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$150

3 BR / 3 BA / Sleeps 8

1 Reviews

$150

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Fisherman's Dream - Ocean Front House with Dock

3 BR / 3 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

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

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Reviews

(1)

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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$150

3 BR / 2 BA / Sleeps 8

30 night minimum stay requirement.  Manatee Manor - Florida Keys vacation rentals
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$150

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30 night minimum stay requirement. Manatee Manor

3 BR / 2 BA / Sleeps 8 | Quick view

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Just 10 miles from Old Town you’ll find a seaside neighborhood that recalls Lower Keys life in the good old days, when you would go fishing in the morning, have lunch and a beer (or two) at Geiger Key Marina, fish some more in the afternoon then cook some of the catch out on your deck with a few cold ones. And while…
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$99

3 BR / 2 BA / Sleeps 8

7 Reviews

$99

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Family Friendly Executive Bay**Discounts Available**

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

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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

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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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$150

3 BR / 3 BA / Sleeps 8

Higgs Beach Hacienda - 3 Bed 2.5 Bath Monthly Rental Near Beach. Huge Yard! - Florida Keys vacation rentals
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$150

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Higgs Beach Hacienda - 3 Bed 2.5 Bath Monthly Rental Near Beach. Huge Yard!

3 BR / 3 BA / Sleeps 8 | Quick view

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Tucked into a quiet residential neighborhood, this renovated home is the perfect getaway for a family or group of friends looking to experience the Key West island life! This 3 bedroom home is on Patricia St, just a block from the scenic biking bath that runs along the Atlantic side of the island; very close (less …
  • Internet Access
  • A/C or climate control
  • Linens Provided
  • Dishwasher
  • Microwave
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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

3 BR / 4 BA / Sleeps 6 | Quick view
“ Very Good ” 2 Reviews

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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

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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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$173

3 BR / 2 BA / Sleeps 6

3 Reviews

$173

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Elizabeth Retreat: A three bedroom historic home in Old Town

3 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 3 Reviews

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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

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(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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$195

3 BR / 2 BA / Sleeps 8

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$195

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Walk to Sombrero Beach

3 BR / 2 BA / Sleeps 8 | Quick view

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Escape to gorgeous Marathon, Florida Keys for a romantic getaway or a fun family retreat. For families with young children this Keys Vacation home is located just two blocks away from beautiful Sombrero Beach with a children`s playground, baseball diamond, volleyball net, picnic areas and roped swim area for all to …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

3 BR / 2 BA / Sleeps 7

2 Reviews

$215

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Gorgeous Keys Water Front Home with Private Dock and Ramp

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

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

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Reviews

(2)

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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$258

3 BR / 3 BA / Sleeps 6

2 Reviews

$258

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Largo Vista ~ Waterfront, Boat Slip, Rooftop Deck

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Fabulous, like-new, waterfront vacation home located in the Heart of Key Largo! You'll love the convenient location, the boat slip, and the peek-a-boo ocean view from the fabulous roof top deck! This stunning vacation home is ideal for vacationers planning to enjoy either land or sea activities or both! Travelers can…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(2)

A very nice home away from home

Left on Mar 22, 2015 for a stay in March 2015

In our first trip to the Florida Keys, we stayed at this home. It is a very nice home, located close to everything. Great kitchen - it was nice to be able to comfortably cook in a few meals. It was also nice to be able to get away from the crowds and retreat to our own place and enjoy our private hot tub. We really enjoyed The Pilot House - a nice restaurant within a couple of blocks, and …

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$186

3 BR / 2 BA / Sleeps 8

1 / 36

$186

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BRAND NEW 3 bedroom, 2 bath with dockage and great introductory pricing!!!!!!

