathon and it was wonderful. We enjoyed the beautiful sunrises every morning on the balcony. The pelicans soaring over the water welcomed us to the Keys. The condo was comfortable and clean. There were two of us on vacation but the place would be great for a family with a large kitchen and breakfast bar. The pool was relaxing and the sound of the ocean was calming…

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    $300

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $300

    Book

    Oceanside Key West's Best Luxury Penthouse Condo

    Key West condo
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    WOW Oceanside Voted #1 Key West's Best Luxury Penthouse Marina/Condo/Pool Direct Oceanfront 1490 Sq Ft Condo, 3 Bedrooms, 2 Baths, (Sleeps 6) Oceanside Marina is one of the newest and one of the most prestigious communities offering breath taking water views and large, open units. The amenities are rounded out with …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Awesome View. Great Place.

    Left on May 01, 2015 for a stay in April 2015

    My brother, mother and I and our spouses met up in Key West for a great vacation. This condo had plenty of space inside and out for 6 adults and was very comfortable. The deck offered a wonderful view for morning coffee, nap, conversation, and/or book read each and every day. The pool space was also great. This condo is technically on Stock Island which is on the opposite end from THE Duval …

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    $400

    2 BR / 2 BA / Sleeps 4

    2 Reviews

    $400

    Inquire

    Quilted Giraffe

    Key West house
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full bath home welcomes …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Relaxing respite

    Left on Mar 05, 2010 for a stay in February 2010

    The heated pool and lush backyard foliage were the draw to this well appointed home. Parking was a nightmare, the neighbor to the right facing the house was most unpleasant. A parking spot in the front yard would be recommended. The location was excellent for walking anywhere. The service was good once we met Bill. Prior to him, Corey and Libby both seemed disorganized and inattentive to our …

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    $185

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $185

    Book

    Moon Bay Condo, Boat Slip & Aw-Inspiring Sunsets

    Key Largo condo
    3 BR / 3 BA / Sleeps 6 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    Welcome to your home away from home! “Bel Cielo” is a beautiful two-story condo in the quaint community of Moon Bay, located at mile marker 104 in Key Largo. (Moon Bay was recently featured on HGTV's Beach Front Bargain Hunt!) Featuring 1,146 square feet of living space with handsome furnishings, Bel Cielo is not …
    • Waterfront
    • Ocean or water views
    • Sauna
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Great Place

    Left on Aug 11, 2014 for a stay in August 2014

    Bel Cielo is nicely furnished and well maintained. An abundance of bath and beach towels is included and the kitchen is fully equipped. The owner responded promptly to questions we had about the property during the booking process and when we stayed there. The grounds throughout the Moon Bay condo complex are well maintained and it is conveniently located directly on the Overseas Highway. …

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    $157

    2 BR / 2 BA / Sleeps 6

    7 Reviews

    $157

    Inquire

    Captain Tad's

    Key Colony Beach condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent7 Reviews

    Details

    Reviews

    (7)

    Captain Tad's Place is a two-bedroom vacation rental, two-bath duplex located right on the water in the city of Key Colony Beach in Marathon Key, Florida. Tad and Susan Grubbs are the on-site owners and operators of this resort location and strive to make sure the rental home is cleaner than any other in the city. …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (7)

    Chilled out Tranquility, Fantastic Hospitality and Great Fishing

    Left on May 31, 2012 for a stay in May 2012

    Have just returned from two weeks at Captain Tads and had afabulous time. I travelled with two friends and we were here for the fishing but I have stayed at Tad and Sues before with my family and had an equally good time. Tad and Sue are perfect hosts offering good old fashioned Southern hospitality with advice on places to eat and things to see and do.They are friendly, top company, un-intrusive…

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    $160

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $160

    Inquire

    Tray's Treasure, open living area, # 105

    Key Colony Beach house
    3 BR / 3 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Bright and clean and ready for you! This 3 bedroom, 3 bath half-duplex has been remodeled recently. The open kitchen and living room are perfect for the family to be together. There is a deck out back to relax or dine outside and enjoy the beautiful weather. There are 2 master bedrooms, one off the living room with a …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Great floorplan with lots of space.

