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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
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Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Games room
Table tennis
Pool or snooker table
Fax machine
Shared outdoor pool (unheated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
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Freezer
Staffed property
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Linen provided
Towels provided
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Swing set or jungle gym
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Private fishing lake or river
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
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Secure parking

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Tennis in town
Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips

Nightlife
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Horse riding
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Golf within 30mins drive
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43 houses

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Cassie's Paradise

Sugarloaf Key house

5 bedrooms
4 bathrooms

sleeps 10

Match: Rental types Tennis in town

All filters match

Price per night from

$5,720

Fandango

Cudjoe Key house

5 bedrooms
3 bathrooms

sleeps 14

1 of 2 match: Tennis in town, Rental types

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Price per night from

$621

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$203

Bow Channel Manor

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$257

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Tennis in town, Rental types

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Price per night from

$143

Quiet Waters

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$160

South Point Shores

Sugarloaf house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$230

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$117

Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Rental types

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Price per night from

$556

Hogfish Retreat

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$178

5 O'Clock Somewhere

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Tennis in town, Rental types

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Price per night from

$143

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

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Tennis in town, Rental types

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Price per night from

$228

Blue Palms Retreat. ocean front w/pool and dock for your boat.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Rental types

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Price per night from

$573

Hawkins Heaven

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Tennis in town, Rental types

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Price per night from

$177

Florida Keys at it's best

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$241

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Rental types

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Price per night from

$218

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Tennis in town, Rental types

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Price per night from

$384

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

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Rental types

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Price per night from

$224

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$183

$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

1 of 2 match: Tennis in town, Rental types

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Price per night from

$258

Yellow vacation home, water view, boat dock, heated private pool.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$476

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!

1 of 2 match: Tennis in town, Rental types

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Price per night from

$573

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Sugarloaf house

5 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Rental types

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Price per night from

$332

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

1 of 2 match: Tennis in town, Rental types

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Price per night from

$320

Pirates Paradise

Cudjoe Key house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Tennis in town, Rental types

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Price per night from

$433

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms
4 bathrooms

sleeps 14

1 of 2 match: Tennis in town, Rental types

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Price per night from

$790

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

Cudjoe Key house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Rental types

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Price per night from

$516

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

1 of 2 match: Tennis in town, Rental types

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Price per night from

$602