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$133

2 BR / 2 BA / Sleeps 6

30 night minimum stay requirement.  2 Bedroom 2 Bathroom Condo with Beautiful - Summerland Key vacation rentals
1 / 14

$133

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30 night minimum stay requirement. 2 Bedroom 2 Bathroom Condo with Beautiful

Key West condo – 18.2 mi away
2 BR / 2 BA / Sleeps 6 | Quick view

Details

30- Night minimum stay: Private and quiet, this luxurious unit is an ideal place for relaxing away from the noise and partygoers of Duval Street, while still being only a few minutes away from the unique charm of Old Town Key West. Beautifully decorated with palm tree décor, leather sleeper sofa, warm colors to give …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$171

2 BR / 2 BA / Sleeps 4

VO-198 - Summerland Key vacation rentals
1 / 11

$171

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VO-198

Cudjoe Key house – 0.2 mi away
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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$198

2 BR / 2 BA / Sleeps 6

GRAND TURK SUITE #404 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach - Summerland Key vacation rentals
1 / 24

$198

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GRAND TURK SUITE #404 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo – 18.7 mi away
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$275

3 BR / 3 BA / Sleeps 8

10 Reviews

$275

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Island Days - Fishing, Boating, Golfing, Dining, Shopping!

Key West house – 17.5 mi away
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 10 Reviews

Details

Reviews

(10)

The Best of Everything! "Island Days" has it all: Large heated resort style pool with Tiki Hut right outside your French doors. Lush landscaping, off street parking steps to your door, all in a private 3 bedroom 3 bathroom town house located in the gated Coral Hammock community just a few minutes from Old Town Key …
  • Grill
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(10)

Our fabulous stay at Island Days in Key West

Left on Oct 26, 2013 for a stay in June 2013

I wanted to take my sons and future daughter in-law and her two children to Key West for a week vacation this past summer and had been searching on line for a house or townhouse/condo to rent for our stay. After 1 place falling through I came upon Island Days townhouses. I have to say that it was everything and more! It was decorated beautifully and was exactly as the photos shown! It made me …

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$167

3 BR / 3 BA / Sleeps 8

30 night minimum stay requirement.  Waterfront Escape - 3 Bedroom House on Ca - Summerland Key vacation rentals
1 / 19

$167

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

Key West house – 11.9 mi away
3 BR / 3 BA / Sleeps 8 | Quick view

Details

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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$256

1 BR / 1 BA / Sleeps 2

25 Reviews

$256

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Open Water is Only 42 Feet From Your Front Door !

Ramrod Key cottage – 4.2 mi away
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 25 Reviews

Details

Reviews

(25)

Only Sleeps 2 People (Child or Infant count as a Person) Only 5 Steps to Climb. Most Houses in the Keys are Built on Stilts and have lots of Steps to Climb. Tiki Hut is Only 4 inches from the Water There is a Gas Grill located 3 feet from the Seawall ( Enjoy the View while cooking your Dinner) The Efficiency is …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(25)

Ramrod Key Rental- The Real Florida Keys

Left on Dec 18, 2012 for a stay in December 2012

The Ramrod Key rental exceeded our expectations. It was recently remodeled by the owner and was very clean and well maintained. The location was ideal, being situated within easy driving distance of Key West, the more popular state parks and local attractions, but yet far enough from the "commercial tourist" district of Key Largo. We especially enjoyed relaxing in the Tiki Hut located at the …

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$186

2 BR / 2 BA / Sleeps 6

1 Reviews

$186

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VO-218

Cudjoe Key house – 0.2 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Panoramic open water view! Enjoy this hypnotic view from living room, dining area and kitchen. Unusually large 50' seawall with cleats, swim ladder and fish cleaning table. Flat screen TV with DVD conveniently placed for viewing from living room, dining area and kitchen. Living area has comfortable queen size …
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Comfortable with a gorgeous view!

Left on Oct 27, 2014 for a stay in August 2014

Enjoyed our stay. Lots to see and do! The view was breathtaking and the resort was in a great location. The pools and hot tub were very convenient. We would definitely visit again!

