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Central Florida Keys (14)
Lower Florida Keys (23)
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Vacation Rentals
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World
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Florida
>
Florida Keys
4
BR /
4
BA /
1
HF BA /
Sleeps
10
Featured
7
BR /
6
BA /
Sleeps
14
From $7,000/wk
Featured
3
BR /
3
BA /
1
HF BA /
Sleeps
9
From $1,295/wk
Featured
8
BR /
5
BA /
Sleeps
24
From $1,200/nt
Featured
2
BR /
2
BA /
1
HF BA /
Sleeps
6
From $1,800/wk
Featured
Florida Keys with Fireplace
(70)
sort by
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Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
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Price: Low to High
Number of Reviews
Special Offers First
Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean
1 Bedrooms,
1
Bathroom
, Sleeps 2
$149 - $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
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
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
Manatee Bay - 5 bdr-Sleeps 12+ Special Lower Fall Rates
5 Bedrooms,
4
Bathrooms
, Sleeps 14
$4,500 - $9,000
per week
Manatee Bay - 5 bdr-Sleeps 12+ Special Lower Fall Rates
7 night Minimum Stay
5
BR,
4
BA,
Sleeps
14
Central Florida Keys
>
Marathon House
#320337
(9)
Compare
Harbor House In Tavernier
Studio,
6
Bathrooms
, Sleeps 27
Harbor House In Tavernier
Studio,
6
BA,
Sleeps
27
Upper Florida Keys
>
Plantation Key House
#469428vb
2 Reviews
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
Escape to Paradise! Oceanfront, Private Sandy Beach, Swimming Pool
2 Bedrooms,
2
Bathrooms
, Sleeps 7
$2,500
per week
Escape to Paradise! Oceanfront, Private Sandy Beach, Swimming Pool
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
7
Upper Florida Keys
>
Key Largo House
#427049vb
(11)
Compare
Your Own, Private Resort; Pool with 3 Waterfalls Near Key West
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
Your Own, Private Resort; Pool with 3 Waterfalls Near Key West
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Summerland Key Estate
#334495vb
(14)
Compare
Atlantic Mansion-Estate on Private Paradise Penisula
4 Bedrooms,
4
Bathrooms
, Sleeps 8
Atlantic Mansion-Estate on Private Paradise Penisula
4
BR,
4
BA,
Sleeps
8
Lower Florida Keys
>
Summerland Key House
#297619
(15)
Compare
Charming Ocean Front Rental on a private island in Long Key!
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 4
$229 - $259
per night
Charming Ocean Front Rental on a private island in Long Key!
2 night Minimum Stay
2
BR,
1
BA,
1
HF BA,
Sleeps
4
Central Florida Keys
>
Long Key Cottage
#372733
(3)
Compare
Bayfront Home Privacy at it's Best Sunset View's
6 Bedrooms,
6
Bathrooms
,
1
Half Bath
, Sleeps 14
Bayfront Home Privacy at it's Best Sunset View's
6
BR,
6
BA,
1
HF BA,
Sleeps
14
Upper Florida Keys
>
Key Largo House
#391396vb
(8)
Compare
New Custom Built Luxury Home for Rent (Plr2012-00213)
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 10
New Custom Built Luxury Home for Rent (Plr2012-00213)
4
BR,
4
BA,
1
HF BA,
Sleeps
10
Central Florida Keys
>
Marathon House
#253640
(13)
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
Oceanfront 2 Story Cabin, 2 BR/2 BA Secluded, Private, on Park Lands
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$285 - $375
per night
Oceanfront 2 Story Cabin, 2 BR/2 BA Secluded, Private, on Park Lands
2 - 3 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Upper Florida Keys
>
Key Largo House
#164000
(16)
Compare
Direct Oceanfront Luxury Getaway W/ Heated Pool & Dockage
5 Bedrooms,
3
Bathrooms
, Sleeps 12
$4,500 - $6,500
per week
Direct Oceanfront Luxury Getaway W/ Heated Pool & Dockage
7 night Minimum Stay
5
BR,
3
BA,
Sleeps
12
Central Florida Keys
>
Marathon Estate
#465340vb
1 Review
Compare
Mickey's House of Windows
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$2,975
