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Vacation Rentals
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Florida Keys
2
BR /
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6
From $95/nt
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Florida Keys Luxury
(364)
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Special Offers First
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
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
Private Luxury in Prestigious Casa Marina Neighborhood
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 7
$3,500 - $8,800
per month
Private Luxury in Prestigious Casa Marina Neighborhood
28 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
7
Lower Florida Keys
>
Key West House
#298674
(14)
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
'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
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
Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
1 Bedrooms,
1
Bathroom
, Sleeps 4
$185 - $328
per night
Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
3 - 5 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Townhome
#3472045
(8)
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
'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
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
Luxury New Home with Pool/Dock on the Atlantic Near Key West
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$250 - $310
per night
Luxury New Home with Pool/Dock on the Atlantic Near Key West
3 night Minimum Stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key House
#3020462
(20)
Compare
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$520 - $525
per night
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
Book it Now!
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3498085
2 Reviews
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
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
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$180 - $200
per night
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo Townhome
#450084vb
(8)
Compare
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 Bedrooms,
7
Bathrooms
, Sleeps 12
$9,500 - $12,900
per week
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 night Minimum Stay
7
BR,
7
BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#390171
(12)
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
'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
7 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 14
$11,000 - $14,900
per week
'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
7 night Minimum Stay
7
BR,
5
BA,
1
HF BA,
Sleeps
14
Lower Florida Keys
>
Key West House
#390202
(25)
Compare
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$5,500 - $14,000
per month
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390210
(7)
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
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
'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
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
5 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 12
$8,000 - $11,900
per week
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
7 night Minimum Stay
5
BR,
3
BA,
1
HF BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#996261
(8)
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
(5)
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
Carey's Conch Cottage Old Town, Key West, Private Heated Pool
1 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 4
$4,500 - $6,500
per month
Carey's Conch Cottage Old Town, Key West, Private Heated Pool
30 night Minimum Stay
1
BR,
1
BA,
1
HF BA,
Sleeps
4
Lower Florida Keys
>
Key West Cottage
#247863vb
(11)
Compare
'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$7,000 - $16,000
per month
'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390182
(10)
Compare
Elegant Beach Home With Dockage and WIFI in Key Largo! Pet friendly!
4 Bedrooms,
3
Bathrooms
, Sleeps 12
$350
per night
Elegant Beach Home With Dockage and WIFI in Key Largo! Pet friendly!
3 night Minimum Stay
4
BR,
3
BA,
Sleeps
12
Upper Florida Keys
>
Key Largo House
#916757
Compare
'SOUTHERNMOST COMFORT @ CASA EAST': Stunning 4BR/4.5BA Home w/ Cottage & Pool...
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 8
$9,000 - $17,000
per month
'SOUTHERNMOST COMFORT @ CASA EAST': Stunning 4BR/4.5BA Home w/ Cottage & Pool...
28 night Minimum Stay
4
BR,
4
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#990995
(10)
Compare
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