3 BR / 2 BA / Sleeps 8 | Quick view

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A paradise is immersed when entering Ramrod Key. It offers you a close relationship with the nature displaying an exuberant vegetation bordering the sea water canals. Ramrod Key is known as Breezeswept because of the breezes that sweep it through. This is a well located house, walking distance to a Looe Key Tiki Bar…
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$167

3 BR / 2 BA / Sleeps 8

1 / 16

$167

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30 night minimum stay requirement. The Palms - 3 Bedroom House with a Swimmi

3 BR / 2 BA / Sleeps 8 | Quick view

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Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located just behind the Key West Historical district. This home offers you a two bedroom one bathroom main house with a separate one bedroom cottage with a full bathroom. The private pool and outdoor deck area is in between the …
  • Internet Access
  • A/C or climate control
  • Linens Provided
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$167

3 BR / 3 BA / Sleeps 8

1 / 19

$167

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30 night minimum stay requirement. Waterfront Escape - 3 Bedroom House on Ca

3 BR / 3 BA / Sleeps 8 | Quick view

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Located in Big Coppitt is this secluded, waterfront paradise. This 3 bedroom, 3 bathroom house features a private pool. Relax in the grand outdoor patio area overlooking the pool and canal. Each of the three bedrooms has its own private bathroom. Located on the ground floor is the living room, dining area, kitchen and…
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$133

3 BR / 2 BA / Sleeps 6

1 / 25

$133

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"SEMINARY ST HIDEAWAY" 3 Bd 2 Bth Home w/ Private Pool

3 BR / 2 BA / Sleeps 6 | Quick view

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***Due to licensing restrictions, this home requires a minimum stay of 28 nights*** This newly renovated 3 bedroom "home away from home" sits right smack in the middle of the Key West island and is a short distance to everywhere you will want to go during your vacation! Located on Seminary St, in a quiet …
  • Internet Access
  • A/C or climate control
  • Grill
  • Linens Provided
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$350

3 BR / 3 BA / Sleeps 8

2 Reviews

$350

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Bay Harbour Waterfront Condo

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Revel in the beauty of the morning sunrise as you relax on your own, private lanai while sipping your morning coffee, or enjoy a meal al fresco to the sound of the waves and gulls. This piece of paradise is sure to become your favorite home away from home. This beautifully furnished and spacious condo offers all the …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great Vacation!

Left on Dec 22, 2014 for a stay in October 2014

We have stayed at Bay Harbor several times in this condo and love it. The condo feels like home and has everything you would ever need during your stay The complex is very well maintained and the pool area is great for relaxing, the slip for your boat is also a plus. Everything from the great fishing, snorkeling and great restaurants, there is something for everyone in the family. This will …

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$275

3 BR / 3 BA / Sleeps 8

1 Reviews

$275

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Got stress?...409 Mariners Club has the power to restore you

3 BR / 3 BA / Sleeps 8 | Quick view
“ Average ” 1 Reviews

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Reviews

(1)

Instantly feel the warmth of the island spirit as you enter this inviting 3-bedroom, 3-bath, tri-level townhouse at Mariners Club Resort. Enjoy the relaxing atmosphere the Florida Keys are known for...a perfect setting for family fun or a private romantic get-a-way. Experience the joyful gratitude of the day's …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Townhouse great, Mariner Club itself disappointing.

Left on Mar 13, 2015 for a stay in March 2015

Townhouse as pictures depicted which is always a relief. Outfitted fine and pretty comfortable furniture. Was very clean on arrival. Kitchen equipped with dozens of wine glasses but not 1 decent frying pan. Appreciated the shampoo/soaps in the bathrooms and the dish soap/sponge provided in the kitchen. Blinds in the living room and master bedroom the cheap plastic strips-did very little to …

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$173

3 BR / 4 BA / Sleeps 8

3 Reviews

$173

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Casa Alegria - a Bahamian style conch house

3 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

30 DAY MINIMUM RENTAL Welcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off-street parking on either side (a rarity in Old Town!) as well as an easy place to park bicycles. You can park…
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

paradise

Left on Apr 24, 2014 for a stay in January 2014

We were fortunate enough to stay in this immaculate and welcoming retreat. We loved swimming in the pool and riding the bikes around town. We could not have asked for a more perfect place to make our vacation more fabulous!!!! Love...love...love!

