Searches related to Florida Keys: Key West Key Largo Islamorada Marathon

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$250

3 BR / 2 BA / Sleeps 6

Luxury Gulf-Front Retreat w/ dock at Faro Blanco - Florida Keys vacation rentals
1 / 11

$250

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Luxury Gulf-Front Retreat w/ dock at Faro Blanco

Marathon condo
3 BR / 2 BA / Sleeps 6 | Quick view

Details

SUMMER SPECIAL: July-August only, a 40 foot deep-draft dock is INCLUDED with your JULY-AUGUST rental. Located at the adjacent Faro Blanco Marina. A huge luxury retreat, the perfect combination of high end living and tropical comfort, you'll be comfortable here in high heels or flip flops! Wake up in the morning and…
  • Waterfront
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Balcony or terrace

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$171

2 BR / 1 BA / Sleeps 6

Spectacular Sunset From Buttonwood Bay - Florida Keys vacation rentals
1 / 24

$171

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Spectacular Sunset From Buttonwood Bay

Key Largo condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

2 bedroom, 1 1/2 bath condominium in wonderful, private Buttonwood Bay Condominium Association, Bayside, Key Largo FL. Extended porches, paved rear deck complete with rocking chairs to enjoy the sunset. Peaceful spot, end unit with private side yard. House tiled throughout. 15 steps to the water. Sleeps 6 with queen …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children

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$200

2 BR / 2 BA / Sleeps 4

This Oceanfront Resort Has It All!!! - Florida Keys vacation rentals
1 / 18

$200

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This Oceanfront Resort Has It All!!!

Key Colony Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Fantastic 2 bedroom, 2 bath condo resort. Enjoy the breathtaking view of the Atlantic Ocean from the patio just steps from the white sandy beach. Make sure you head out to the pier each evening at sunset to see picture postcard views. This condo is fully equipped with two large bedrooms and two private baths. In …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$250

2 BR / 1 BA / Sleeps 6

Aqua Lodge Houseboat
1 / 3

$250

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Aqua Lodge Houseboat "The Sea Biscuit"

Tavernier houseboat
2 BR / 1 BA / Sleeps 6 | Quick view

Details

'Welcome Aboard the "Sea Biscuit" as we say here at Mangrove Marina, located in the northern end of Islamorada in Tavernier at Mile Marker 91.7 on the Bay side in a protected tranquil oasis cove of the beautiful Florida Keys. Our 'Aqua Lodges' are a boat lovers dream with all the comforts of home, including a full …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Fireplace
  • Pet friendly - ask
  • Suitable for children - over five

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$92

1 BR / 1 BA / Sleeps 4

Ocean Views, Heated Pool, Private Beach - Florida Keys vacation rentals
1 / 22

$92

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Ocean Views, Heated Pool, Private Beach

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

Details

Best Views and most accessible in the Complex! Large one Bedroom Apartment, overlooking the pool, beach and ocean. Furnished, with dishwasher, stove, refrigerator, TV and more. King sized bed in bedroom, full sized sofa sleeper in living room . Oversized heated pool, chickee hut and BBQ lure you towards pristine …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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$150

3 BR / 9 BA / Sleeps 6

Onewr - Florida Keys vacation rentals
1 / 16

$150

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Onewr

Key Largo house
3 BR / 9 BA / Sleeps 6 | Quick view

Details

Situated on oceanside in Key Largo. You have quick access to the ocean via canal and 60 feet of dockage space (Just minutes away from Carribean Club or Harry Harris Park, where you can launch your boat). Accomodations: Master Bedroom with Queen bed and bathroom; 2nd Bedroom has a Queen bed; 3rd Bedroom has a Twin …
  • Waterfront
  • Ocean or water views
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$208

2 BR / 1 BA / Sleeps 4

1 / 25

$208

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TRUMAN @ DUVAL 'Old Town KW' Home Just A Hop-Skip-And-Jump To Duval St.