    Left on May 04, 2015 for a stay in April 2015

    We stayed here for spring break and really enjoyed the unit. We loved the split floorplan for space from the teens. The teens loved their area, especially my son who was in the far back bedroom with an attached bath and big bed. You had to go through the twins room to get to it which would be the only potential negative for travelers. The other bedroom had a bath right outside the door. The …

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    $125

    0 BR / 1 BA / Sleeps 2

    2 Reviews

    $125

    Book

    Duplex with 2 Efficiencies located 50 yards from ocean $750 -$875/week, Unit 9

    Grassy Key condo
    0 BR / 1 BA / Sleeps 2 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds which can be …
    • Internet Access
    • Clothes Dryer
    • A/C or climate control
    • Patio
    • Parking
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Quaint sweet little place

    Left on Jun 12, 2014 for a stay in January 2014

    We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small private beach was delightful. We would love to come back again. The only thing we would add would be a small love seat. We had to bring in lawn chairs to watch tv. Other the that....we were happy campers. Thanks Hans

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    $214

    2 BR / 2 BA / Sleeps 4

    16 Reviews

    $214

    Inquire

    132 Columbus Drive

    Islamorada house
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent16 Reviews

    Details

    Reviews

    (16)

    This is a neat house! It sits right on the ocean with a large yard (by keys standards!). Very nicely landscaped (hibiscus, palm trees, tall pine trees, green grass)with statues from all over the world. Very private with a big gate. The house is decorated with pictures taken from all over the world and different keys …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (16)

    Exactly what we were looking for

    Left on Jul 14, 2010 for a stay in June 2010

    We were looking for a waterfront rental to give us more room than a reg hotel or bungalow. We were not looking for a pool and wanted something laid back. This was exactly what we were looking for and suited us, a fmily of 4 to the proverbial T. Not for a larger group/family or for folks looking for "Island Luxe".

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    $400

    2 BR / 2 BA / Sleeps 4

    49 Reviews

    $400

    Inquire

    Valhalla

    Key West house
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent49 Reviews

    Details

    Reviews

    (49)

    This two-bedroom, two-bath classic contemporary is the perfect headquarters for your dream vacation. The entire inside is painted cloud white. This choice creates not only a crisp, clean elegance but also serves as the perfect backdrop for an amazing art collection. It's fitting that this special residence isn't …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for the elderly - ask

    Details

    Reviews

    (49)

    Wonderful Home

    Left on Oct 17, 2008 for a stay in October 2008

    We participated in a fund raiser for epilepsy in Houston and won the week at the house in an auction. We had never been to Key West and could not have been happier with the house and the island. It was beautiful, well furnished and very comfortable. It was also very close to both the beach and the clubs. We had a great week and will come back and rent from Historic Hideaways again.

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    $280

    5 BR / 4 BA / Sleeps 12

    1 Reviews

    $280

    Book

    Key Largo Beauty

    Key Largo house
    5 BR / 4 BA / Sleeps 12 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Relax in this beautiful five bedroom house with all your needs met to enjoy your vacation with the family. This home is a two story with privacy and plenty of room. Only one hour from Miami International Airport. Walking distance from restaurants, fishing charter, gaming, same block as dolphin plus (swim w/dolphins…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Magnifique maison

    Left on Aug 25, 2014 for a stay in August 2014

    Superbe maison, très bien équipée et décorée avec goût.Située près d'un joli canal.Nous avons passé un excellent séjour.Les propriétaires sont très chaleureux!A recommander ++++++

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    $193

    2 BR / 2 BA / Sleeps 6

    17 Reviews

    $193

    Book

    You Should Have Seen the One that Got Away!

    Key Colony Beach house
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent17 Reviews

    Details

    Reviews

    (17)

    Fish from our dock, one of the nearby piers or bridges, with a charter captain from the marina in walking distance or bring your boat and dock it right outside your door! Less than 10 minutes to open water in the bay. Come to our piece of paradise in Key Colony Beach. Everything you need to relax is close to this…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (17)

    Key Colony Beach is a wonderful retreat town!