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

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CAT ISLAND SUITE #205 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo – 18.7 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Aweful

Left on Nov 11, 2014 for a stay in October 2014

Avoid this place at all costs . It is horrible ….. I would rather have stayed in my car. The apartment was disgusting . Furniture looked like it was from the early 80's and was dirty.

The walls are mirrored and broken, fixed with tape. The smoke alarms are missing but the wires are hanging out of the walls. I would never stay there again. I do have to say the girl at the front desk was nice …

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$150

4 BR / 3 BA / Sleeps 8

1 Reviews

$150

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Large 4 Bedroom W/ Pool! `Seabreeze` Luxury Vacation Rental in the Sanctuary

Key West house – 18.0 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

A warm color scheme and meticulous design details lend an elegant tropical ambience to this spacious four bedroom, 3 bath home located in the "Sanctuary" on the Key West Golf Club. Key West Golf Club legend Rees Jones masterfully designed this 18 hole, 6500 yard course to be a challenge to players of all abilities. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Awesome Month!!!

Left on May 01, 2014 for a stay in February 2014

We rented Seabreeze for a month! It was in the Golf Course a gated community. It was a great home away from home. Very comfortable, stocked well. Had a few glitches with the pool. [the pool company not sweeping the pool} a lot of vegetation so many leaves and such in pool. Gym [we were told it was included and they tried charging us, took a few days to get key] But, I will say everything worked …

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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 Good ” 1 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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$171

2 BR / 0 BA / Sleeps 6

1 / 21

$171

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WI-27321

Ramrod Key house – 4.2 mi away
2 BR / Sleeps 6 | Quick view

Details

Brand new home with high end features just two canals from open water. Large seawall with dock posts, fish cleaning table and swim ladder. Upstairs relax or dine on huge screened deck overlooking canal with dining furniture and two lounge chairs. Two sets of double glass sliders lead into main inside area. Living …
  • Internet Access
  • Dishwasher
  • Microwave
  • Satellite or cable TV
  • Ceiling Fans
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$500

4 BR / 3 BA / Sleeps 8

5 Reviews

$500

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Ocean Front-Heated Pool-View Over The Atlantic

Cudjoe Key house – 2.0 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Unwind and take a deep breath, you have finally found your tropical paradise vacation home. This 4 vacation home is the perfect getaway from the hustle and bustle of everyday life. Only 20 minutes from Key West! If you are ready to kick off your shoes and sit by the pool or grab that fishing pole and hop the next boat…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

What a clean, relaxing and fun place to stay!

Left on Jun 06, 2013 for a stay in May 2013

The house was much bigger than it looked on the site. The pool was able to be heated and we loved being in it all hours of the day or night. Other than the food we needed for the week this house had everything! We used the kayaks provided and really enjoyed the wildlife and nature in the area. Can't wait to rent it again for next years vacation!

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$121

2 BR / 2 BA / Sleeps 6

1 Reviews

$121

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VO-438

Cudjoe Key house – 0.2 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

Canal front home with spacious ambiance. 35’ seawall with dock posts, cleats, fish cleaning table with hose and outdoor shower. Covered back deck with ceiling fan, drop shades and patio furniture. Living room has large Flat Screen TV with DVD, sleeper sofa, two rockers, recliner and door to covered deck. Master …
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Dirty!

    Left on Sep 18, 2014 for a stay in September 2014

    Upon entering the house, floors were dirty. Cabinets had roach feces all through out and live roaches in the oven drawer and in cabinets. Did not cook food in the home the last few days because the roaches were coming out. Carpets and Lazy boy chairs were stained. Put towels on chairs as a barrier so we could sit on them. Washed all linens and towels prior to use. Washed floors, counter tops, …

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    $275

    2 BR / 2 BA / Sleeps 6

    1 / 17

    $275

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    Sunrise Suites Resort

    Key West condo – 18.7 mi away
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Enjoy this quiet 2 bedroom, 2 bath condominium tucked away from all the excitement of Key West. Spend your days lounging by the shared lagoon shaped pool surrounded by beautifully lush tropical foliage. Or take just a short walk to Smather’s Beach where you can spend your time snorkeling, parasailing, or just …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $157