Key West cottage
2 BR / 1 BA / Sleeps 4 | Quick view

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Truman at Duval - if you're looking for South Beach slick-- not here! If you're looking for Key West charm and location, look no further. Small 2 bedroom, 1 bath, apartment that just screams fun and good times! Duval, with its world class reputation, beckons you to come play. Sight-seeing, people watching, it's all…
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$550

4 BR / 4 BA / Sleeps 8

1 / 32

$550

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Luxurious 4 Bedroom, 3.5 Bathroom Key Largo House with Pool, Channel & Dock

Key Largo house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

This luxurious waterfront home is located on the ocean side of northern Key Largo (The Sport Fishing Capital of the World), near mile marker 105. Superb quality and beauty and centrally located, this house has it all! Everything you need is right here waiting.... This home comfortably accommodates 8 guests and is …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

5 BR / 8 BA / Sleeps 12

11 Reviews

$1,000

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Contemporary Bali-style Design -120ft sandy beach

Marathon villa
5 BR / 8 BA / Sleeps 12 | Quick view
Excellent11 Reviews

Details

Reviews

(11)

Come Get Married, have your Rainbow Wedding at our 20ft. private Florida Keys beach. Architect-owner's brand new dream home, gated and set far back and elevated, Idyllic, acre plus private beach front, 2 hours from MIA, 1-1/4 hours from Key West. A grass motor court leads to the stunning coral stone-clad minimalist …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(11)

Paradise in the Florida Keys!

Left on Apr 17, 2014 for a stay in March 2014

Butterfly Beach was the perfect location for our vacation. The view is breathtaking and the grounds are very well kept and secure. The accommodations comfortably held our family of 9. We spent our afternoons basking in the sun and enjoying the shade with plenty of options for lounging on the beach and poolside. The infinity pool and Jacuzzi were perfect for rest and relaxation and were utilized …

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$314

3 BR / 2 BA / Sleeps 6

6 Reviews

$314

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La Casa Habana: Beautiful 3 BR on Gulf w Pool

Grassy Key house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent6 Reviews

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Reviews

(6)

La Casa Habana is a 3 bedroom , 2 bath house overlooking the Gulf of Mexico on exclusive and private Morton St. on Grassy Key. This house has been extremely popular for over 10 years. It has everything you need for a great vacation-bikes, kayaks, snorkel gear, fishing gear, Cable TV and wifi internet for those rare …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Great Vacation Home

Left on Mar 12, 2012 for a stay in March 2012

This is a beautifully decorated and comfortable house. It is clean, neat and well organized. The kitchen is well stocked for cooking anything. Everything is well maintained and we got everything we needed. The pool is really nice, and its heated. The hot tub is terrific. The views of the Gulf, especially at sunset ,or the early morning, are magical. This is a great spot for a getaway or a …

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$99

2 BR / 2 BA / Sleeps 8

3 Reviews

$99

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Newly Renovated Townhouse in Beautiful Executive Bay **Discounts Available**

Islamorada condo
2 BR / 2 BA / Sleeps 8 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Beautiful two bedroom townhouse on the Bay side with private beach access in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise! Come and relax at our beautiful, newly renovated townhome in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great condo, perfect location!

Left on Jan 02, 2015 for a stay in December 2014

I have two small children and the condo was perfect and comfortable for the entire family. It was nicely remodeled. The pool and dock area were very nice. Security was visible and very friendly. The location was close to everything. The property management service was excellent. We had a wonderful family vacation and will definitely be returning next year!

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$92

3 BR / 2 BA / Sleeps 8

7 Reviews

$92

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Family Friendly Executive Bay**Discounts Available**

Islamorada house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Beautiful three bedroom bay side townhouse with private beach access in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise! Come and relax at our beautiful townhome in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Wonderful

Left on Jul 20, 2013 for a stay in June 2013

This rental by far was one of the best rentals we have stayed at. The location and the house were perfect! The house is very large and everything you can imagine has been supplied. The pool, community center, tennis courts and complex in general were beautiful and well maintained. Really good experience!

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$418

3 BR / 4 BA / Sleeps 8

1 / 34

$418

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"ALEXANDRIA'S SECRET" Luxurious Home w/ Private Pool - 1/2 Block to Duval St

Key West house
3 BR / 4 BA / Sleeps 8 | Quick view

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Alexandria's Secret is a private retreat in the historic district of Key West. With impeccable location and amenities, this three bedroom home is a Key West favorite for its secluded ambiance.This serene hideaway is just moments away from Duval Street and the most exciting spots the southernmost city has to offer- …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$148

1 BR / 1 BA / Sleeps 3

3 Reviews

$148

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SUNSHINE PLACE

Islamorada villa
1 BR / 1 BA / Sleeps 3 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Minimum Rental: 7 Nights You can have it all – privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who treasure the tropical atmosphere …
  • Internet Access
  • Patio
  • Parking
  • Grill
  • Refrigerator
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Awesome place!

