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Vacation Rentals
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Florida
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Florida Keys
5
BR /
4
BA /
Sleeps
10
From $700/nt
Featured
4
BR /
Sleeps
12
From $600/nt
Featured
3
BR /
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Featured
Florida Keys: Houses, Condos & More | Page 5
(2,665)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
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Special Offers First
ON DUVAL STREET! Sleeps 12
4 Bedrooms, Sleeps 12
$600 - $1,200
per night
ON DUVAL STREET! Sleeps 12
4 - 6 night minimum stay
4
BR,
Sleeps
12
Lower Florida Keys
>
Key West House
#458280vb
Compare
'CASA OLIVIANA @ SOLARES HILL': Stunning Restored 6BR/6BA Old Town Home & Pool..
6 Bedrooms,
6
Bathrooms
, Sleeps 14
$12,000 - $26,000
per month
'CASA OLIVIANA @ SOLARES HILL': Stunning Restored 6BR/6BA Old Town Home & Pool..
28 night minimum stay
6
BR,
6
BA,
Sleeps
14
Lower Florida Keys
>
Key West House
#996857
2 Reviews
Compare
Paradise Found*Luxury Oceanfront Key West 3/2 Oceanside Marina
3 Bedrooms,
2
Bathrooms
, Sleeps 7
Paradise Found*Luxury Oceanfront Key West 3/2 Oceanside Marina
3
BR,
2
BA,
Sleeps
7
Lower Florida Keys
>
Key West Condo
#170889vb
(6)
Compare
'OCTOPUS'S GARDEN @ CORAL HAMMOCK': 3BR/3BA Spacious Home w Pool & Gym
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$1,950 - $2,950
per week
'OCTOPUS'S GARDEN @ CORAL HAMMOCK': 3BR/3BA Spacious Home w Pool & Gym
7 night minimum stay
3
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#3482727
(3)
Compare
Oceanfront Beach Resort - Direct Ocean Views - Free Secured WiFi!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$795 - $1,200
per week
Oceanfront Beach Resort - Direct Ocean Views - Free Secured WiFi!
3 night minimum stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo Condo
#130386
(5)
Compare
Luxury Waterfront at the Galleon Resort in Old Town
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$400 - $600
per night
Luxury Waterfront at the Galleon Resort in Old Town
3 - 4 night minimum stay
2
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#161268
(5)
Compare
WEEKLY Casa Domingi OPEN WATER Kids Pets Groups Couples Relaxing Fun!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,800 - $2,700
per week
WEEKLY Casa Domingi OPEN WATER Kids Pets Groups Couples Relaxing Fun!
7 night minimum stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Big Pine Key House
#996590
(4)
Compare
Cocomo's
3 Bedrooms,
4
Bathrooms
, Sleeps 14
$857
per night
Cocomo's
3
BR,
4
BA,
Sleeps
14
Upper Florida Keys
>
Islamorada House
#969325
(4)
Compare
Galleon Resort Efficiency in Old Town
Studio,
1
Bathroom
, Sleeps 2
$160 - $240
per night
Galleon Resort Efficiency in Old Town
3 - 4 night minimum stay
Studio,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Studio
#169027
(7)
Compare
The Views...Water Water Everywhere...Key Largo Home.
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 10
The Views...Water Water Everywhere...Key Largo Home.
4
BR,
4
BA,
1
HF BA,
Sleeps
10
Upper Florida Keys
>
Key Largo House
#980977
(3)
Compare
'PARADISE PERFECTED @ SMATHERS BEACH': Handsome Beach House + Pool...
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$5,500 - $14,000
per month
'PARADISE PERFECTED @ SMATHERS BEACH': Handsome Beach House + Pool...