    Left on Oct 07, 2011 for a stay in March 2010

    I lived in the keys for many years and know the keys well, this is the town to be! It is centrally located in the keys, you can stay here and visit all the other towns easily with short day trips. My husband and I along with his brother and his wife went down to visit family, we rented this vacation home, everything you needed was in this rental, bikes to cruise around the island, walking …

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    $222

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $222

    Inquire

    Benz's Bungalow, single family home, # 13

    Key Colony Beach house
    3 BR / 3 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    This east facing single family, canal 3 bedroom 3 bath home is perfect for a fishing retreat or family vacation. There is 50' of cement seawall with water and electric, a fish cleaning table and bait freezer. The master bedroom suite has a king bed, TV, private bath and lots of closet space. One guest bedroom has a …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Excellent Family Friendly Property

    Left on Oct 18, 2012 for a stay in January 2012

    Beautiful house/property that is family friendly. We have stayed here several years in a row and will continue to return. Our family has two little kids and this place makes vacationing easy (porta-crib on site). Very close (walking distance) to beach, ocean, pool, tennis, playground, golf, bars and restaurants. Great for those who like to fish/lobster or just relax. The layout of the house is …

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    $110

    2 BR / 2 BA / Sleeps 8

    1 Reviews

    $110

    Book

    Laid Back and Waterfront (Monthly Rental)

    Key Largo house
    2 BR / 2 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Minimum rental is 30 days. Our 2/2 modern comfortable house has plenty of dock space (over 100 ft.) and is very close to our community boat ramp. Do you like back-country (shallow water and remote) or deep sea fishing, scuba diving or snorkeling, sailing, nature-watching, canoeing or just relaxing? Then Key …
    • Waterfront
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    The best time ever in Key Largo....

    Left on Apr 09, 2014 for a stay in March 2014

    I rent a house in Key Largo every year, and this canal side paradise is the best I've ever had. The house is spacious, comfortable and clean. The location is convenient to the places I like to patronize. The huge yard and dock are bright and comfortable, with lots of fish and manatees in the canal. The neighborhood is quiet, especially at night. There is a modern and well equipped kitchen. The …

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    $167

    3 BR / 2 BA / Sleeps 6

    1 Reviews

    $167

    Inquire

    108 West Plaza Del Sol - 28 Night Minimum

    Long Key house
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Cozy, canalfront pool home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each other's company. …
    • Waterfront
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Perfect!!!

    Left on Aug 06, 2013 for a stay in July 2013

    We spent a month at this house with the family. The location was perfect - especially if you have a boat. (If you do not, there are several companies nearby that will deliver one to you). Regardless, it's worth every dime just to sit on the balcony and watch the tarpon and manatees frolic in the waterway out back.

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    $328

    2 BR / 2 BA / Sleeps 6

    15 Reviews

    $328

    Inquire

    Gerry's Florida House

    Marathon house
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent15 Reviews

    Details

    Reviews

    (15)

    RELAX Get away from the outside world at this lovely hide-away that includes two bedrooms, two bathrooms and a pull-out-sofa. There's a panoramic view of the Gulf of Mexico from every room in the house. We've made an effort to provide the things that will make your stay comfortable, fun and enjoyable. You'll love our …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (15)

    just another day in paradise.

    Left on Apr 07, 2011 for a stay in May 2010

    You want for nothing in this house. peaceful, relaxing, fun, lots to do. the porch is the best place in the house, we never sit inside, you just want to spend the day enjoying the view. It's close to great places to eat and entertainment. We drive into Key West for the day only an hour away. We fish off the dock and snorkle. The beds are very comfortable. enjoy hot afternoons in the pool and …

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    $242

    4 BR / 2 BA / Sleeps 12

    9 Reviews

    $242

    Book

    Villa Marquesa in Ramrod Key Florida keys

    Ramrod Key house
    4 BR / 2 BA / Sleeps 12 | Quick view
    Excellent9 Reviews

    Details

    Reviews

    (9)

    House and AMERICAN CARRIBEAN VILLA near to Key West, Florida in Ramrod Key, visit: www.villamarquesa.com for our Official Prices, Calandar and Photos and for our Sister Property Casa Serenity http://www.flipkey.com/ramrod-key-vacation-rentals/p300040/ See us in on TV as the most affordable rental villa: http://www.…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (9)

    never again!!!