Left on Jul 08, 2013 for a stay in July 2013

My wife and I just returned from a weeklong stay at this property. I have to say this is far and away the nicest 1 bedroom rental and as far as I'm concerned a hidden jewel in Islamorada. It is the bottom floor of a 2 story home that has been converted to a rental unit. The upper unit is the occasional getaway of the owner and not available to rent at this time. The property entrance is gated and…

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$215

3 BR / 2 BA / Sleeps 7

3 Reviews

$215

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Gorgeous Keys Water Front Home with Private Dock and Ramp

Islamorada house
3 BR / 2 BA / Sleeps 7 | Quick view
Very Good3 Reviews

Details

Reviews

(3)

Water Front home, located Oceanside in Lower Matecumbe key, Islamorada mile marker 73, (The Sport Fishing Capital of the World). 15' wood dock and 12’ wide ramp, so bring your own boat and enjoy the sun!! Easy canal access to the ocean. Maximum boat size is 27'. Only 1 boat allowed. There is a covered fish cleaning …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great Getaway!

Left on Dec 09, 2014 for a stay in June 2014

This property was great! It was nicely stocked, very comfortable beds. I loved being on the water! Excellent place to stay! I will return again next summer.

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$112

3 BR / 2 BA / Sleeps 6

2 Reviews

$112

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KEY LARGO YACHT CLUB 8

Key Largo condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Minimum Rental: 1 Month Exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies and a ground level patio to BBQ. Protected marina and deeded boat slip easily accommodates a boat up to 30' (33' from bow to engine.) Boat lift will …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Patio
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Private gated condos with boat parking, pool and tennis court

Left on Jul 27, 2013 for a stay in July 2013

This condo was spacious, well maintained and included a host of community amenities. There was a pool, tennis and basketball court. It was centrally located to Key Largo, but far enough off the path to create a quiet and comfortable environment. The neighbors were friendly. There was laundry, fishing and a pool table within the condo. Best of all, there was a boat lift associated with the …

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$133

3 BR / 2 BA / Sleeps 7

1 / 16

$133

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TURTLE TIME

Islamorada house
3 BR / 2 BA / Sleeps 7 | Quick view

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Minimum Rental: 1 Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal. You'll find this …
  • Internet Access
  • Balcony or terrace
  • Parking
  • Grill
  • Refrigerator
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$129

2 BR / 2 BA / Sleeps 6

1 / 6

$129

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Doc's Place

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

Details

Doc's Place is a two-bedroom, two-bath vacation rental duplex located right on the water in the city of Key Colony Beach in Marathon Key, Florida. Marathon Vacation Rental Amenities Doc's Place has 2 Queen Beds and 2 single beds. A full kitchen is also provided. The unit also has Central A/C to keep you …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$179

2 BR / 3 BA / Sleeps 4

2 Reviews

$179

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Olivia Cottage: A charming Old Town house near Key West's historic cemetery

Key West house
2 BR / 3 BA / Sleeps 4 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist attraction in our town, the Oliva …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Stepping Into a Picture

Left on Jul 21, 2011 for a stay in June 2011

I stayed in Olivia Cottage five weeks and loved every minute. After looking at pictures on the internet, I felt like I was stepping into the pictures. It's exactly as shown. The patio/pool area is just the most relaxing place. Everything I needed was provided and the staff at KW Vacation Rentals were most friendly and helpful. I had one problem with the smoke detectors and it was repaired quickly…

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$350

4 BR / 3 BA / Sleeps 8

16 Reviews

$350

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Paradise in Key Largo

Key Largo house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent16 Reviews

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Reviews

(16)

Only an hour from Miami International Airport is this beautiful home in Key Largo. The house has 3 Bedrooms and three baths. All equiped with Queen size beds. It also has a 90 foot dock into Florida Bay with a chickee at the end to enjoy the breeze and the beautiful sunsets. Two kayaks are available for your enjoyment…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(16)

A week in paradise...