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$150

3 BR / 1 BA / Sleeps 1

4 Reviews

$150

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200 Plantation Shores Drive

3 BR / 1 BA / Sleeps 1 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

A very charming and immaculate 3 bedroom home in Plantation Key. This home has excellent protected deep water dockage. Ocean views from balcony. Easy bay access via Tavernier Creek. Close to resturants and store. CLICK HERE to view photos on a mobile device. Additional amenities include: dock/boat-slip, coffee maker…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Islamorada Getaway

Left on Sep 06, 2012 for a stay in July 2012

The service from Freewheeler Vacations, Inc was above & beyond! Our family rented the Islamorada home for the month of July 2012. The ocean breezes were fantastic! There were only two things I wish would have been better. One, the quality of the cookware and second, the aC cooling of the downstairs bedroom. If these items were to be updated/corrected then this truly would be a perfect vacation …

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$580

3 BR / 3 BA / Sleeps 6

1 / 12

$580

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Tucked away near the Southernmost Point, Louisa's Hideaway is it!

3 BR / 3 BA / Sleeps 6 | Quick view

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Tucked away near the upper end of Duval Street you'll find this stylish, newly renovated three bedroom, three bath home. Thoughtful details are luxuriously appointed to suit the vacation guest looking for privacy and high design. Walk up the brick drive and enter the gate to the palm tree lined path that leads to …
  • Internet Access
  • A/C or climate control
  • Patio
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$259

3 BR / 2 BA / Sleeps 8

10 Reviews

$259

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Steps to Duval, Old Town Charm -Grand Bahama Suite

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends. Experience endless sunshine and the incomparable charm found only in …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(10)

Amazing location!!!

Left on Nov 05, 2013 for a stay in August 2013

Location was wonderful one block block of Duval street, 3 of us shared the rental each had their own bedroom and there were 2 baths, and we 3 grown men having the 2nd bath was very valuable. The backyard area while not being the most beautiful thing in the world was still a great place to sit out and have a few drinks with friends old and new, our upstairs neighbors were great people and we …

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$357

3 BR / 2 BA / Sleeps 8

1 / 31

$357

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Relax In The Keys 0039

3 BR / 2 BA / Sleeps 8 | Quick view

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April Just Became Available/Rare Opportunity...Book NOW! One of the very few & one of the largest oceanfront suites in Key West OCEANFRONT… there is nothing like it. To me, it means being directly on the shoreline with nothing between me and the sensation of the ocean. Totally different from ocean view, which …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 2 BA / Sleeps 8

3 Reviews

$250

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Fisherman's Paradise with a 30 Ft Boat Slip

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

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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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$225

3 BR / 2 BA / Sleeps 8

7 Reviews

$225

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Spacious Top Floor Condo w/ Water View!!

3 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 7 Reviews

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Reviews

(7)

Top floor suite! Beautifully furnished condo overlooking the aqua-blue waters of the Gulf of Mexico! This 1,700 sq. ft. , custom decorated condominium offers a unique water vista from the living areas. The split floor plan provides privacy as the bedrooms are on each side of the living/dining area. There is a fully …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - over five
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(7)

Great place to stay!

Left on Jul 18, 2013 for a stay in July 2013

We stayed in this condo for a week in July 2013. The condo was clean, spacious and inviting. It was the perfect size for our family. The location was great. We explored up and down the keys, it was great being centrally located. The kitchen was stocked with all of the utensils, plates, cups etc that we needed. Linens were provided, plentiful and clean. My most favorite part about the condo…

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$150

3 BR / 2 BA / Sleeps 6

1 / 1

$150

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194 Gulfview Drive - 28 Night Minimum

3 BR / 2 BA / Sleeps 6 | Quick view

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Fantastic Home in the Fantastic Location of Port Antigua in Lower Matecumbe (South Islamorada)! This canal-front home offers 3 bedrooms, 2 bathrooms with tasteful and comfortable decorations. The home has an open floor plan, tile floors throughout, and very nice balcony overlooking the water. Click here to view this …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

3 BR / 3 BA / Sleeps 6

1 / 19

$400

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Eliza's Jewel is a charming property close to White Street.