per week
Mickey's House of Windows
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Big Pine Key House
#959805
(5)
Compare
Gorgeous Oceanfront with heated pool, 350' pier, free wifi
3 Bedrooms,
3
Bathrooms
, Sleeps 8
Gorgeous Oceanfront with heated pool, 350' pier, free wifi
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#207249
(20)
Compare
Anglers Reef Truly OceanFRONT 3BR 2.5 bath home Lg Decks/Pool/WIFI/4 Flatscr TVs
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$2,400 - $3,200
per week
Anglers Reef Truly OceanFRONT 3BR 2.5 bath home Lg Decks/Pool/WIFI/4 Flatscr TVs
7 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#186650
(46)
Compare
Key Largo Private Vacation Rental Home-Paradise in Key Largo
3 Bedrooms,
3
Bathrooms
, Sleeps 9
$325
per night
Key Largo Private Vacation Rental Home-Paradise in Key Largo
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
9
Upper Florida Keys
>
Key Largo House
#335468
(21)
Compare
Mitchell's Bay View Villa - Islamorada House on the Bay
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Mitchell's Bay View Villa - Islamorada House on the Bay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Villa
#276208
(54)
Compare
Beautiful Oceanfront 3 Story Home With Deep Water Dockage
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 10
$6,300 - $6,750
per month
Beautiful Oceanfront 3 Story Home With Deep Water Dockage
28 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
10
Upper Florida Keys
>
Key Largo House
#329956
(12)
Compare
HISTORIC RESTORED 'EYEBROW' HOME. REDUCED PRICES!!!
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$5,600 - $7,560
per month
HISTORIC RESTORED 'EYEBROW' HOME. REDUCED PRICES!!!
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#169698
(9)
Compare
Magnificent Open Water Estate in Sombrero Beach { Marathon }
4 Bedrooms,
3
Bathrooms
, Sleeps 12
$3,250 - $5,500
per week
Magnificent Open Water Estate in Sombrero Beach { Marathon }
7 night Minimum Stay
4
BR,
3
BA,
Sleeps
12
Central Florida Keys
>
Marathon Estate
#386085
(9)
Compare
Millionaire’s Playground: Custom Gated Home with Ocean Views, Pool & Wet Bar
7 Bedrooms,
6
Bathrooms
, Sleeps 16
Millionaire’s Playground: Custom Gated Home with Ocean Views, Pool & Wet Bar
7
BR,
6
BA,
Sleeps
16
Upper Florida Keys
>
Islamorada House
#3012161
Compare
Bella Mar
5 Bedrooms,
2
Bathrooms
,
3
Half Baths
, Sleeps 12
$5,500
per week
Bella Mar
7 night Minimum Stay
5
BR,
2
BA,
3
HF BA,
Sleeps
12
Central Florida Keys
>
Marathon House
#3012140
Compare
Oceanfront Sandy Beach & Dock
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$9,500 - $11,500
per month
Oceanfront Sandy Beach & Dock
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Big Pine Key House
#224597
(5)
Compare
FREE 22' Sailboat, Kayaks, Snorkel/Fishing Gear With Cottage
2 Bedrooms, Sleeps 7
$140 - $200
per night
FREE 22' Sailboat, Kayaks, Snorkel/Fishing Gear With Cottage
2 - 3 night Minimum Stay
2
BR,
Sleeps
7
Upper Florida Keys
>
Key Largo Cottage
#144586
2 Reviews
Compare
Keys Bayfront- Can you see the Green Flash?
4 Bedrooms,
4
Bathrooms
, Sleeps 10
$12,000
per month
Keys Bayfront- Can you see the Green Flash?
28 night Minimum Stay
4
BR,
4
BA,
Sleeps
10
Upper Florida Keys
>
Islamorada House
#943071
(4)
Compare
Sunrise Isle
3 Bedrooms,
2
Half Baths
, Sleeps 8
Sunrise Isle
3
BR,
2
HF BA,
Sleeps
8
Central Florida Keys
>
Marathon House
#3012184
Compare
Bella Mar - Florida Keys - Vacation Rental Home - View of the Gulf of Mexico
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$5,500
per week
Bella Mar - Florida Keys - Vacation Rental Home - View of the Gulf of Mexico
7 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Central Florida Keys
>
Marathon House
#295031
2 Reviews
Compare
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Florida Keys
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Lower Florida Keys (23)
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