Left on Oct 05, 2011 for a stay in July 2011

My wife and two of our three children planned to spend the week at the house. Our oldest daughter lives three hours away by plane and couldn't get away from work to join us. When we sent her the pictures of the first amazing sunset, she called to let us know she was getting on the plane to join us. Needless to say, our vacation was perfect. The house is comfortable and welcoming. You will find…

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$110

1 BR / 2 BA / Sleeps 2

2 Reviews

$110

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Newton Street Hideaway: A secluded one bedroom

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

Details

Reviews

(2)

30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined streets. Centrally located on the island, yet far enough away from the hustle bustle of Duval, this is truly a wonderful locale for an extended stay …
  • 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)

A Second Home

Left on Jun 17, 2011 for a stay in May 2011

We have stayed at the Newton Street Hideaway for several years, and, as soon as we open the door, it's just like coming home! It's fun to spot the improvements made by the owners since our previous visit (this time there were new rugs in the kitchen, and stools at the breakfast bar) The house is situated in the quiet residential area known as The Meadows, on the far side of White Street, but it …

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$150

3 BR / 3 BA / Sleeps 8

2 Reviews

$150

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Fisherman's Dream - Ocean Front House with Dock

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

Details

Reviews

(2)

Welcome to our slice of paradise! Come and relax at our beautiful 3-bedroom home in the Florida Keys. Our home is located in Tavernier, the Sport Fishing Capital of the World. It is a private, gated home directly on the water with a small pier & fishing/boat dock. Our two-story home has master bedroom with a king bed …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Right on the water

Left on Nov 23, 2014 for a stay in July 2014

This property is very comfortable. Clean and well kept. I loved sitting outside overlooking the waterway. You can even bring your boat!

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$700

3 BR / 3 BA / Sleeps 7

1 Reviews

$700

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Secret Villa II Newly Listed and Available - Sleeps 6 - Private Pool - Parking

Key West house
3 BR / 3 BA / Sleeps 7 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

We are excited to announce the owner of our most popular luxury vacation rental "SECRET VILLA" is now offering the mirror image as a vacation rental! Available NOW...."SECRET VILLA II"! Location, Location, Location....This amazing property is situated on a quiet and peaceful lane away from traffic and noise. The …
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wedding moon with friends

Left on Jan 18, 2015 for a stay in January 2015

Made a long weekend with friends even better. This place is in a great location just a block or two off Duvall street. The house is outstanding and has a great private heated pool. Also has a great little porch and court yard for mornings and evenings for a drink or two. The house has two nice bedrooms upstairs with private baths and one downstairs with its own bath. Great place to visit with …

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$145

2 BR / 2 BA / Sleeps 6

12 Reviews

$145

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Ocean Pointe Two Bedroom Ocean Views

Tavernier condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good12 Reviews

Details

Reviews

(12)

Beautiful, newly remodeled 2 bedroom, 2 bathroom condo in sunny Tavernier Key (North Florida Keys), with a king bed in the master bedroom and 2 twin beds in the second bedroom, featuring flat screen TVs, a private balcony with chairs, cable TV, and complementary amenities. Ocean Pointe Suites at Key Largo is an all-…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Typical Florida Keys experience

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

The Florida Keys are laid back and most of the structures look like something out of a Popeye movie. Ocean Point Suites is no better and no worse than the competition. Finding the reservation desk is a bit confusing, but the receptionist was friendly and helpful.

We had two apartments, both pleasant enough, both with a view of the sea (and some swamp) and dozens of cats running around behind …

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$800

4 BR / 4 BA / Sleeps 8

2 Reviews

$800

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Oceanfront Luxury Islamorada Estate - 4 bed/pool

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

Details

Reviews

(2)

* 7 Day Rental minimum - Saturday to Saturday * Please check the calendar prior to inquiry Sleeps 8 adults plus up to 4 children under 6 allowed (fire code regs…
  • 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

(2)

Stepping into a real life postcard - loved this home

Left on Feb 20, 2013 for a stay in August 2012

After an amazing stay I am absolutely compelled to write
and let others know about this gem in paradise. I wasn't
sure what to expect, knowing it was a true historic landmark,
but my family and I could not have been more thrilled.
The history associated with the house is fascinating and
my husband and I found ourselves wanting to know even
more of the background associated with this …