3 BR / 3 BA / Sleeps 6 | Quick view

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30 DAY MINIMUM Two charming Conch houses are joined together at Eliza’s Jewel, an elegant three-bedroom home in Old Town Key West. Located in a quaint neighborhood just steps from the restaurants, shops and art galleries of White Street, Eliza’s Jewel combines beautifully preserved historical architecture with …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$470

3 BR / 2 BA / Sleeps 6

38 Reviews

$470

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Coconut Cabana: A restored Old Town home with charm & tropical ambience

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 38 Reviews

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Reviews

(38)

An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming 1 & 1/2 story historic home is …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(38)

Coconut Cabana - Go Nuts!

Left on Jun 18, 2009 for a stay in November 2007

We loved Coconut Cabana! This house was perfect for a "sibling celebration" of my brother's 50th birthday. The house was darling, well equiped and the entire rental process was smooth sailing. There is no place like Key West and this house just off Duval was just where we needed to be. We would highly recommend!

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$450

3 BR / 3 BA / Sleeps 6

35 Reviews

$450

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Villa Paradiso: A unique mid-town paradise

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 35 Reviews

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Reviews

(35)

This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with rich tones with tropical accents and soft fabrics. The dining room is outside in the attached pavillion with an ornate…
  • Internet Access
  • A/C or climate control
  • Patio
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(35)

The 3 couples loved this home.

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

We chose the Villa because it advertised 3 bedrooms and 3 baths. I would advertise it as 2.5 bedrooms. However, the space worked out very well for the 6 of us. The home is graciously appointed and easy to live in. The small pool area was a perfect gathering spot. There were other decks and seating areas when each of us choses a bit more privacy. The Villa was within walking distance of the …

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$150

3 BR / 2 BA / Sleeps 6

1 / 1

$150

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127 Tequesta - 28 Night Minimum

3 BR / 2 BA / Sleeps 6 | Quick view

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N/A
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

3 BR / 3 BA / Sleeps 6

8 Reviews

$200

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Reel Paradise - Big Pine Key

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large screen plasma TV in …
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(8)

Comfort & Privacy at Reel Paradise

Left on Jul 29, 2013 for a stay in September 2012

Reel Paradise was the perfect place for our Keys trip last year. We completely loved the layout of this house and the comfort and luxury it provided. The entire interior of the house is covered in cedar planks including the interior of the roof. The furniture is all Tommy Bahama and the kitchen has a nice big island to prep and serve all the food we made each night.

The canal system is …

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$250

3 BR / 3 BA / Sleeps 6

17 Reviews

$250

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Ocean View, Great boat access,Short Walk to Beach,

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 17 Reviews

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Reviews

(17)

548 Sombrero Bch Rd New home with great ocean access. 300 yards and you are in some of the best fishing in the world. A sun deck and a shaded deck to make everyone happy. Walk to a beautiful beach with all the amenities including showers, bathrooms, grills and sand volleyball courts. On Google Earth look to a …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(17)

Conveient and fun

Left on Feb 11, 2013 for a stay in January 2013

What a nice place! It is spacious, clean, and comfortable in a perfect location. We ate breakfast on the shaded porch located off of the living area. The second floor bedrooms have their own living area and a sunny deck with a beautiful view of the ocean. We walked less than a half mile along the bike trail to the best beach in the keys, Sombrero Beach complete with grills . A Publix food store, …

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$370

3 BR / 2 BA / Sleeps 6

42 Reviews

$370

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Whitehead House: A unique two story home beside the Audubon House

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 42 Reviews

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Reviews

(42)

Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed "prohibition fence" in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as well as off street parking (1 space). An outdoor …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(42)

Hidden Jewel

Left on Jun 18, 2009 for a stay in July 2008

This house is fantastic! The location is awesome - right in the middle of everything!!! Everything you would want was there. House was clean, pool was excellent and off street parking is great! The 2 bedrooms and bathroom downstairs are small, but for the amount of time you really need them, they are fine. I would certainly recommend this house and plan to rent it again.

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$210

3 BR / 2 BA / Sleeps 8

5 Reviews

$210

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Ocean Front Condo - Lovely View

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you should want them. …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

The perfect place for our family getaway!

