Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

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

See all

Less

Pets
Pets allowed
Parking
Car not required

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

See all

Less

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

Water sports
Fishing
Cycling trips
Waterfront
Golf within 30mins drive

See all

Less

45 houses

Sort by:

Fandango

Cudjoe Key house

5 bedrooms
3 bathrooms

sleeps 14

Match: Rental types Sea view

All filters match

Price per night from

$619

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. 59 minutes

Match: Rental types Sea view

All filters match

Price per night from

$542

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

Cudjoe Key house

4 bedrooms
4 bathrooms

sleeps 8

Match: Rental types Sea view

All filters match

Price per night from

$514

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Sea view

All filters match

Price per night from

$183

Cassie's Paradise

Sugarloaf Key house

5 bedrooms
4 bathrooms

sleeps 10

Match: Rental types Sea view

All filters match

Price per night from

$5,699

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key villa

4 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Rental types, Sea view

1 of 2 filters match

Price per night from

$695

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms
4 bathrooms

sleeps 14

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$788

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$143

Bow Channel Manor

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$256

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$203

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$117

South Point Shores

Sugarloaf house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$230

Quiet Waters

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$160

Hogfish Retreat

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$177

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: Sea view, Rental types

1 of 2 filters match

Price per night from

$571

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

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$554

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

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$474

Florida Keys at it's best

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$240

5 O'Clock Somewhere

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Sea view, Rental types

1 of 2 filters match

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: Sea view, Rental types

1 of 2 filters match

Price per night from

$227

Hawkins Heaven

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$177

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$217

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$383

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

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$223

$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: Sea view, Rental types

1 of 2 filters match

Price per night from

$257

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: Sea view, Rental types

1 of 2 filters match

Price per night from

$331

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$319

Pirates Paradise

Cudjoe Key house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$432

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Sea view, Rental types

1 of 2 filters match

Price per night from

$1,135

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: Sea view, Rental types

1 of 2 filters match

Price per night from

$573