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Vacation Rentals
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Florida Keys
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BR /
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From $185/nt
Featured
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BA /
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From $2,100/wk
Featured
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Featured
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From $4,900/wk
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From $5,000/month
Featured
Florida Keys: Houses, Condos & More | Page 2
(2,636)
sort by
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Special Offers First
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
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$520 - $525
per night
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
Book it Now!
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3498085
2 Reviews
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
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
(8)
Compare
Luxury Home with Pool, Hot Tub & 50' Dock. Spectacular Gulf View.
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$2,300 - $3,500
per week
Luxury Home with Pool, Hot Tub & 50' Dock. Spectacular Gulf View.
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Central Florida Keys
>
Marathon House
#900688
(15)
Compare
Luxury New Home with Pool/Dock on the Atlantic Near Key West
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$250 - $310
per night
Luxury New Home with Pool/Dock on the Atlantic Near Key West
3 night Minimum Stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key House
#3020462
(20)
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
(10)
Compare
Rock Lobster Bungalow!
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$950 - $1,300
per week
Rock Lobster Bungalow!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Central Florida Keys
>
Key Colony Beach Bungalow
#450095vb
(5)
Compare
Affordable Key Largo Beach Cottage! Open water location
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$185
per night
Affordable Key Largo Beach Cottage! Open water location
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo House
#107982
(6)
Compare
Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$300 - $350
per night
Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
3 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Upper Florida Keys
>
Islamorada House
#330045
(17)
Compare
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$350 - $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
(22)
Compare
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$180 - $200
per night
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo Townhome
#450084vb
(8)
Compare
'Oceans Edge' -A Luxury Villa with a Spectacular Ocean and Marina View
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$1,500 - $1,950
per week
'Oceans Edge' -A Luxury Villa with a Spectacular Ocean and Marina View
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Villa
#338691
(30)
Compare
Oceanfront (Gulf) Condo, Fabulous Views, Heated Pool & Dock
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$986 - $1,586
per week
Oceanfront (Gulf) Condo, Fabulous Views, Heated Pool & Dock
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Central Florida Keys
>
Marathon Condo
#113802
(94)
Compare
Seaglass-20 feet from the Gulf--Special Rate Aug. thru Dec. 20 !!!!!!
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,195 - $2,195
per week
Seaglass-20 feet from the Gulf--Special Rate Aug. thru Dec. 20 !!!!!!
7 - 14 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Central Florida Keys
>
Marathon Condo
#218282
(46)
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
Florida Keys Beach Home Heated pool Docks
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$113 - $350
per night
Florida Keys Beach Home Heated pool Docks
3 - 5 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon Townhome
#306629
(86)
Compare
Sugarloaf Open Water Home With Beach, Dock and Swimming Canal
4 Bedrooms,
4
Bathrooms
, Sleeps 8
$8,000 - $10,000
per month
Sugarloaf Open Water Home With Beach, Dock and Swimming Canal
Book it Now!
28 night Minimum Stay
4
BR,
4
BA,
Sleeps
8
Lower Florida Keys
>
Sugarloaf Key House
#436830vb
(5)
Compare
Bo's Tropical Get-a-Way in the beautiful sunny Florida Keys
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$215
per night
Bo's Tropical Get-a-Way in the beautiful sunny Florida Keys
2 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key House
#234389
(7)
Compare
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 Bedrooms,
7
Bathrooms
, Sleeps 12
$9,500 - $12,900
per week
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 night Minimum Stay
7
BR,
7
BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#390171
(12)
Compare
Charming Condo in Old Town Key West's Truman Annex
1 Bedrooms,
1
Bathroom
, Sleeps 2
Charming Condo in Old Town Key West's Truman Annex
1
BR,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Condo
#290407
(31)
Compare
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$5,500 - $14,000
per month
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390210
(7)
Compare
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
4 Bedrooms,
2
Bathrooms
, Sleeps 8
$275 - $400
per night
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
2 night Minimum Stay
4
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West House Boat
#939677
(9)
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
(26)
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
'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
'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
'SEA CAPTAIN'S HAVEN @ THE ANNEX': Immaculate Villa near Duval & Sunset Pier...
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$2,100 - $3,600
per week
'SEA CAPTAIN'S HAVEN @ THE ANNEX': Immaculate Villa near Duval & Sunset Pier...
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#996654
(7)
Compare
Summer in the Keys.Specials Rates ..1st FL, beach....pool..palm trees
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$854 - $1,176
per week
Summer in the Keys.Specials Rates ..1st FL, beach....pool..palm trees
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Central Florida Keys
>
Key Colony Beach Condo
#181048
(49)
Compare
Marathon Pool Home, 135 Ft. Dock, Waterfront, Balcony Sleeps 10
4 Bedrooms,
5
Bathrooms
, Sleeps 10
$2,450 - $5,250
per week
Marathon Pool Home, 135 Ft. Dock, Waterfront, Balcony Sleeps 10
7 night Minimum Stay
4
BR,
5
BA,
Sleeps
10
Central Florida Keys
>
Marathon House
#109763
(16)
Compare
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Florida Keys
Central Florida Keys (612)
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