Left on Oct 06, 2013 for a stay in June 2013

This condo has an amazing view of the ocean! When we weren't walking on the beach or swimming in the pool it was nice to sit on the patio and just enjoy our surroundings. The place was quite spacious, very clean and pleasantly decorated. Also, it's location was convenient for us to explore local restaurants and shops. We're already planning a return trip next year.

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$250

3 BR / 2 BA / Sleeps 10

2 Reviews

$250

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Key Largo Paradise!!!

3 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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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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$227

3 BR / 3 BA / Sleeps 6

2 Reviews

$227

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"VILLA AZUL" Luxurious Monthly Home w/ Pvt Pool, Deck & Gorgeous Interior.

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old Town, just 4 blocks …
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Beautiful and comfortable home

Left on Jan 27, 2011 for a stay in December 2008

Villa azul is a wonderfully decorated and appointed home in the historic Old Town section of Key West. The home and grounds were beautiful, serene, private and cozy. It is hard to imagine that this property would not exceed anyone's expectations.

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$250

3 BR / 3 BA / Sleeps 8

2 Reviews

$250

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Private Keys Paradise

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home is locate in Key Largo "Diving Capital of the World." Key Largo is the first island of the Florida Keys, south of the Florida mainland. The house has three wonderfully decorated and clean bedrooms …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Couldn't have been more perfect!

Left on Aug 08, 2014 for a stay in August 2014

My family and I had an amazing time here! The house was everything that we expected. I will definitely stay here again. The morning sunrise and evening sunsets were spectacular! Our view was superb! I could go on and on but you will not know just how spectacular Key Largo is or how awesome this house is until you book it! Great job!

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$179

3 BR / 3 BA / Sleeps 8

1 / 12

$179

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Quick Ocean access in Key Colony Beach

3 BR / 3 BA / Sleeps 8 | Quick view

Details

This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance to Shelter Bay, which provides quick access to the Ocean or Gulf. It also includes membership to the Cabana Club, which is oceanfront with a beach, heated pool, activities restaurant and bar. Key Colony Beach has …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$380

3 BR / 3 BA / Sleeps 6

3 Reviews

$380

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75333 Overseas Hwy

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Exceptional oceanfront home equipped with a sandy beach and forever views! Exquisite design and rich appointments compliment this oceanfront home in Lower Matecumbe, (mile marker 75, South Islamorada). You will enjoy private terraces from each bedroom overlooking picturesque sunrises and panoramic views of the open …
  • Internet Access
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Heaven on Earth

Left on Jan 30, 2013 for a stay in December 2012

My husband and I rented this home for the week of Christmas. We also invited our respective parents. This is the most peaceful home in Islamorada. Centrally located to the upper and lower keys.

There home is well appointed with everything you need except for the groceries and tolietries that you will need. All appliances work well and the home is in excellent condition.

Freewheeler realty…

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$540

3 BR / 2 BA / Sleeps 6

1 / 18

$540

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Casa de Cuba:Beautiful home loaded with style and elegance

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the historic Gato Cigar factory which is now restored and used as …
  • Internet Access
  • A/C or climate control
  • Patio
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$300

3 BR / 3 BA / Sleeps 6

1 / 16

$300

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Indigo Reef Villa 60

3 BR / 3 BA / Sleeps 6 | Quick view

Details

This spacious three bedroom, two and a half bath Villa will make you feel right at home. Each bedroom has it’s own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony. The kitchen…
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$300

3 BR / 3 BA / Sleeps 6

5 Reviews

$300

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Indigo Reef Villa 54

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

This spacious three bedroom, two and a half bath Villa will make you feel right at home. Each bedroom has it’s own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony. The kitchen…
  • Central heating
  • Balcony or terrace
  • Fitness Room
  • Books
  • Linens Provided
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Paradise in the Fl Keys

Left on Mar 13, 2014 for a stay in February 2014

We had an amazing stay at Indigo Reef Resort. The unit was beautiful, clean and well maintained! We had a total of 4 adults in our party and we all had plenty of room in the townhome. We really enjoyed spending time on the deck watching the breathtaking sunsets. The location was perfect for our party and we had lots to do in the area. Thanks again John!

