Updating...

More filters (1)

Wireless Internet
Swimming pool
Private pool
Heated pool

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

See all

Less

Pets
Pets allowed
Parking
Car not required

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

See all

Less

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

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

See all

Less

135 houses

Sort by:

80' luxury yacht

Stock Island house

3 bedrooms
4 bathrooms

sleeps 6

Match: Rental types Staffed property

All filters match

Price per night from

$4,014

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: Rental types, Staffed property

1 of 2 filters match

Price per night from

$263

Coconut Mallory Resort and Marina

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$347

Hyatt Beach House! Quiet Key West Location!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$472

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$484

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$526

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$526

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$114

30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$161

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$204

Breeze Swept

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$268

Blue Lagoon

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$318

Casa Turquesa

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$288

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$144

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$141

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$148

Bow Channel Manor

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$258

Cove Isles

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$198

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$236

Manatee Bay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$151

Margarita Villa

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$189

Our Island Thing

Big Pine Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$278

Quiet Waters

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$161

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$118

South Point Shores

Sugarloaf house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$231

St. Croix

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$121

Coral House

Ramrod Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$218

Villa Cayo

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$414

Big Torch Retreat

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$164

Pirates Pointe

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$174

Island Chalet

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$161

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Staffed property, Rental types

1 of 2 filters match

Price per night from

$172

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: Staffed property, Rental types

1 of 2 filters match

Price per night from

$574