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Swimming pool
Private pool
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Private indoor pool
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Jacuzzi or hot tub
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Cot available
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Dishwasher
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Private outdoor pool (unheated)
Private outdoor pool (heated)
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Shared outdoor pool (heated)
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Boat available
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Solarium or roof terrace
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Staffed property
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Linen provided
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Pets
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Parking
Car not required

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Golf course on site or within 15 min walk
Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips

Tennis in town
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Golf within 30mins drive
Waterfront

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52 house rentals

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

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

Match: Housekeeping Included Golf course on site or within 15 min walk

All filters match

Price per night from

$344

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

Key West house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$166

Cameron's Luxury Waterfront Estate with Dockage

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$518

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$471

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$525

Hyatt Windward Pointe

Stock Island apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$525

Hyatt Sunset Harbor

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$525

Hyatt Sunset Harbor

Stock Island condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$525

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.

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$489

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

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$805

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$747

Hyatt Beach House! Quiet Key West Location!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$431

Key Colony Beach Home

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$265

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

Key Colony Beach house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$309

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$471

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$654

Villa Bella 3/3 with Private Pool and Dock

Key Colony Beach house

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$413

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

Marathon house

4 bedrooms
4 bathrooms

sleeps 10

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$819

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$622

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!!!

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$344

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, Housekeeping Included

1 of 2 filters match

Price per night from

$114

Cabanas Key Largo Unit 3

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 15 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$172

The Real Livaboard Experiance. Cruise Inciuded!

Key Largo yacht

3 bedrooms
3 bathrooms

sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$686

Spacious 1 Bedroom Duplex, Full Kitchen, Beach and Marina

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$282

1 Bedroom, Full Kitchen, Mini Split Air, Beach and Marina Apt #1

Key Largo apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$282

Spacious Studio, Full Kitchen, Mini Split Air, Waterview, Beach, Marina, Apt #2

Key Largo apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$282

Boaters Dream House in the Water with 175’ of Sea Wall

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$776

SEAPORT SAILING—Beach-Pool-BBQ-55”TV-HotTub

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$978

Private and comfortable four bedrooms, three bath, private oasis

Key Largo house

4 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$322

Spacious Studio, Full Kitchen, Mini Split Air, Waterview, Beach, Marina, Apt #3

Key Largo studio

Studio
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$282

1 Bed ,Full Kitchen, Mini Split Air, Upstairs, Waterview, Beach, Marina, Apt #4

Key Largo apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$317

Spacious 1 Bedroom, Full Kitchen, Central Air, Beach, Marina and Docks

Key Largo apartment

1 bedroom
1 bathroom

sleeps 3

“Tranquil and friendly” This was a place we found after months of searching and having another owner cancel out on us. We came in with a pre judgement of the place and BOY were we wrong. Everyone is super nice, everyone there(employees and guests) are very caring and friendly. The apartment was very comfy and well equipped, although anextra blanky or throw would have been nice to have for the sofa lounging. We are only 4 days into it but all is great!

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$281