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$275

3 BR / 2 BA / Sleeps 8

3 Reviews

$275

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Key Largo - Calypso

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Why rent a hotel in Key Largo when you can stay on board our FABULOUS houseboat rental Calypso. Docked in the heart of Key Largo, your stay on board our boat will be so surreal you won't believe it's a reality! This luxury home on the water, is a boat lovers dream. With 3 bedrooms and a sleeper sofa, this BRAND NEW …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Fabulous, fabulous, fabulous!

Left on Jan 14, 2014 for a stay in December 2013

The weather was absolutely fabulous. We loved the house boat and found it simply perfect for our needs. Loved the sun deck, the beds were comfortable, and all the amenities were lovely. Since we were down there for a wedding, we really appreciated having the iron and ironing board available - that was a pleasant surprise. The hair blower arrived while were there, so I placed in bathroom cabinet…

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$243

3 BR / 2 BA / Sleeps 6

2 Reviews

$243

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Islamorada PARADISE FOUND 3 bedroom/2 bath

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

BEAUTIFUL NEWLY REMODELED 3 BEDROOM, 2 FULL BATHROOM VACATION RENTAL IS LOCATED IN THE EXECUTIVE BAY CLUB. BREATHTAKING BAY VIEW FROM YOUR OWN BACK YARD! UNIT HAS BRAND NEW CUTOME KITCHEN CABINETS WITH GRANITE COUNTER TOPS. ALL STAINLESS STEEL APPLIANCES, DOUBLE DOOR REFRIGERATOR, DISHWASHER, GLASS STOVE COUNTER …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

Details

Reviews

(2)

Beautiful, relaxing and comfortable!

Left on Feb 23, 2015 for a stay in December 2014

When we first contacted the owner regarding the rental, she responded immediately and was very nice and helpful. The unit was impeccable when we arrived and the location in the complex was excellent! We were right in front of the pool, and the beach area was very close. One of my favorite things to do during our stay was to sit out in the terrace of the unit and relax while looking at the ocean. …

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$333

3 BR / 3 BA / Sleeps 6

5 Reviews

$333

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Open water in Florida Keys with beautiful sunsets

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Private residence on Duck Key. 2 bedrooms and 2 baths upstairs with a seperate one bedroom one bath apartment downstairs. Apartment has own kitchen and family room. Private dock with heated pool. Ocean kayak and fishing rods included. Catch tarpon right off the dock. House extensively landscaped for total …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

The best vacation ever

Left on Oct 31, 2010 for a stay in August 2010

This home is the perfect place to vacation. It has all the amenities you could ask for. Beautiful kitchens, comfortable living areas and wonderful sleeping accomodations. My children and I could not have asked for more. We spent our days swimming in the ocean and relaxing by the pool. The fishing was outstanding. We caught several large tarpon, sharks and baracudda. There are lights under the …

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$400

3 BR / 3 BA / Sleeps 7

1 Reviews

$400

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Key Largo

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Plan your next Shore Leave at this gorgeous waterfront Key Largo home on Largo Sound, Oceanside near Mile Marker 103! Beautifully furnished and updated, with living room, kitchen and half-bath at ground level & 3 bedrooms & 2 bathrooms upstairs. Master bedroom has a Queen bed. Guest bedroom #1 has 2 twin beds & Guest …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

incredible location

Left on Mar 04, 2014 for a stay in February 2014

My husband and I greatly enjoyed our Valentines weekend at this house. It was very clean and comfortable. The backyard was awesome to fish from and the kayaks were so much fun! We look forward to another stay here soon...