    Left on Sep 12, 2013 for a stay in July 2013

    In the beginning of our vacation, everything was going well. About 3 days into it, the toilet got clogged (not our fault) and we had to call the house keeper, so he called the plummer and he fixed the issue for $315. Keep in mind that our deposit was for $1000! About 3 months later we receive a check for $500!!!
    I contacted the owner Miguel and he stated that it was our fault it got clogged! …

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    $83

    1 BR / 1 BA / Sleeps 2

    1 Reviews

    $83

    Inquire

    Southard Square Hideaway Old Town, Pool, Parking Too!

    Key West house
    1 BR / 1 BA / Sleeps 2 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    A surprise awaits you inside the gates of the Southard Square village. Nestled in the heart of Historic Key West, you will be only 4 blocks from world famous Duval Street and 3 blocks away from the scenic Historic Seaport of Key West. Please see our video!! When you arrive, park your car in your dedicated parking …
    • Shared outdoor pool (unheated)
    • Wireless Internet
    • Washing Machine
    • A/C or climate control
    • Parking
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Great location...Relax and enjoy!

    Left on Apr 27, 2014 for a stay in January 2014

    Very nice condo with huge pool area. Very clean and neat. We loved the location! We would love to go back again some day. The only negative was the living room furniture. It seem really inexpensive and quite uncomfortable...it did looked nice. No table in condo...only counter with two small bar stools. Wish it had a small table with 4 chairs. Condo manager Carlos was wonderful.

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    $175

    3 BR / 3 BA / Sleeps 8

    1 Reviews

    $175

    Inquire

    BLUE WATER RETREAT

    Islamorada house
    3 BR / 3 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Minimum Rental: 1 Month Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost every room in this home. It is located on a canal …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Patio
    • Parking
    • Grill
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Blue Water = Everything that you want

    Left on Jul 15, 2013 for a stay in July 2013

    This place delivers.

    You never really know what you are going to get from looking at a website and photos. I just stayed there July/2013 and this place is great, everything is new and clean. Most of all the house is on a peninsula that looks at the ocean from all sides and is just a few miles south of most of that main attractions in Islamorada giving the home a calm but close feel. Also working…

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    $179

    2 BR / 2 BA / Sleeps 4

    3 Reviews

    $179

    Inquire

    Faces of the Sun, newly remodeled, # 116B

    Key Colony Beach house
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    This newly remodeled and furnished 2 bedroom, 2 bath, ground level duplex has a 30' wood dock with electric, water, lights, fish cleaning table and new bait freezer for your use, with easy access to the ocean. The Cabana Club, tennis, golf, restaurants and playground are all within walking distance, or you can relax…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Everything we needed and more.

    Left on Oct 18, 2012 for a stay in May 2012

    Excellant rental price for a very comfortable, clean, well maintained home, located close to golf coarse and beach club. Fenced in backyard on wide and deep canal provides privacy. Location provides easy direct boat access to the Ocean or the Gulf. When the wind was blowing on the Ocean side we could get to the Gulf for a day on the water. Totally enjoyed this unit and will return soon.

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    $143

    2 BR / 2 BA / Sleeps 4

    1 Reviews

    $143

    Inquire

    Keys Get-A-Way, quaint and quiet, # 44

    Key Colony Beach house
    2 BR / 2 BA / Sleeps 4 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    This two bedroom, two bath ground level half-duplex is priced right for an affordable get-a-way! Plenty of parking is provided for vehicles and a boat trailer. There is 37' feet of seawall dockage with electric, lights and water. Vaca Cut is a short distance from the dock for easy access to the bay or the ocean. The …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    satisfactry accommodations

    Left on Oct 18, 2012 for a stay in January 2012

    would a better tv,and fix screens on sliding glass doors. Owners are
    very accommodating about changes and upgrades

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    $193

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $193

    Inquire

    Island Living

    Summerland Key house
    3 BR / 2 BA / Sleeps 8 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please contact us to check …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Lovely home, conveniently located to Key West, Good Restaurants and easy to get to.

