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Florida Keys
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From $1,500/wk
Featured
Florida Keys with Hot Tub
(623)
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Special Offers First
White Ibis Inn - Oceanview Estate. Summer Special!
4 Bedrooms,
3
Bathrooms
, Sleeps 14
$400 - $560
per night
White Ibis Inn - Oceanview Estate. Summer Special!
Book it Now!
5 night minimum stay
4
BR,
3
BA,
Sleeps
14
Lower Florida Keys
>
Cudjoe Key House
#951852
16 Reviews
Compare
Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
3 Bedrooms,
3
Bathrooms
, Sleeps 10
$695 - $855
per night
Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
Book it Now!
2 - 4 night minimum stay
3
BR,
3
BA,
Sleeps
10
Lower Florida Keys
>
Key West Condo
#367100
(13)
Compare
Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean
1 Bedrooms,
1
Bathroom
, Sleeps 2
$139 - $189
per night
Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean
Book it Now!
2 - 3 night minimum stay
1
BR,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Bungalow
#972748
(8)
Compare
Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$975 - $1,550
per week
Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#315267
(45)
Compare
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$236 - $700
per night
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
4 night minimum stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#904144
(24)
Compare
'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 5
$2,172 - $5,000
per week
'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
7 night minimum stay
2
BR,
2
BA,
1
HF BA,
Sleeps
5
Lower Florida Keys
>
Key West Condo
#904145
(21)
Compare
Private Luxury in Prestigious Casa Marina Neighborhood
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 7
$3,500 - $8,800
per month
Private Luxury in Prestigious Casa Marina Neighborhood
28 night minimum stay
3
BR,
3
BA,
1
HF BA,
Sleeps
7
Lower Florida Keys
>
Key West House
#298674
(14)
Compare
Location, Location, Location! Ocean View, Lagoon Beach Front
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$360
per night
Location, Location, Location! Ocean View, Lagoon Beach Front
3 night minimum stay
3
BR,
2
BA,
Sleeps
10
Lower Florida Keys
>
Key West House Boat
#903627
(15)
Compare
Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
1 Bedrooms,
1
Bathroom
, Sleeps 4
$185 - $328
per night
Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
3 - 5 night minimum stay
1
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Townhome
#3472045
(9)
Compare
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$6,409 - $7,196
per month
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
28 night minimum stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#277391
(33)
Compare
Rare Penthouse 2 bed/2bath additional King in loft
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$495 - $695
per night
Rare Penthouse 2 bed/2bath additional King in loft
Book it Now!
2 - 4 night minimum stay
2
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#929000
(4)
Compare
Oceanfront Condominium - Key West Oceanfront at the Coral Reef
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$265 - $495
per night
Oceanfront Condominium - Key West Oceanfront at the Coral Reef
4 - 5 night minimum stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#154612
(34)
Compare
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
Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi
7 night minimum stay
4
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo House
#332253
(26)
Compare
Vista Linda ! 2 Deluxe Master Suites on Gulf w/ Private Pool and Dock
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,100 - $2,800
per week
Vista Linda ! 2 Deluxe Master Suites on Gulf w/ Private Pool and Dock
7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon House
#378742
(18)
Compare
Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,080 - $1,380
per week
Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI
7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo Condo
#172415
(25)
Compare
A Magnificent, Luxurious 7 Bedrooms, 5 Bath Rent All or Part
7 Bedrooms,
5
Bathrooms
, Sleeps 24
$1,200
per night
A Magnificent, Luxurious 7 Bedrooms, 5 Bath Rent All or Part
3 night minimum stay
7
BR,
5
BA,
Sleeps
24
Upper Florida Keys
>
Key Largo House
#937436
(14)
Compare
Beach House with Open Water views! Dockage Included!
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$200 - $300
per night
Beach House with Open Water views! Dockage Included!
3 night minimum stay
3
BR,
2
BA,
Sleeps
10
Upper Florida Keys
>
Key Largo House
#314828
(10)
Compare
World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock
7 Bedrooms,
6
Bathrooms
, Sleeps 14
$7,000
per week
World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock
Book it Now!
7 night minimum stay
7
BR,
6
BA,
Sleeps
14
Upper Florida Keys
>
Key Largo Estate
#3482337
Compare
'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$3,000 - $6,900
per month
'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...
28 night minimum stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390204
(5)
Compare
'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
7 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 14
$9,414 - $14,900
per week
'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
7 night minimum stay
7
BR,
5
BA,
1
HF BA,
Sleeps
14
Lower Florida Keys
>
Key West House
#390202
(25)
Compare
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
5 Bedrooms,
4
Bathrooms
, Sleeps 14
$643 - $1,800
per night
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
4 night minimum stay
5
BR,
4
BA,
Sleeps
14
Lower Florida Keys
>
Key West Townhome
#390212
(27)
Compare
Ocean Reef Club Pool 36' Seawall Beach Golf Tennis
2 Bedrooms,
1
Bathroom
, Sleeps 5
$185 - $400
per night
Ocean Reef Club Pool 36' Seawall Beach Golf Tennis
2 - 7 night minimum stay
2
BR,
1
BA,
Sleeps
5
Upper Florida Keys
>
Ocean Reef Club Condo
#175223
(27)
Compare
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
5 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 12
$7,241 - $11,900
per week
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
7 night minimum stay
5
BR,
3
BA,
1
HF BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#996261
(10)
Compare
'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
'SOUTHERNMOST COMFORT @ CASA EAST': Stunning 4BR/4.5BA Home w/ Cottage & Pool...
28 night minimum stay
4
BR,
4
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#990995
(11)
Compare
'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$7,000 - $16,000
per month
'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...
28 night minimum stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390182
(11)
Compare
Bayfront and Beautiful, A Boater's Dream
3 Bedrooms,
3
Bathrooms
, Sleeps 8
Bayfront and Beautiful, A Boater's Dream
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo House
#191669
8 Reviews
Compare
Oceanfront Home Adjacent to Pennecamp Coral Reef State Park
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
Oceanfront Home Adjacent to Pennecamp Coral Reef State Park
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Upper Florida Keys
>
Key Largo House
#312507
6 Reviews
Compare
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
Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
7 night minimum stay
3
BR,
2
BA,
Sleeps
7
Upper Florida Keys
>
Islamorada House
#330045
(19)
Compare
Galleon Resort Efficiency Historic District
1 Bedrooms,
1
Bathroom
, Sleeps 2
$219 - $299
per night
Galleon Resort Efficiency Historic District
Book it Now!
2 - 4 night minimum stay
1
BR,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Condo
#931332
1 Review
Compare
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$139 - $221
per night
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
2 - 7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key Bungalow
#3579706
(4)
Compare
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Florida Keys
Central Florida Keys (108)
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