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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

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 6 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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$117

3 BR / 2 BA / Sleeps 6

1 / 11

$117

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single family home

3 BR / 2 BA / Sleeps 6 | Quick view

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CANAL FRONT HOME WITH 3 BEDROOM AND 2 BATH AND POSSIBLE 4TH BEDROOM , TWO ENTRANCE HOME ONE TO LIVING ROOM AND OTHER TO COVERED DECK OVERLOOKING CANAL. GLASS SLIDERS TO BEAUTIFUL VIEWS OFF 2 BEDROOMS . ALL NEW FURNITURE AND STAINLESS STEEL APPLIANCES, GRANITE COUNTER TOPS AND COFFEE NOOK IN KITCHEN RICH HARDWOOD …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Parking

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$325

3 BR / 3 BA / Sleeps 6

9 Reviews

$325

Inquire

3 bedroom luxury marina villa ~ 126 Mariners Club

3 BR / 3 BA / Sleeps 6 | Quick view
“ Very Good ” 9 Reviews

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Reviews

(9)

Set on a deep-water marina and glistening turquoise waters of the Atlantic Ocean, this villa of distinction epitomizes luxurious ocean front living. Those in search of elegant accommodations yet with the laid-back Keys lifestyle will not be disappointed. This 3-bedroom, corner villa contains all the design elements …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(9)

stay during dolphin therapy

Left on Jun 04, 2010 for a stay in September 2009

we had a good time, a special arrangement for late arrivin and a very helpfull staff at Barfeet Rental

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$340

3 BR / 2 BA / Sleeps 8

8 Reviews

$340

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Hemmingway's Retreat

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50", 42", and 27" flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home Furnishings. The …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly

    Details

    Reviews

    (8)

    1211 Catherine St.

    Left on May 10, 2010 for a stay in April 2010

    My wife and I spent time in April at 1211 Catherine St., Key West, FL and had a marvelous time. The house is wonderful expecially the private pool. All that Key West has to offer is within easy walking or cycling distance of the house. The house is beautifully furnished and appointed so much so we spent many days just staying home and relaxing around the pool. One of the bicycles provided had to…

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    $200

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $200

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    Beautiful Captain's Cove

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Relax and enjoy a peaceful getaway in beautiful Islamorada, Florida. This unique home is nestled on a bay overlooking the ocean. We are located on Lower Matecumbe Key just a few miles south of the hustle and bustle of downtown Islamorada. This is a spacious three bedroom with vaulted ceilings, a loft in the master …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Great property!

    Left on Nov 18, 2014 for a stay in November 2014

    We stayed at Captains Cove again for our annual fishing weekend. Cindy, the new owner, has made several updates to the house, deck and dock which enhanced the property since our 2013 visit. It is clean, comfortable and well furnished. We thoroughly enjoyed ourselves and the location couldn't be better! Thank you Cindy for being so responsive! We will be back again soon!

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    $278

    3 BR / 1 BA / Sleeps 8

    1 Reviews

    $278

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    Seaside Escape

    3 BR / 1 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Escape To The Florida Keys....Spend a Week in The Islands~ Seaside! Seaside Escape is the ultimate in a family vacation.....easy, and quick access to the Atlantic for a day of fishing, snorkeling or just plain enjoying boating out on the ocean for the day. For those of you that consider relaxing poolside, on a …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Wonderful place to stay!

    Left on Feb 27, 2015 for a stay in February 2015

    We absolutely loved this house! Everything was perfect

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    $287

    3 BR / 3 BA / Sleeps 6

    3 Reviews

    $287

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    Indigo Reef, 32' dock, Marathon FL

    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    Luxurious direct bayfront townhome with dock, upgraded unit. Jan, March and April 2015 are now available. $6,500/month. best location in the 50's overlooking large green yard and open bay with slip in front. 3 bedroom, 2.5 bath. Built in 2006. gated waterfront community. Dock for 32 ft boat, beautiful pool, mins to…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children

    Details

    Reviews

    (3)

    Great location, beautiful property and fantastic price!

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

    We had an amazing vacation staying in Villa 52 at Indigo Reef Resort. The property was beautiful and the villa itself was very nice and comfortable. Plenty of room for all three couples to spread out and enjoy. The pool was beautifully kept and very relaxing. We even saw a manatee in the dock and got some great pictures. Marathon Key was a great location as it was an easy drive from Miami and a …

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