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$63

1 BR / 2 BA / Sleeps 4

1 Reviews

$63

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THE PALMS 417

Islamorada condo
1 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Minimum Rental: 1 Month Everything in this unit is exquisite - furnishings, linens, updated kitchen, appliances, and bathrooms. Great views of Florida Bay and our fabulous Keys sunsets. This complex is conveniently located just steps from a full service marina and 2 highly acclaimed restaurants. Watch the sun …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Balcony or terrace
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Paradise on the ocean

Left on Apr 15, 2014 for a stay in March 2014

We rented Palm 417 for the month of March 2014. The condo has been very nicely updated and although not direct ocean front view; it does have partial view of the ocean side and a good view of the bay side with amazing sunsets. People in surrounding condos were very friendly; and one condo owner gave us some lovely smoked fish. Some road noise but we soon got used to it as the condo and location …

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$467

4 BR / 3 BA / Sleeps 8

1 / 21

$467

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Lazy Daze (28 Day Minimum)

Key Largo house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

****Due to a County Ordinance this property cannot rent for less than 28 days**** LAZY DAZE………….Imagine sitting on your lounge or palm hanging hammock, toes in the warm sugar sand, next to your heated pool, silence (except for a few birds), viewing the John Pennekamp State Park Marine Sanctuary waters. This …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$127

2 BR / 2 BA / Sleeps 4

2 Reviews

$127

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Angela Cottage: A hideaway in Old Town

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

Details

Reviews

(2)

30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows create a relaxing Key …
  • 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

(2)

Outstanding

Left on Jun 26, 2009 for a stay in March 2009

I have rented the Angla Cottage for the past three seasons. The house is very comfortable with space for guests in a separate portion of thje house. Swimming pool is great, and outdoor dining area is outstanding for any meal. The kitchen is new and all the necessary pots and pans are present.

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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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$100

2 BR / 1 BA / Sleeps 4

1 / 1

$100

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241 Tollgate Blvd - 28 NIGHT MINIMUM!!!!!!!!!!!!!!

Islamorada house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

"Cute & Keysy" perfectly describe this Conch home! Located in the Tollgate Shores subdivision of Lower Matecumbe (south Islamorada), this delightfully quaint home has lots of character, charm, and is well-maintained. You'll enjoy sea breezes and the smell of salty air coming through the windows of the sunroom, or …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$93

1 BR / 1 BA / Sleeps 2

1 / 35

$93

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The Treetop Apartment at the Sailmaker`s House Sleeps 2 Historic Old Town

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

Details

Gorgeous one bedroom apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. One bedroom one bath floor plan maximizes the space in this airy tree top apartment. Comfortable Queen …
  • Wireless Internet
  • A/C or climate control
  • Parking
  • Linens Provided
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,071

3 BR / 3 BA / Sleeps 6

1 / 7

$1,071

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HISTORIC RESTORED 'EYEBROW' HOME.

Key West house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

This Historic home was built in 1895 and lovingly restored in 2001.This is one of only two eyebrow style homes in Key West that have a front dormer in the roof for architectural appeal. Although this home is an historic treasure, it is fully equipped with all modern conveniences including a heated pool, spa, steam …
  • Parking

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$171

2 BR / 2 BA / Sleeps 4

1 / 11

$171

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VO-198

Cudjoe Key house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Wrap around open water view with a huge 61' concrete dock/seawall, complete with cleats, padded aluminum dock posts,mooring whip holders,and hose. Covered deck with lounge furniture to dine out or enjoy an evening drink. Or eat inside on upscale dining set and still enjoy the million dollar ocean view. Kitchen is…
  • Internet Access
  • Grill
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$113

2 BR / 2 BA / Sleeps 6

1 / 17

$113

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Mango Menagerie: A treasury of island colors and Key West charm

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

Details

30 DAY MINIMUM RENTAL Welcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just one block from the ever popular Cuban restaurant El Siboney and one block from the local's favorite Flaming Buoy restaurant. The property is …
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

4 BR / 3 BA / Sleeps 10

1 / 29

$400

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Ocean Front Split Level Keys House **HURRY! Discounted for Memorial Weekend**

