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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Games room
Clothes dryer
Pool or snooker table
Table tennis
Shared indoor pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Fax machine
Swing set or jungle gym
Video player
Fridge
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Skiing – property near ski resort
Walking trips
Tennis in town
Nightlife

Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive
Lakefront

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40 Houses

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Two Story Stilt Home with a Wraparound Deck in a Tropical Paradise in Fl Keys

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Ceiling Fans

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Price per night from

$210

Sun Kissed

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Ceiling Fans

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Price per night from

$158

Great rentals within 20 miles that match your search

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Ceiling Fans

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Price per night from

$114

Fandango

Cudjoe Key house

5 bedrooms
3 bathrooms

sleeps 14

Match: Ceiling Fans

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Price per night from

$622

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom
1 bathroom

sleeps 4

Match: Ceiling Fans

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Price per night from

$172

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms
5 bathrooms

sleeps 10

Match: Ceiling Fans

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Price per night from

$766

Conch House - Dock Your Boat

Little Torch Key house

4 bedrooms
4 bathrooms

sleeps 7

Match: Ceiling Fans

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Price per night from

$775

Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Ceiling Fans

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Price per night from

$229

Coconut Cay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Ceiling Fans

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Price per night from

$208

Hawkins Heaven

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Ceiling Fans

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Price per night from

$178

Hogfish Hideout

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Ceiling Fans

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Price per night from

$379

Salty Retreat

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

Match: Ceiling Fans

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Price per night from

$448

Buccaneer Boathouse

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Ceiling Fans

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Price per night from

$141

$145 per night for months of Sep-Nov on Canal (fits 25-28 ft boat) and Pool.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Ceiling Fans

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Price per night from

$259

The Pointe

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Ceiling Fans

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Price per night from

$231

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Ceiling Fans

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Price per night from

$184

Latitude Adjustment

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Ceiling Fans

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Price per night from

$174

Water's Edge

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Ceiling Fans

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Price per night from

$171

Oceanside, pet friendly, smart home with plenty of paddle equipment

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Ceiling Fans

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Price per night from

$224

Keys Life

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

Match: Ceiling Fans

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Price per night from

$234

Lower Keys Retreat.....

Big Pine Key house

3 bedrooms
3 bathrooms

sleeps 8

Match: Ceiling Fans

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Price per night from

$253

Sailfish Manor

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 9

Match: Ceiling Fans

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Price per night from

$384

Grouper Therapy

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Ceiling Fans

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Price per night from

$214

Boaters Dream House in the Water with 175’ of Sea Wall

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 10

Match: Ceiling Fans

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Price per night from

$775

Lower Keys PARADISE 200 Ft of Dockage, Heated Pool, Quick Atlantic Access

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 24 minutes

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Price per night from

$402

Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.

Cudjoe Key house

4 bedrooms
4 bathrooms

sleeps 8

Match: Ceiling Fans

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Price per night from

$517

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms
4 bathrooms

sleeps 14

Match: Ceiling Fans

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Price per night from

$792

Tropical Paradise Oceanfront Home with Pool

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 6

“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!

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Price per night from

$573

Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

4 bedrooms
2 bathrooms

sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$544