Updating...

More filters (2)

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
Satellite TV
Children's pool
Fax machine
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Pool or snooker table
Shared outdoor pool (heated)
Swing set or jungle gym
Video player
Freezer
Kettle
Toaster
Iron
Hair dryer
Stove
Fridge
Microwave
Boat available
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

See all

Less

Pets allowed
Pets
Parking
Car not required

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

See all

Less

City breaks
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
Golf within 30mins drive
Lakefront
Waterfront

See all

Less

45 house rentals

Sort by:

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: Swing set or jungle gym Pets allowed

All filters match

Price per night from

$544

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$203

Blue Lagoon

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$317

Casa Turquesa

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$287

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$143

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$117

Villa Cayo

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$413

Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry

Key West condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$155

Private, heated pool. Private yard.

Key West condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$172

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$218

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$384

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Key West apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$166

Keys Life

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$233

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$183

Sailfish Manor

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$383

Coconuts on the Water

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$205

All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter

Stock Island yacht

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$263

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: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$573

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom
1 bathroom

sleeps 4

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.

Responds fast! avg. 14 minutes

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$287

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms
4 bathrooms

sleeps 14

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$790

Fandango

Cudjoe Key house

5 bedrooms
3 bathrooms

sleeps 14

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$621

Conch Haven Cottage Old Town Studio MONTHLY Rental

Key West apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$107

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

2 bedrooms
1 bathroom

sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

1 of 2 match: Swing set or jungle gym, Pets allowed

1 of 2 filters match

Price per night from

$133