28 night minimum stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#3545074
Compare
'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
$4,000 - $7,000
per month
'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool
28 night minimum stay
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3556074
1 Review
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
(21)
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
3 Night Special Spa Condo June 29th to Jul 1st $199.00/Nt
2 Bedrooms,
2
Bathrooms
, Sleeps 6
3 Night Special Spa Condo June 29th to Jul 1st $199.00/Nt
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Duck Key Villa
#259540
(46)
Compare
2 BR Florida Keys Home & Private Island pkg w/ boat, kayaks & snorkel gear
2 Bedrooms,
1
Bathroom
, Sleeps 6
$2,495 - $3,290
per week
2 BR Florida Keys Home & Private Island pkg w/ boat, kayaks & snorkel gear
7 night minimum stay
2
BR,
1
BA,
Sleeps
6
Central Florida Keys
>
Marathon House
#217104
(14)
Compare
Oceanfront Beach Resort- Stunning Ocean Views - Free Secured WIFI!
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$800 - $1,200
per week
Oceanfront Beach Resort- Stunning Ocean Views - Free Secured WIFI!
3 night minimum stay
2
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Condo
#119632
(5)
Compare
Casa Marina Oasis
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$4,000 - $7,000
per month
Casa Marina Oasis
28 night minimum stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3501277
Compare
Luxurious 'Old Town' Home - 3BR/3.5BA
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 6
$595 - $795
per night
Luxurious 'Old Town' Home - 3BR/3.5BA
3 - 6 night minimum stay
3
BR,
3
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Townhome
#432637vb
(3)
Compare
Oceanfront Beach Resort - Hawaiian Island Style Setting - Free WiFi!
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
$700 - $950
per week
Oceanfront Beach Resort - Hawaiian Island Style Setting - Free WiFi!
3 night minimum stay
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Upper Florida Keys
>
Key Largo Townhome
#130780
2 Reviews
Compare
Islamorada Waterfront-Great Dockage! Wonderful Views! WiFi & More!
3 Bedrooms, Sleeps 8
Islamorada Waterfront-Great Dockage! Wonderful Views! WiFi & More!
3
BR,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#223571
(6)
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
Fran's Place on the Water - August 10-17 OPEN
2 Bedrooms,
2
Bathrooms
, Sleeps 5
Fran's Place on the Water - August 10-17 OPEN
2
BR,
2
BA,
Sleeps
5
Central Florida Keys
>
Key Colony Beach House
#241937
(11)
Compare
4 Bedroom, Furnished, Waterfront Home, pool!
4 Bedrooms,
4
Bathrooms
, Sleeps 10
$342
per night
4 Bedroom, Furnished, Waterfront Home, pool!
2 - 7 night minimum stay
4
BR,
4
BA,
Sleeps
10
Central Florida Keys
>
Marathon House
#238664
Compare
Oceanfront End Unit, Internet, Pool, Tennis, PANORAMIC OCEAN VIEWS
2 Bedrooms,
2
Bathrooms
, Sleeps 5
Oceanfront End Unit, Internet, Pool, Tennis, PANORAMIC OCEAN VIEWS
2
BR,
2
BA,
Sleeps
5
Upper Florida Keys
>
Islamorada Condo
#151910
(8)
Compare
Bayfront with Free Dockage and Outstanding View!
1 Bedrooms, Sleeps 4
Bayfront with Free Dockage and Outstanding View!
1
BR,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#252520
(6)
Compare
Key West vacation townhouse rental in the Truman Annex
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,400 - $2,750
per week
Key West vacation townhouse rental in the Truman Annex
7 night minimum stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Townhome
#209088
(5)
Compare
Islamorada - Private Oceanfront Estate - Heated Pool & Dockage
4 Bedrooms,
4
Bathrooms
, Sleeps 8
Islamorada - Private Oceanfront Estate - Heated Pool & Dockage
4
BR,
4
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#43902vb
(10)
Compare
AUG 17-24 Now Available! Oceanfront Luxurious Home w/ Deep Water Canal
4 Bedrooms,
3
Bathrooms
, Sleeps 8
AUG 17-24 Now Available! Oceanfront Luxurious Home w/ Deep Water Canal
4
BR,
3
BA,
Sleeps
8
Central Florida Keys
>
Marathon House
#228348
(3)
Compare
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