    2 BR / 2 BA / Sleeps 6

    2 Reviews

    $157

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    VO-279

    Cudjoe Key house – 0.2 mi away
    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    You will fall in love with the happy colorful tropical decorations in this canal front home. 35' seawall with whips, high end dock posts, cleats, swim ladder. Large table, comfortable patio chairs and lounging furniture to enjoy the seawall view and shade under the home. Upper deck has a view of canal, table and …
    • Grill
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Nice property on a friendly resort

    Left on Jan 03, 2015 for a stay in December 2014

    Nice property on a friendly resort. Goods and bad points:-

    Small shop with a simple selection of key essentials

    Onsite parking underneath the property

    Plenty of storage

    No Wi-Fi in the property and we had problems connecting in the hall, some other guests were having the same problem

    Fault with the smoke detector went off all night long

    Queen beds.

    No hairdryer or cleaning liquids …

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    $595

    3 BR / 3 BA / Sleeps 6

    1 / 7

    $595

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    ANAA B

    Key West yacht – 17.7 mi away
    3 BR / 3 BA / Sleeps 6 | Quick view

    Details

    For six or less adults only. The "ANAA B" is 41ft long and 24ft wide Catamaran with 2 diesel engines and a powerful sloop rigged sail plan. You will enjoy our complimentary sunset sail. The interior is comfortable with four cabins each with a marine bathroom with toilet and shower. The beds are queen like in…
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • A/C or climate control
    • Deck
    • Suitable for the elderly - ask

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    $200

    3 BR / 3 BA / Sleeps 6

    8 Reviews

    $200

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    Reel Paradise - Big Pine Key

    Big Pine Key house – 6.8 mi away
    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 8 Reviews

    Details

    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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    $258

    3 BR / 2 BA / Sleeps 6

    1 / 19

    $258

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    Charming 3bedroom/2bath home in the Florida Keys

    Cudjoe Key house – 0.3 mi away
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Relax in our traditional keys style stilt home. The home is located on a channel with immediate access to the Atlantic Ocean. The concrete dock allows for easy access and quick drive to the open water. With the ocean at your whim, finding your favorite spots for fishing, lobstering, diving, and snorkeling has never …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask

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    $107

    2 BR / 2 BA / Sleeps 6

    1 / 8

    $107

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    Waterfront 2/2 with 35' Dock in the Lower Keys

    Cudjoe Key cottage – 0.4 mi away
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Venture Out Unit 411 is a waterfront unit with 35' of dock space and Wi-Fi internet access that will provide you with all of the comforts of home. Rather than be cramped into a simplistic motel room, you'll have all of the benefits of having a kitchen, dining room, living room, two bedrooms, two bathrooms, central air…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

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    $275

    2 BR / 2 BA / Sleeps 6

    1 / 15

    $275

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    Keys Waterfront Vista

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

    Details

    Waterfront 2 bedroom stilt home with 2 full baths with tubs, large great room, fully stocked kitchen, cable, wifi, interenet, washer/ dryer, central a/c. `house is located on a clean, swimmable deepwater flow through canal with a 60 ft cement dock. Ladder for easy exit. Property large enough to handle a boat and …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

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    $100

    1 BR / 1 BA / Sleeps 4

    1 / 9

    $100

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    VO-122

    Cudjoe Key house – 0.2 mi away
    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    This clean and very well maintained canal front vaction home features 1Bd/1Ba with master bedroom king size bed with access to the full size bathroom. Living room features a futon sleeper with 32' flat screen television with DVD player. 35'concrete seawall features dock posts, cleats, swim ladder.ships.concrete …
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $175

      2 BR / 2 BA / Sleeps 5

      8 Reviews

      $175

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      Sunrise at Seaside Condo 2 Bedroom

      Key West condo – 18.7 mi away
      2 BR / 2 BA / Sleeps 5 | Quick view
      “ Excellent ” 8 Reviews

      Details

      Reviews

      (8)

      Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers Beach. Plenty of …
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (8)

