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
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Games room
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Clothes dryer
Trampoline
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Swing set or jungle gym
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Housekeeping Included

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
Wheelchair accessible

See all

Less

Golf course on site or within 15 min walk
Beach or lakeside relaxation
City breaks
Tennis in town

Water sports
Horse riding
Fishing
Cycling trips
Waterfront
Golf within 30mins drive

See all

Less

329 house rentals

Sort by:

Key Colony Beach Home

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$264

Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious

Grassy Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 39 minutes

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$803

Tee by the Sea - Luxury 2/2 1/2, WIFI, pool, parking, Bikes, 3 night min.

Key West townhouse

2 bedrooms
3 bathrooms

sleeps 6

“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$344

Cameron's Luxury Waterfront Estate with Dockage

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 56 minutes

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$517

SEAPORT SERENITY in Old Town—Beach-Pool-BBQ-Hot Tub

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$912

2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$488

Single Family Home, 3 Bedroom, 2 Baths, and Pool. Great Value!

Key West house

3 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$165

Key Colony Beach-2 Bed 2 Bath Canal Front Home with Cabana Club!

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$308

Villa Bella 3/3 with Private Pool and Dock

Key Colony Beach house

3 bedrooms
3 bathrooms

sleeps 7

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$412

Sunchasers Paradise - spacious lux canal front home, private pool/spa, 80' dock

Marathon house

4 bedrooms
4 bathrooms

sleeps 10

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$819

Hyatt Beach House! Quiet Key West Location!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$471

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

4 bedrooms
3 bathrooms

sleeps 8

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$745

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$654

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$667

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$622

Hyatt Sunset Harbor

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$525

Hammerhead Hideaway- 2 Bed 2Bath Canal Front Home w/Cabana Club!

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$343

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$525

Hyatt Sunset Harbor

Stock Island condo

1 bedroom
1 bathroom

sleeps 4

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$523

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$445

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$484

Breezy Palms

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Towels provided, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$660

Glamping in the Florida Keys

Grassy Key caravan/mobile home

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$184

Manatee Bay

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$261

Key West Suites Hotel 205

Key West apartment

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$1,145

Best waterfront view in Marathon, pool, golf, dock

Marathon condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$153

Ocean view condo with balcony

Tavernier condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$315

Truman Annex-Steps to Famous Duval Street

Key West townhouse

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$394

PARADISE IN YOUR HANDS

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$218

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$114

Bayside Retreat. Pool, Boat and Beach

Key Largo house

5 bedrooms
4 bathrooms

sleeps 10

“SPLENDID VACATION” I had the opportunity to stay here with my family in March. The house was spacious and the beach and pool were exactly what we wanted for a private family vacation. The house manager, Kevin, could not have been more accomodating in seeing that all of our vacation needs were taken care of. I could have sat on the porch and watched the sunset views forever. Watch for the manatees when you are there, they are a lifetime experience.

1 of 2 match: Golf course on site or within 15 min walk, Towels provided

1 of 2 filters match

Price per night from

$1,262