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Vacation Rentals
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2
BR /
1
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Sleeps
4
From $1,300/wk
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Sleeps
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Florida Keys Condo Rentals
(618)
sort by
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Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
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Special Offers First
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
2 Bedrooms,
1
Bathroom
, Sleeps 4
$1,300 - $1,950
per week
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
Book it Now!
7 night Minimum Stay
2
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#244472
(61)
Compare
Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
3 Bedrooms,
3
Bathrooms
, Sleeps 10
$695 - $855
per night
Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
Book it Now!
2 - 4 night Minimum Stay
3
BR,
3
BA,
Sleeps
10
Lower Florida Keys
>
Key West Condo
#367100
(12)
Compare
Charming Condo in Old Town Key West's Truman Annex
1 Bedrooms,
1
Bathroom
, Sleeps 2
$1,200 - $1,850
per week
Charming Condo in Old Town Key West's Truman Annex
Book it Now!
7 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Condo
#290407
(32)
Compare
Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
2 Bedrooms, Sleeps 4
$1,300 - $1,950
per week
Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
Book it Now!
7 night Minimum Stay
2
BR,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#938538
(18)
Compare
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
STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
1 Bedrooms,
1
Bathroom
, Sleeps 4
STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
1
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#966039
(17)
Compare
Waterfront, Boat Ramp, Pool, Tennis, Golf, Fishing, Diving
1 Bedrooms,
1
Bathroom
, Sleeps 4
$125 - $135
per night
Waterfront, Boat Ramp, Pool, Tennis, Golf, Fishing, Diving
Book it Now!
3 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Central Florida Keys
>
Marathon Condo
#910616
(5)
Compare
Ocean Suite at the Galleon Resort
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$495 - $695
per night
Ocean Suite at the Galleon Resort
Book it Now!
2 - 4 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#929000
(4)
Compare
'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$3,300 - $5,500
per week
'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#390177
(13)
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
Oceanfront Condominium - Key West Oceanfront at the Coral Reef
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$265 - $495
per night
Oceanfront Condominium - Key West Oceanfront at the Coral Reef
4 - 5 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#154612
(34)
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
'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
'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 5
$2,950 - $5,000
per week
'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
5
Lower Florida Keys
>
Key West Condo
#904145
(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
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 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Central Florida Keys
>
Marathon Condo
#218282
(47)
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
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
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
'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,100 - $3,800
per week
'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#3554697
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
(16)
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
'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
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
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
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
'AZURE AFTERNOON @ OCEANSIDE MARINA': 3BR/2BA Oceanfront Condo + Pool & Spa...
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,850 - $2,950
per week
'AZURE AFTERNOON @ OCEANSIDE MARINA': 3BR/2BA Oceanfront Condo + Pool & Spa...
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#390173
(3)
Compare
'SUNSET DREAMS @ FLORIDA BAY': Luxury 3BR/2BA Waterfront Condo by Marina...
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$4,000 - $7,700
per month
'SUNSET DREAMS @ FLORIDA BAY': Luxury 3BR/2BA Waterfront Condo by Marina...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#390180
2 Reviews
Compare
'TOP O' THE TOWN @ THE HISTORIC SEAPORT': 3BR/3.5BA FIVE STAR LUXURY CONDO...
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$5,500 - $14,000
per month
'TOP O' THE TOWN @ THE HISTORIC SEAPORT': 3BR/3.5BA FIVE STAR LUXURY CONDO...
28 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#390196
1 Review
Compare
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