Long Key house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

Beautiful four bedroom, Ocean Front home with private beach in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise in the Florida Keys! Come and relax at our beautiful ocean front home with breathtaking, panoramic views of the Atlantic ocean. This spit level home is located in Islamorada; the …
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$193

3 BR / 2 BA / Sleeps 8

1 Reviews

$193

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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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$83

1 BR / 1 BA / Sleeps 2

1 Reviews

$83

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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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$120

2 BR / 1 BA / Sleeps 4

3 Reviews

$120

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Serenity Bay Villas - Garden-40Ft Dck; 200Ft Water

Tavernier house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Welcome to SERENITY BAY VILLAS - GARDEN UNIT SERENITY BAY VILLAS - Garden Unit is 2,000Sq.Ft. of Living Space,Two (2) Bedrooms, One (1) Bathroom, on Garden Level. Property is located in Tavernier, in Islamorada, Florida (MM90). The Center of the Keys, 1.5 Hours to Miami, 1.5 Hours to Key West; Shopping, Restaurants…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Idyllic stay on the water.

Left on Feb 04, 2013 for a stay in January 2013

My wife and I had a very nice stay in this lovely property. It is in a quiet area, away from noise and distraction and as such perfect for a peaceful getaway. Very well appointed, everything we needed was there. We especially enjoyed being able to enjoy home cooked meals on the patio. I saw many varieties of fish looking into the water from our deck and enjoyed a few cooling dips in the water.

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$134

2 BR / 1 BA / Sleeps 5

2 Reviews

$134

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MOON BAY A206

Key Largo condo
2 BR / 1 BA / Sleeps 5 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Minimum Rental: 7 Nights SATURDAY to SATURDAY Calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal fishing is at your door step. Bring …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Grill
  • Refrigerator
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

A home away from home.

Left on Jul 17, 2013 for a stay in July 2013

We enjoyed staying at Moon Bay condo in Key Largo,FL. Rental process was easy and all the staff was very accommodating. The condo is beautiful, modern and recently updated. The location is great too, in close proximity to water sports, shops and restaurants. The state park is also close with 2 beaches and many attractions. We are considering coming again.

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$250

3 BR / 3 BA / Sleeps 8

1 / 20

$250

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VILLA BELLA 13

Key Largo villa
3 BR / 3 BA / Sleeps 8 | Quick view

Details

Minimum Rental: 3-7 Night Minimum Villa Bella is a fabulous 3 BR/3 BA two-story townhouse. This end unit townhome "lives" on the 2nd floor. The kitchen, dining and living areas are all open to each other in a great room with a gorgeous vaulted ceiling. There are 2 bedrooms and 2 baths on this upper level including …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Balcony or terrace
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$173

3 BR / 2 BA / Sleeps 6

3 Reviews

$173

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Elizabeth Retreat: A three bedroom historic home in Old Town

Key West house
3 BR / 2 BA / Sleeps 6 | Quick view
Very Good3 Reviews

Details

Reviews

(3)

30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet residential neighborhood. Just two blocks from Duval Street, it is a quick walk or bike ride to all of Key West's attractions, including it's close proximity to the Historic Seaport area. This is an lovingly restored eyebrow 3 …
  • Internet Access
  • A/C or climate control
  • Patio
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

A month in Key West

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

We had an absolutely delightful time! We have been renting homes in the Keys for years and found this to be our best experience yet. The folks at Rent Key West were so helpful - really stayed on top of everything and went out of their way to accomodate our schedule on check in and check out. The house was absolutely lovely and clearly well cared for. We liked it so much, we are coming back …

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$142

2 BR / 2 BA / Sleeps 4

1 / 16

$142

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Tropical condo with spectacular ocean view

Key Colony Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/airconditioning and a private patio or balcony. This unit has a great corner view of the ocean! The kitchen is equipped with stove, refrigerator, dishwasher, utensils, cookware…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,250

3 BR / 10 BA / Sleeps 8

1 / 7

$1,250

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MELODY KEY - PRIVATE ISLAND

Summerland Key villa
3 BR / 10 BA / Sleeps 8 | Quick view

Details

Melody Key is probably the best kept secret in the magnificent Florida Keys. The Florida Keys are totally unique and the locals are probably the friendliest on the planet. The Keys are famous for their natural beauty and nature: One hundred and thirteen miles of overseas highway connects 42 islands and there are …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine

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$83

1 BR / 1 BA / Sleeps 2

2 Reviews

$83

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The Studio at the Sailmaker`s House Sleeps 2 Historic Old Town

Key West house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. The open concept floor plan maximizes the space in this airy tree top studio. Comfortable Queen size bed will…
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Linens Provided
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

great place, great location, great stay!

