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Vacation Rentals
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Florida Keys
5
BR /
3
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Sleeps
10
Featured
4
BR /
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BA /
Sleeps
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From $4,000/wk
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BR /
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From $9,850/month
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BR /
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Sleeps
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From $495/nt
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BR /
3
BA /
Sleeps
10
From $6,300/month
Featured
Florida Keys Long Term Rentals
(544)
sort by
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Special Offers First
Kawama Yacht Club- Oceanfront Private Beach - Sunsets!
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$200 - $300
per night
Kawama Yacht Club- Oceanfront Private Beach - Sunsets!
Book it Now!
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Condo
#404942vb
(17)
Compare
Marathon Luxury Waterfront Pool Home 75' Dock Fully Upgraded
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,904 - $2,303
per week
Marathon Luxury Waterfront Pool Home 75' Dock Fully Upgraded
Book it Now!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon House
#902566
(7)
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
*$1350 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$1,350 - $2,095
per week
*$1350 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club
7 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Central Florida Keys
>
Marathon House
#186293
(48)
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
Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$950 - $2,095
per week
Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Condo
#233900
(32)
Compare
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
2 Bedrooms,
1
Bathroom
, Sleeps 4
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
2
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#244472
(61)
Compare
Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,600
per week
Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo House
#265117
(21)
Compare
Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$320 - $375
per night
Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
2 - 3 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Lower Florida Keys
>
Key West Yacht
#229193
(19)
Compare
Full Month Discounts Now Available in Truman Annex, Key West
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 5
$1,750 - $2,751
per week
Full Month Discounts Now Available in Truman Annex, Key West
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
5
Lower Florida Keys
>
Key West Condo
#982960
(12)
Compare
'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,100 - $3,800
per week
'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#390175
(23)
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
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
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
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
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
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
A Magnificent, Luxurious 7 Bedrooms, 5 Bath Rent All or Part
8 Bedrooms,
5
Bathrooms
, Sleeps 24
$1,200
per night
A Magnificent, Luxurious 7 Bedrooms, 5 Bath Rent All or Part
3 night Minimum Stay
8
BR,
5
BA,
Sleeps
24
Upper Florida Keys
>
Key Largo House
#937436
(14)
Compare
Southernmost Retreat: 1 Block from Duval in Old Town.
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Southernmost Retreat: 1 Block from Duval in Old Town.
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#959155
(9)
Compare
$159.00 per Night for May 27th thru May 31st for 5 Nights
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$159.00 per Night for May 27th thru May 31st for 5 Nights
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Duck Key Villa
#259540
(45)
Compare
Quite, charming, elegant, tropical, a beautiful setting on the bay
5 Bedrooms,
3
Bathrooms
, Sleeps 16
$900
per night
Quite, charming, elegant, tropical, a beautiful setting on the bay
3 night Minimum Stay
5
BR,
3
BA,
Sleeps
16
Upper Florida Keys
>
Key Largo House
#338473
(23)
Compare
One of the Best Private Beaches in the US-Pool/Clean See Pics/website
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$889 - $1,694
per week
One of the Best Private Beaches in the US-Pool/Clean See Pics/website
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Central Florida Keys
>
Key Colony Beach Condo
#243758
(15)
Compare
Private Secluded Tropical Island-38'Houseboat with 17-ft Boat & Kayaks
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,495 - $2,795
per week
Private Secluded Tropical Island-38'Houseboat with 17-ft Boat & Kayaks
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon House Boat
#211749
1 Review
Compare
Unparalleled surroundings and 180 degree ocean views.
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$11,200
per month
Unparalleled surroundings and 180 degree ocean views.
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Sugarloaf Key House
#271794
2 Reviews
Compare
'SUNSET POINT @ SUNSET MARINA': Immaculate 3BR/2BA Waterfront Condo...
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$4,000 - $7,700
per month
'SUNSET POINT @ SUNSET MARINA': Immaculate 3BR/2BA Waterfront Condo...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#3549915
Compare
'VILLA PARADISO @ CASA MARINA': Airy & Spacious Villa + Large Pool..
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$4,000 - $7,700
per month
'VILLA PARADISO @ CASA MARINA': Airy & Spacious Villa + Large Pool..
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#915976
(3)
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
Full Home 3/2/1/2 Sleeps Up To Six Amazing Views And Location!
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$225
per night
Full Home 3/2/1/2 Sleeps Up To Six Amazing Views And Location!
2 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Central Florida Keys
>
Marathon Villa
#451999vb
1 Review
Compare
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$5,500 - $11,000
per month
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Lower Florida Keys
>
Key West House
#390191
1 Review
Compare
'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
'PORTSIDE MANSION @ THE SEAPORT': Lush 6BR/7BA 3-Building Home + Large Pool.....
28 night Minimum Stay
6
BR,
2
BA,
1
HF BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#390194
(7)
Compare
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