    Left on Apr 02, 2012 for a stay in March 2012

    The home and pool were clean, comfortable and nicely furnished. Kitchen is simply furnished and could use a variety of serving dishes and sharp knives. You will need to purchase paper products and basics. Local store is very expensive.The ambiance of the home is fairly sterile, much like a model home,(except for the ground floor, which is a lovely extra bedroom and sitting area which is very …

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    $585

    4 BR / 3 BA / Sleeps 8

    2 Reviews

    $585

    Inquire

    Oceanfront Luxurious Home with Deep Water Canal & Heated Pool

    Marathon house
    4 BR / 3 BA / Sleeps 8 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    Breathtaking Ocean Views - 180 degrees of Sunrises and Sunsets! Turquoise waters and gentle sea breezes - enjoy the tropical paradise in the heart of the Keys. Home is located where the street ends and the Ocean begins! World famous sport fishing - with 150 feet of concrete dock on deep-water canal. Oversized lot …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Fabulous

    Left on Feb 04, 2012 for a stay in January 2012

    This rental is every bit as good as the description. Everything was spot on. We were a party of 8 adults and never felt crowded, plenty space inside and outside. Hot tub was hot, and the pool was warmed for arrival. Plenty towels, although there is a washer and dryer.

    Really close to the Dolphin park, and not a bad drive from Miami airport. About mid way between Miami and Key West.

    We were …

    PreviousNext property

    $245

    3 BR / 2 BA / Sleeps 9

    3 Reviews

    $245

    Book

    Tropical House at relaxing paradise !!!

    Key Largo house
    3 BR / 2 BA / Sleeps 9 | Quick view
    Excellent3 Reviews

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    Reviews

    (3)

    Beautiful 2 story 3 bedroom 2 baths home. Located in Key Largo at MM 103 on the bayside and close to John Pennekamp Park, local shopping, fine restaurants, diving, charter fishing or just swimming with the dolphins! This home has an open water view overlooking the beautiful Florida Keys bay, Relax in this tropical …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (3)

    A very clean, cozy and tastefully decorated house with a balcony overlooking a canal

    Left on Feb 05, 2014 for a stay in January 2014

    We stayed at the property for 4 nights. It accommodated us (5 adults and 4 kids) nicely - there were three bedrooms, all rooms being decorated very tastefully. Kind size beds in two bedrooms, a large bunk bed in one bedroom and a sofa in the living room. The kitchen was also nice and there was almost everything we needed. Only one thing - there were not enough cups for all of us so we had to buy …

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    $133

    3 BR / 2 BA / Sleeps 6

    1 Reviews

    $133

    Inquire

    MATECUMBE JEWEL

    Islamorada house
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Minimum Rental: 1 Month You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It is located on a dead-end street in a …
    • Internet Access
    • Patio
    • Parking
    • Grill
    • Refrigerator
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Our Lobster Trip to the Keys

    Left on Aug 24, 2013 for a stay in August 2013

    My family and I stayed at the Matecumbe Jewel in the month of august for Lobster season. The home shows even better than the photos, was clean, well furnished and kept. We could not have asked for better accomodations while on our first Lobstering vacation! The service by Keys Holiday Rental was a+++! We will certainly be back! Thanks again to everyone at Keys Rental and the owners of the …

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    $288

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $288

    Book

    SOUTHERN CROSS @ TROPICAL VILLAGE - Beautifully Updated Home w/ Shared Pool.

    Key West cottage
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

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    Reviews

    (1)

    Part of TROPICAL VILLAGE Southern Cross: Sitting next to the lily pond with fountain or lounging in the shade of your own Royal Poinciana tree, Southern Cross is the perfect place to relax in paradise. This one and a half story vacation cottage is surrounded by exotic gardens, and situated in the Tropical Village …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Tropical Perfection

    Left on Oct 07, 2014 for a stay in October 2014

    The property was clean, the kitchen was equipped with all the necessities, great private porch and shared pool. Location is great - just a couple blocks from Duval and a 15 minute walk to the Mallory Square. Higgs Beach was a close, great market nearby, and a CVS, you really couldn't have asked for a better location! The trip was epic, relaxing and wild from start to finish. I can't wait to come …

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