Left on Sep 02, 2014 for a stay in July 2014

I really enjoyed my stay at the sailmaker's studio. The staff as well as the owner were very easy to work with and very helpful. My small dog was with me and he enjoyed it too. It is just blocks away from the wharf and restaurants, shops, grocery stores, sailing/boating trips are also just short walks away. It has all the typical amenities you could want: 2 balconies (1 is shared with another apt…

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$357

2 BR / 5 BA / Sleeps 6

1 / 13

$357

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Hyatt Beach Club

Key West condo
2 BR / 5 BA / Sleeps 6 | Quick view

Details

This property is located on the north side of Key West 4 miles from downtown.It is available from Dec. 27th to January 3rd. A great venue for the holiday season. This is a great two bedroom two bath unit with master bedroom and en suite. Private balcony which overlooks outdoor infinity pool. Also a view of water with …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

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$357

4 BR / 3 BA / Sleeps 8

4 Reviews

$357

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76004 Overseas Highway

Islamorada house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Enjoy spectacular sunsets while drinking margaritas on the observation deck of this stunning home nestled back behind swaying palm trees. Large sandy beach and great dock. Interior photos available! Mile Marker 76, Bayside. Home has 2 bedrooms & 2 bathrooms upstairs, and a separate 2 bedroom, 2 bathroom apartment …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

A Week in a Tropical Paradise.

Left on Aug 03, 2010 for a stay in July 2010

We had a fantastic time. Incredible home on the water with boat dock. Plenty of room and privacy. Accommodations were five star. We highly recommend it.

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$270

2 BR / 1 BA / Sleeps 4

2 Reviews

$270

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Pete's West Cottage steps from Duval

Key West cottage
2 BR / 1 BA / Sleeps 4 | Quick view
Average2 Reviews

Details

Reviews

(2)

This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with waterfall. Inside the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Nice but could use some sprucing up

Left on Oct 13, 2014 for a stay in October 2014

Nice place. Quiet location. I would have thought someone might clean the pool during our stay since the iguanas in the trees used it for their bathroom quite frequently

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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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$183

3 BR / 3 BA / Sleeps 6

3 Reviews

$183

Inquire

South Street Serentiy-Great Location, Private Pool, Parking, Steps to the Beach

Key West house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This light and airy 3 bedroom, 2.5 bath home has a wrap around deck and expansive French doors that lead from every ground floor room to an outdoor space. Enter the private gate and you will be in a tropical paradise, surrounded by lush palms, fiery bougainvillea, and tropical ambiance. Here you can be part of the …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Parking
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Best location, great rental for families~

Left on Apr 29, 2014 for a stay in January 2014

We loved the location, walking distance to everything. The house had everything you could need. There was confusion on the temperature of the pool, which wasn't discovered for nearly two weeks into the rental month, but was quickly readjusted. There were a few leaks that must be repaired by now, as the management company responded quickly. It was quiet and in a nice neighborhood with respectful …

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$345

4 BR / 3 BA / Sleeps 9

3 Reviews

$345

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Bayfront Paradise (Casa Bella) Welcomes you to Key Largo

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

Details

Reviews

(3)

"Casa Bella" welcomes you by truly living up to its name. This beautiful bayfrony home in Key Largo, will captivate all your senses with its open water views, lush landscaping, beautiful sunsets, peacefulness, and ever-present marine life. Watch the dolphins swim, swim with manatees by the dock, fish off the pier, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

A week in paradise!

Left on Jun 04, 2013 for a stay in May 2013

To celebrate my wife's 50th, we decided to get the whole family together and make our annual trip to the Keys. Casa Bella was beautiful. It far exceeded our expectations! The home, and its furnishings were exquisite. The location was perfect, the on-site boat ramp and dock gave us easy access to the gulf side of Key Largo. Enjoying a cup of coffee at sunrise on the balcony was a great way to …

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