      OK

      Left on Feb 14, 2014 for a stay in February 2014

      when we arrived the condo smelled cigarette smoke, there was no notation if there is wi-fi and if there was no code was provided until we called the following day.

      i know this is Key West where smoking is allowed everywhere. when i looked at the ad smoking was not mentioned. i just assumed that the condo would be smelling great since the rent was top notched. it is about 4 miles to the heart of …

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      $200

      3 BR / 3 BA / Sleeps 7

      1 / 16

      $200

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      Luxurious Manor ~ Monthly Rental

      Key West house – 19.6 mi away
      3 BR / 3 BA / Sleeps 7 | Quick view

      Details

      Live in the lap of luxury in this stunningly renovated Key West classic "Eyebrow House." An esteemed Key West renovation builder assembled a creative team of elite woodworkers, masons, local craftspeople, and an internationally known traveling artist / sailor to execute his plans to create this Luxurious …
      • A/C or climate control
      • Parking
      • Satellite or cable TV
      • Stereo or CD player
      • Telephone
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $83

      2 BR / 2 BA / Sleeps 6

      1 / 29

      $83

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      "SEASIDE HIDEAWAY" Beautiful Key West Condo w/ Shared Pool & Tennis Courts

      Key West condo – 18.7 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      ***Due to licensing restrictions, this property requires minimum stay of 28 nights*** This condominium is located right near the entrance of Key West and offers unparalleled seclusion and privacy. Although it is on the opposite side of the island from world famous Duval St, it is only about a 10 minute drive away. …
      • Shared outdoor pool (unheated)
      • Internet Access
      • A/C or climate control
      • Balcony or terrace
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $117

      2 BR / 2 BA / Sleeps 6

      1 / 17

      $117

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      Amazing Grace

      Key West house – 19.9 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Amazing Grace is nestled in the middle of the island on Seidenberg Avenue that dead ends into Salt Run Canal that divides Key West in half. With 2 bedrooms, 2 bathrooms, off street parking and a hot tub you may find that you …
      • Dishwasher
      • Microwave
      • Refrigerator
      • Toaster
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $107

      1 BR / 1 BA / Sleeps 4

      2 Reviews

      $107

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      VO-513

      Cudjoe Key house – 0.2 mi away
      1 BR / 1 BA / Sleeps 4 | Quick view
      “ Very Good ” 2 Reviews

      Details

      Reviews

      (2)

      Enjoy fabulous canal and open water views from the dining room, living room, and covered deck. 35‘ dock with cleats, dock posts, swim ladder and picnic table. Florida living room has TV with DVD & VCR, two queen sleeper sofas, two wicker chairs and love seat. Dining area with wood dining table is bright and …
      • Grill
      • Satellite or cable TV
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (2)

      Really Lovely place…BUT “ADD-ON FEES” WILL KILL YOU…!!!

      Left on Nov 15, 2013 for a stay in November 2013

      I really liked the Ventue Out Experience, Nice clean, quaint, charming, Island Condo Style unit…Located in an VERY upscale RV park, on the water… 30 mins to Key West..

      …ONE BAD THING WAS “ADD-ON FEES”…

      Price for Room on the internet shows $107 per night…

      But you have… Cleaning fee $95, Processing fee $30, Taxes $45, Security fee $45, PLUS A CHECK-IN FEE OF $53.75 (pay in cash …

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      $83

      2 BR / 2 BA / Sleeps 6

      1 / 24

      $83

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      "SALT POND HIDEAWAY" 2/2 Condo w/ Huge Shared Pool & Hot Tub. Close to Beach!

