Florida Keys Vacation Home Rentals(1,423)
White Ibis Inn - Oceanview Estate. Summer Special!
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 14
$400 -
$560
per night
5 night minimum stay
- 4 BR,
- 3 BA,
- Sleeps 14
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
Marathon Luxury Waterfront Pool Home 75' Dock Fully Upgraded
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,799 -
$2,303
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
Luxury New Home with Pool/Dock on the Atlantic Near Key West
- 2 Bedrooms,
- 3 Bathrooms, Sleeps 6
$250 -
$310
per night
3 night minimum stay
- 2 BR,
- 3 BA,
- Sleeps 6
Location, Location, Location! Ocean View, Lagoon Beach Front
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$360
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 10
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
- 7 Bedrooms,
- 7 Bathrooms, Sleeps 12
$8,000 -
$12,900
per week
7 night minimum stay
- 7 BR,
- 7 BA,
- Sleeps 12
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
New Home in Gated Community with Oceanview, Pool & Dock! MM21!
- 2 Bedrooms,
- 3 Bathrooms, Sleeps 6
- 2 BR,
- 3 BA,
- Sleeps 6
'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
Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$2,400 -
$2,550
per week
7 night minimum stay
- 4 BR,
- 3 BA,
- Sleeps 8
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
'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
*$1395 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$1,395 -
$2,095
per week
7 night minimum stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,600
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Affordable Key Largo Beach Cottage! Open water location
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$185
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
'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
'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
'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
Bayfront and Beautiful, A Boater's Dream
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Oceanfront Home Adjacent to Pennecamp Coral Reef State Park
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
'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
Beach House with Open Water views! Dockage Included!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$300
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 10
Sugarloaf Open Water Home With Beach, Dock and Swimming Canal
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
$8,000 -
$10,000
per month
28 night minimum stay
- 4 BR,
- 4 BA,
- Sleeps 8
Bo's Tropical Get-a-Way in the beautiful sunny Florida Keys
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$215
per night
2 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
waterfront cottage w/Dock/2000 sq ft/clean/wifi/Cabana Club included
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 2 BR,
- 2 BA,
- Sleeps 7
Waterfront Cottage - Beach and Dockage! Sunset Views!
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$150
per night
3 night minimum stay
- 2 BR,
- 1 BA,
- Sleeps 4
Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$1,375 -
$1,450
per week
7 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 7
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