Key West Vacation Home Rentals(296)
Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$1,800 -
$2,900
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 10
Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$975 -
$1,550
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Private Luxury in Prestigious Casa Marina Neighborhood
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 7
$3,500 -
$8,800
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 7
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$6,409 -
$7,196
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$520 -
$525
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
- 2 Bedrooms,
- 3 Bathrooms, Sleeps 6
$350 -
$700
per night
4 night Minimum Stay
- 2 BR,
- 3 BA,
- Sleeps 6
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
- 7 Bedrooms,
- 7 Bathrooms, Sleeps 12
$9,500 -
$12,900
per week
7 night Minimum Stay
- 7 BR,
- 7 BA,
- Sleeps 12
'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
- 7 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 14
$11,000 -
$14,900
per week
7 night Minimum Stay
- 7 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 14
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$5,500 -
$14,000
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 8
$275 -
$400
per night
2 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 8
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 12
$8,000 -
$11,900
per week
7 night Minimum Stay
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 12
'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$4,000 -
$7,700
per month
28 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$7,000 -
$16,000
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Southernmost Retreat: 1 Block from Duval in Old Town.
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
'SOUTHERNMOST COMFORT @ CASA EAST': Stunning 4BR/4.5BA Home w/ Cottage & Pool...
- 4 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 8
$9,000 -
$17,000
per month
28 night Minimum Stay
- 4 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 8
'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...
- 2 Bedrooms,
- 3 Bathrooms, Sleeps 6
$3,000 -
$6,900
per month
28 night Minimum Stay
- 2 BR,
- 3 BA,
- Sleeps 6
Tropical Key West Oasis Private Home 2BR/2 Bath w/ Pool, Weekly Rental
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$7,000 -
$16,000
per month
28 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$4,000 -
$7,000
per month
28 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
'BELLA PETRONIA @ THE MEADOWS: 3BR/3.5BA Private Home With Pool & Jacuzzi...
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 6
$5,000 -
$14,000
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 6
'FLAMINGO DREAMS @ SOLARES HILL': Pristine 3BR/2BA Conch Home in Old Town...
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$5,500 -
$14,000
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Ocean Paradise
- 3 Bedrooms,
- 4 Bathrooms, Sleeps 8
$4,900 -
$6,900
per week
7 night Minimum Stay
- 3 BR,
- 4 BA,
- Sleeps 8
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$5,500 -
$11,000
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 7
'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$5,000 -
$9,500
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
'THE LILAC COTTAGE @ SOLARES HILL': 2.5BR/2BA Old Town Cottage, Quiet Street...
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 7
$5,000 -
$11,000
per month
28 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 7
'PORTSIDE MANSION @ THE SEAPORT': Lush 6BR/7BA 3-Building Home + Large Pool.....
- 6 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 12
$20,000 -
$38,000
per month
28 night Minimum Stay
- 6 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 12
Chick-A-Pea's Cottage:Near Duval-yet private with the comforts of home
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Ocean Retreat
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 5
$2,900 -
$4,900
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 5
Real World MTV House---Not Just a House Your Own Private Resort
- 10 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 24
$1,500 -
$2,000
per night
4 night Minimum Stay
- 10 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 24
'OCTOPUS'S GARDEN @ CORAL HAMMOCK': 3BR/3BA Spacious Home w Pool & Gym
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$1,850 -
$2,750
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
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