      Key West condo – 18.7 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Salt Pond Hideaway is located right off of South Roosevelt Blvd. in the oceanfront Salt Ponds Condominium Complex. It offers a neighborly and relaxing atmosphere with the ocean breezes of the Atlantic right across the …
      • Shared outdoor pool (unheated)
      • Hot Tub/Jacuzzi
      • Internet Access
      • A/C or climate control
      • Patio
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $100

      2 BR / 1 BA / Sleeps 6

      1 / 10

      $100

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      VO-313

      Cudjoe Key house – 0.2 mi away
      2 BR / 1 BA / Sleeps 6 | Quick view

      Details

      Affordable vacation home beautifully decorated in peaceful pastel colors. This home has many nice features including being bright, spacious and tropically decorated. The living room area has a Flat screenTV with DVD & VCR, queen size sleeper sofa, glass top table and comfy chairs. Master bedroom has a queen size bed…
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $110

      2 BR / 1 BA / Sleeps 4

      1 / 13

      $110

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      VO-536

      Cudjoe Key house – 0.2 mi away
      2 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Two bedroom home with ocean view from living room and deck. Living room has a queen size sleeper sofa, flat screen TV.Smart TV with Wifi for your devices. Kitchen is open and inviting with wood tone cabinets. Dining area located in a pleasant alcove near kitchen has a glass top table with seating for four. Master …
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $486

      4 BR / 3 BA / Sleeps 10

      7 Reviews

      $486

      Inquire

      Fandango

      Cudjoe Key house – 2.0 mi away
      4 BR / 3 BA / Sleeps 10 | Quick view
      “ Excellent ” 7 Reviews

      Details

      Reviews

      (7)

      Designed as the ultimate vacation rental. Five Bedroom/Three Bath Oceanview Home with Heated Pool and Hot Tub. Panoramic Ocean Views. Sleeps 10+. Located on Cudjoe Key. Includes private boat dock, private beach, kayaks, and bikes. Weber BBQ grill, Lot's of lounge chairs and two hammocks. Dockage for boats up…
      • 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

      (7)

      I dare you to find a better way to enjoy the lower keys!

      Left on Nov 06, 2012 for a stay in October 2012

      My friends and I rented this house for the week of Fantasy Fest in Key west. It was a nice short drive to key west and after a long night, being able to wake up in a house that felt like home was more than i could ask for. The house has a pool, hot tub, 2 hammocks, plenty of parking, and access to a privet dock with plenty of kayaks to use. I stayed in Key west last year and by the last night…

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      $114

      2 BR / 2 BA / Sleeps 6

      1 / 9

      $114

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      VO-529

      Cudjoe Key house – 0.2 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Check-out this vacation home! It is situated on the widest canal in Venture Out!! Located on a 35' concrete dock with cleats and dock posts. Beautiful views of the open water from the living room, dining area and kitchen. Recently remodeled, clean fresh decor. Living room has a 26' flat screen TV and queen size …
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $213

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $213

      Inquire

      VO-093

      Cudjoe Key house – 0.2 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      180 degree wrap around porch with patio furniture. 42' seawall with dock posts, cleats, fish cleaning table, swim ladder and outdoor shower. Panoramic view from front room with three sets of glass sliders. TV, DVD player, queen sleeper sofa. Kitchen island, side by side refrigerator with water dispenser. Master …
      • Internet Access
      • Grill
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Fabulous ocean views

      Left on Mar 07, 2013 for a stay in February 2013

      We absolutely loved every minute of our stay in Venture Out#93. The house was very clean and decorated in a wonderful tropical décor. We didn't want for anything...if anything, it was better than thought it would be. Being right on the water was spectacular, especially in the morning with the sunrise. We did not want to leave. Hard to complain about anything, but we were wondering where the …

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      $198

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $198

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      BONAIRE SUITE #210 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

      Key West condo – 18.7 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Average ” 1 Reviews

      Details

      Reviews

      (1)

      Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
      • Shared outdoor pool (unheated)
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (1)

      Our trip

      Left on Feb 19, 2015 for a stay in February 2015

      When we got into the condo we had ants on the counter. The next day went to the office to let them know, they had someone come and spray. The sofa bed's mattress needed to be replaced. Last year rented a condo in the same build, it was nicer. Had beach chair to take to the beach nice touch.

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      $136

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $136

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      VO-392

      Cudjoe Key house – 0.2 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Relax enjoying water views from both front and back decks. This home was recently redecorated with comfy upscale furniture and art. Large open living room has flat screen TV with DVD. Furniture is microfabric sleeper sofa, love seat and an armchair with hassock. Kitchen is conveniently laid out with a side by …
      • Internet Access
      • Dishwasher
      • Microwave
      • Satellite or cable TV
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      This clean and inviting house is nicer than I had imagined.

