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Florida Keys
2
BR /
2
BA /
1
HF BA /
Sleeps
6
From $1,950/wk
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From $28,000/month
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BR /
4
BA /
Sleeps
14
From $4,500/wk
Featured
Florida Keys Villa Rentals
(102)
sort by
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Special Offers First
'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,950 - $3,500
per week
'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#390213
(12)
Compare
'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$3,000 - $5,750
per month
'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...
28 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#390207
(3)
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
'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
'COOL BREEZE @ THE ANNEX': Meticulously Furnished 2BR/2.5BA Old Town Villa...
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,950 - $3,200
per week
'COOL BREEZE @ THE ANNEX': Meticulously Furnished 2BR/2.5BA Old Town Villa...
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#390190
(6)
Compare
Rent Your Own Private Island- Seabird Key, Marathon, Florida
3 Bedrooms,
1
Bathroom
, Sleeps 8
$6,295 - $7,995
per week
Rent Your Own Private Island- Seabird Key, Marathon, Florida
7 night Minimum Stay
3
BR,
1
BA,
Sleeps
8
Central Florida Keys
>
Marathon Villa
#102524
(9)
Compare
'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
$1,650 - $2,500
per week
'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...
7 night Minimum Stay
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#390205
(5)
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
VILLA AT HAWKS CAY/SANCTUARY w/DOCK
3 Bedrooms,
3
Bathrooms
, Sleeps 10
VILLA AT HAWKS CAY/SANCTUARY w/DOCK
3
BR,
3
BA,
Sleeps
10
Central Florida Keys
>
Duck Key Villa
#402429vb
(20)
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
Quiet Open Water Hideaway Overlooking Wildlife Preserve
2 Bedrooms,
1
Bathroom
, Sleeps 4
$1,200
per week
Quiet Open Water Hideaway Overlooking Wildlife Preserve
7 night Minimum Stay
2
BR,
1
BA,
Sleeps
4
Central Florida Keys
>
Marathon Villa
#237766
(9)
Compare
Oceanfront Beach Resort & Marina - Waterfront Villa - Free WiFi!
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$900 - $1,395
per week
Oceanfront Beach Resort & Marina - Waterfront Villa - Free WiFi!
3 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Villa
#132539
1 Review
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
Key Largo's Premier Oceanfront Resort! 2,3 & 4 Bed Villa's, Free WiFi!
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 9
$1,295 - $1,795
per week
Key Largo's Premier Oceanfront Resort! 2,3 & 4 Bed Villa's, Free WiFi!
3 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
9
Upper Florida Keys
>
Key Largo Villa
#354110
(5)
Compare
'WATERFRONT RETREAT @ THE FLORIDA BAY': 3BR/3BA Canal Front Home...
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$4,000 - $8,000
per month
'WATERFRONT RETREAT @ THE FLORIDA BAY': 3BR/3BA Canal Front Home...
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Key West Villa
#3469621
Compare
Quiet Open Water Retreat On Nature Refuge
Studio,
1
Bathroom
, Sleeps 2
$1,000
per week
Quiet Open Water Retreat On Nature Refuge
7 night Minimum Stay
Studio,
1
BA,
Sleeps
2
Central Florida Keys
>
Marathon Villa
#177132
2 Reviews
Compare
6 bedrooms w/ Pool, Hot Tub, Parking & Huge Roof Deck on Duval Street
6 Bedrooms,
7
Bathrooms
, Sleeps 14
6 bedrooms w/ Pool, Hot Tub, Parking & Huge Roof Deck on Duval Street
6
BR,
7
BA,
Sleeps
14
Lower Florida Keys
>
Key West Villa
#228157
(4)
Compare
Luxury Eco Friendly Private Island In Florida
4 Bedrooms,
3
Bathrooms
,
2
Half Baths
, Sleeps 10
$1,100 - $1,500
per night
Luxury Eco Friendly Private Island In Florida
3 night Minimum Stay
4
BR,
3
BA,
2
HF BA,
Sleeps
10
Lower Florida Keys
>
Summerland Key Villa
#3503655
2 Reviews
Compare
Quiet Open Water Hideaway Overlooking Nature Preserve
1 Bedrooms,
1
Bathroom
, Sleeps 2
$1,400
per week
Quiet Open Water Hideaway Overlooking Nature Preserve
7 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Central Florida Keys
>
Marathon Villa
#210446
(6)
Compare
Upscale Vacation Rentals in Old Town Key West
1 Bedrooms,
1
Bathroom
, Sleeps 4
Upscale Vacation Rentals in Old Town Key West
1
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Villa
#261612vb
Compare
Close to Duval Street, but quiet and secluded
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Close to Duval Street, but quiet and secluded
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#258224vb
Compare
A Little Piece of Paradise
3 Bedrooms, Sleeps 6
A Little Piece of Paradise
3
BR,
Sleeps
6
Upper Florida Keys
>
Key Largo Villa
#282923vb
2 Reviews
Compare
Brand New Furnishings - Large Boat Slip - This Villa Is A Must Stay !!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$225 - $275
per night
Brand New Furnishings - Large Boat Slip - This Villa Is A Must Stay !!
Book it Now!
2 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Central Florida Keys
>
Key Colony Beach Villa
#464809vb
(4)
Compare
Hawk's Cay Villa on Duck Key - Tom's Harbor
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$155 - $250
per night
Hawk's Cay Villa on Duck Key - Tom's Harbor
Book it Now!
2 - 5 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Central Florida Keys
>
Duck Key Villa
#460750vb
(4)
Compare
Paradise In Paradise
Studio, Sleeps 9
$1,500
per night
Paradise In Paradise
Book it Now!
3 night Minimum Stay
Studio,
Sleeps
9
Upper Florida Keys
>
Key Largo Villa
#3536897
Compare
Villages at Hawks Cay Spa Villa-Rent Nightly-35 Ft Dock
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$169 - $429
per night
Villages at Hawks Cay Spa Villa-Rent Nightly-35 Ft Dock
2 - 5 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon Villa
#259537
(41)
Compare
Waterfront Luxury Vacation Rental
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,498 - $3,500
per week
Waterfront Luxury Vacation Rental
7 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Central Florida Keys
>
Marathon Villa
#456926vb
2 Reviews
Compare
Ocean Villa - New Large Luxury 4 Bedroom
4 Bedrooms,
3
Bathrooms
, Sleeps 8
Ocean Villa - New Large Luxury 4 Bedroom
4
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Villa
#240678
6 Reviews
Compare
Canal front Villa 'MONTHLY RENTAL DISCOUNT' near Key West and beaches
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,120
per week
Canal front Villa 'MONTHLY RENTAL DISCOUNT' near Key West and beaches
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Ramrod Key Villa
#328944
(4)
Compare
Beautiful Captain's Cove
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$250 - $325
per night
Beautiful Captain's Cove
3 - 7 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada Villa
#218650
(16)
Compare
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