      Left on Nov 10, 2014 for a stay in November 2014

      We had a wonderful stay at Venture Out. It was very peaceful and enjoyable. The internet was fast and the cable TV had plenty of channels. The appliances and furniture are modern and well cared for.

      We are hoping to return soon.

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      $350

      3 BR / 2 BA / Sleeps 8

      12 Reviews

      $350

      Inquire

      Key West - Libra

      Key West house – 17.1 mi away
      3 BR / 2 BA / Sleeps 8 | Quick view
      “ Excellent ” 12 Reviews

      Details

      Reviews

      (12)

      Come stay aboard our FABULOUS houseboat Libra! Docked in one of Key West's most exclusive yacht club marinas, our guests have free access to a host of "members only" amenities including a swimming pool, private beach, tiki bar, fitness facility, sauna, clubhouse, onsite restaurant, free parking and much more! This …
      • Waterfront
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • A/C or climate control
      • Balcony or terrace
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (12)

      Fantastic time

      Left on Mar 28, 2013 for a stay in October 2012

      We all had a great time. It was far away from everything yet close to everything at the same time. Restaurant had excellent food and pool was great. On the downside the boat was not cleaned when we got there and the hammock I so looked forward to was not there. All n all it was a great time n we rented it again this year. Hope it's clean n ready this year when we get there

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      $185

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $185

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      Penthouse Condo in Key West Florida

      Key West condo – 18.7 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Average ” 1 Reviews

      Details

      Reviews

      (1)

      Penthouse unit has designer furniture in this two bedroom (master has king size bed and guest bedroom has a queen) with a comfortable queen sleeper sofa in the living room. Two full bathrooms, full kitchen, dishwasher, microwave, cook top and electric oven, and outside balcony overlooking the beautiful pool and …
      • Shared outdoor pool (unheated)
      • Internet Access
      • A/C or climate control
      • Balcony or terrace
      • Parking
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

      Details

      Reviews

      (1)

      Noisy inconsiderate poorly behave guests

      Left on Sep 03, 2013 for a stay in September 2013

      Our first night I was kept up until 4 AM by noisy you people and I love to hang and have fun but come on they were really poorly behaved. The following night Saturday of Labor Day they were all over the pool and parking and once again kept me up until 4:29 PM. By Sunday I was a wreck, very tired and could not stop yawning with a severe headache and not for having a hang over but from lack of …

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      $198

      2 BR / 2 BA / Sleeps 6

      1 / 27

      $198

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      SAINT THOMAS SUITE #302 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

      Key West condo – 18.7 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
      • Shared outdoor pool (unheated)
      • Hot Tub/Jacuzzi
      • Internet Access
      • A/C or climate control
      • Balcony or terrace
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $100

      1 BR / 1 BA / Sleeps 4

      1 Reviews

      $100

      Inquire

      VO-608

      Cudjoe Key house – 0.2 mi away
      1 BR / 1 BA / Sleeps 4 | Quick view
      “ Very Good ” 1 Reviews

      Details

      Reviews

      (1)

      38' seawall with dock posts, cleats, fish cleaning table and swim ladder. This home has a large covered, screened porch with upscale patio furniture including a large table with four comfortable chairs, a swinging love seat and several swivel chairs. The master bedroom has a queen size bed with mirror closet and …
      • Grill
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Very nice place

      Left on Apr 23, 2014 for a stay in April 2014

      The unit was nice and clean. Everything worked good. The screen porch was very popular.. I did not have a chance to have my boat there but the dock area was in good shape. The only thing the owners should do is get some better sleep sofa's. The one we used was uncomfortable.

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      $350

      3 BR / 2 BA / Sleeps 8

      12 Reviews

      $350

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      Key West - MV Coconuts

      Key West house – 17.1 mi away
      3 BR / 2 BA / Sleeps 8 | Quick view
      “ Excellent ” 12 Reviews

      Details

      Reviews

      (12)

      The M/V Coconuts is a completely unique home with 360 degree water views, it also happens to be a 50-foot trawler, permanently docked at the Key West Harbor Marina. This is more than a boat. It really is a very comfortable home, with proper living area, bedrooms and large sundecks. There is over 1100 sq ft of indoor …
      • Waterfront
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • A/C or climate control
      • Balcony or terrace
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (12)

      awesome stay in Key West

      Left on Apr 04, 2013 for a stay in September 2012

      Great large space to share with friends, yet you all have privacy with multiple floors and decks. The beds could use some new mattresses and sheets, but otherwise it was much better than a b & b. The marina is just outside of town and provides a safe quiet stay. The club house has great food and services. During our stay, our a/C went out and our host worked into the wee hours of the morning …

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      $114

      2 BR / 2 BA / Sleeps 6

      1 / 7

      $114

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      VO-417

      Cudjoe Key house – 0.2 mi away
      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Newly renovated canal front home. 35’ seawall with dock posts and swim ladder. Glass sliders to Florida room with view of canal, flat screen TV, sofa and beautiful dark wood furniture. Living room also with glass sliders to off street parking has a flat screen TV in decorator wood armoire, sleeper sofa and table. …
      • Internet Access
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $129

      2 BR / 2 BA / Sleeps 4

      1 / 7

      $129

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      VO-085

      Cudjoe Key house – 0.2 mi away
      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      This charming two bedroom, two bath home has been totally renovated and updated for your comfort and enjoyment! Spacious, open floor plan in the living room/dining room/kitchen area is excellent for entertaining!! Nice covered patio area - perfect for relaxing or reading your favorite book. 35' concrete dock/…
      • Grill
      • Microwave
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $650

      6 BR / 4 BA / Sleeps 12

      1 Reviews

      $650

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      Ocean Front with Private Boat Basin and Pool

      Little Torch Key house – 5.6 mi away
      6 BR / 4 BA / Sleeps 12 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Private Home, 6 Bedrooms + Convertible Bed(s), 4 Baths (Sleeps 10-16) Unique Property that has its own private boat basin and boat ramp. Dockage, shopping, scuba diving, off shore fishing, back county fishing, lobstering and privacy. This classic Florida Keys compound is located on Pine Channel, it has two homes, …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (1)

      Loved it!

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

      We had a great time and a relaxing vacation. The house is great lots of room in main house and the guest house has 2 bedrooms, 1 bathroom kitchen and living room. You are supplied with everything in this home from towels to pots and pans, soap etc. The pool is wonderful with plenty of chairs. Fishing off the dock or in the kayak can make a great dinner. The sunrise goes prefect with coffee by the…

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      $121

      2 BR / 1 BA / Sleeps 4

      1 / 8

      $121

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      VO-309 DO NOT RENT FOR LOBSTER

      Cudjoe Key house – 0.2 mi away
      2 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Cute as can be! Tastefully decorated with cozy comfortable furniture. Close to all of the amenities, including the pool, community store, marina, recreation hall, bocce ball courts, etc. Queen bed in one room and a double bed in the second bedroom Nice, large deck on front of home with table and chairs and water …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $171

        2 BR / 2 BA / Sleeps 6

        1 / 11

        $171

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        VO-194

        Cudjoe Key house – 0.2 mi away
        2 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Just three lots in from the open water!! Newly renovated and sophisticatedly decorated vacation home has an ocean view from 35’ concrete seawall. Dock has posts and cleats for mooring your boat also lounge furniture and mosaic picnic table for relaxing and dining al fresco. Living room with canal view has flat …
        • Internet Access
        • Satellite or cable TV
        • Ceiling Fans
        • Suitable for children - ask
        • Suitable for the elderly - ask

        PreviousNext property

        $118

        2 BR / 1 BA / Sleeps 6

        1 Reviews

        $118

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        VO-116

        Cudjoe Key house – 0.2 mi away
        2 BR / 1 BA / Sleeps 6 | Quick view
        “ Very Good ” 1 Reviews

        Details

        Reviews

        (1)

        Freshly redecorated canal front home. Living room has a 32' flat screen TV with DVD, two sleeper sofas . Master bedroom has full size bed, mirror closet and a vanity with drawers. Guest bedroom has twin trundel bed with mirror closet and slider doors to patio and canal. Spacious open kitchen area with many …
        • Internet Access
        • Grill
        • Pet friendly
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Nice queit place to stay

        Left on Nov 23, 2013 for a stay in October 2013

        Two bedrooms, living room, full kitchen and bathroom was enough to accommodate five people. Place is quiet, but not very close to public beaches. For the end of October there are many vacant units, so it looks really peaceful. Good resting area on backyard. Internet is not provided, cell phone connection and Internet on phone are poor at house but well enough outside.

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        $329

        2 BR / 2 BA / Sleeps 6

        6 Reviews

        $329

        Inquire

        Tropical Paradise Oceanfront Home with Pool

        Cudjoe Key house – 2.0 mi away
        2 BR / 2 BA / Sleeps 6 | Quick view
        “ Excellent ” 6 Reviews

        Details

        Reviews

        (6)

        2 Bedroom+/2 Bath+ Tropical Paradise Home with floating dock, small beach, heated dipping pool and hot tub. This has been a popular honeymoon and anniversary celebration home for over 10 years. Very romantic. You wake up to the sunrise reflecting on the water and don't even have to get out of bed. This home …
        • Waterfront
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Internet Access
        • Washing Machine
        • Pet friendly - ask
        • Smoking allowed - ask
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (6)

        Truly is a Tropical Paradise!!!

        Left on Nov 23, 2011 for a stay in November 2011

        We spent an idyllic week at Walkabout Retreats' Tropical Paradise 12-19 Nov. The house is beautifully and comfortably decorated, and extremely well appointed - everything we needed to cook up awesome seafood was provided, there was a notebook full of information about local restaurants and attractions, and wireless internet allowed us to keep up with weather and sea conditions for boating. The …

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        $183

        2 BR / 3 BA / Sleeps 4

        1 / 28

        $183

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        "THE FOREVER AFTER HOUSE" Golf Club Home on 18th Fairway w/ Pvt Pool & Spa

        Key West house – 18.0 mi away
        2 BR / 3 BA / Sleeps 4 | Quick view

        Details

        Luxury living on the 18th tee! Arguably the most beautiful home on the Key West golf course, meticulously created by Key West's premier interior designer. The best location to enjoy the peace and quiet with your special friends and family. BBQ on your spacious deck by the private pool. Ready access to the Key West…
        • 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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        $86

        1 BR / 1 BA / Sleeps 4

        1 / 7

        $86

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        VO-003

        Cudjoe Key house – 0.2 mi away
        1 BR / 1 BA / Sleeps 4 | Quick view

        Details

        Private backyard with dining/lounging furniture. Bright open Florida room with TV and two sleeper sofas. Attractive dining area with glass and white wood table. Kitchen conveniently arranged with appliances. Bedroom with full size bed. With this rental enjoy all the Venture Out amenities - pool, hot tub, tennis, bocce…
        • Grill
        • Satellite or cable TV
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $300

        2 BR / 3 BA / Sleeps 6

        1 / 11

        $300

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        Island Brownstone ~ Weekly Rental

        Key West house – 20.0 mi away
        2 BR / 3 BA / Sleeps 6 | Quick view

        Details

        An exclusive island style brownstone perfectly nestled in Key West's most prominent gated waterfront neighborhood known as "Truman Annex", this striking tri-level historic building has all the architectural allure of a 19th century urban brownstone with an unparalleled modern Caribbean reinterpretation. …
        • A/C or climate control
        • Porch
        • Grill
        • Television
        • Stereo or CD player
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

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        $200

        5 BR / 3 BA / Sleeps 18

        1 / 24

        $200

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        "BAY HARBOR VIEW" - Waterfront Monthly Rental w/ Spectacular Views

        Key West house – 8.0 mi away
        5 BR / 3 BA / Sleeps 18 | Quick view

        Details

        ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the back of the home, the large …
        • Waterfront
        • Internet Access
        • A/C or climate control
        • Patio
        • Fitness Room
        • Pet friendly
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask
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