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Vacation Rentals
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Florida
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Florida Keys
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Lower Florida Keys
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Key West
3
BR /
2
BA /
Sleeps
10
From $360/nt
Featured
Studio /
Sleeps
6
From $150/nt
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2
BR /
1
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Featured
3
BR /
2
BA /
Sleeps
6
From $5,500/month
Featured
Key West
(69)
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
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
(13)
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
(19)
Compare
Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$1,800 - $2,900
per week
Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
7 night minimum stay
3
BR,
2
BA,
Sleeps
10
Lower Florida Keys
>
Key West House
#317093
(52)
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
Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$975 - $1,550
per week
Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#315267
(45)
Compare
Walk to the beach!
1 Bedrooms,
1
Bathroom
, Sleeps 2
$2,146 - $2,884
per month
Walk to the beach!
Book it Now!
28 night minimum stay
1
BR,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Studio
#392129
(6)
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
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
Location, Location, Location! Ocean View, Lagoon Beach Front
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$360
per night
Location, Location, Location! Ocean View, Lagoon Beach Front
3 night minimum stay
3
BR,
2
BA,
Sleeps
10
Lower Florida Keys
>
Key West House Boat
#903627
(15)
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
(9)
Compare
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$6,409 - $7,196
per month
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
28 night minimum stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#277391
(33)
Compare
Rare Penthouse 2 bed/2bath additional King in loft
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$495 - $695
per night
Rare Penthouse 2 bed/2bath additional King in loft
Book it Now!
2 - 4 night minimum stay
2
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#929000
(4)
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
Private Yacht 3 blocks from Duval Street & Sloppy Joe's
3 Bedrooms, Sleeps 6
$575 - $650
per night
Private Yacht 3 blocks from Duval Street & Sloppy Joe's
2 - 5 night minimum stay
3
BR,
Sleeps
6
Lower Florida Keys
>
Key West Yacht
#390580vb
(21)
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
(4)
Compare
Tiki Beach Too, Charming Townhome, OldTown, Pool Access, Budget, Hideaway Porch!
2 Bedrooms,
1
Bathroom
, Sleeps 6
$1,195 - $1,895
per week
Tiki Beach Too, Charming Townhome, OldTown, Pool Access, Budget, Hideaway Porch!
Book it Now!
7 night minimum stay
2
BR,
1
BA,
Sleeps
6
Lower Florida Keys
>
Key West Townhome
#3539485
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
(13)
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
Southernmost Retreat: 1 Block from Duval in Old Town.
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Southernmost Retreat: 1 Block from Duval in Old Town.
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#959155
(9)
Compare
Tropical Key West Oasis Private Home 2BR/2 Bath w/ Pool, Weekly Rental
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Tropical Key West Oasis Private Home 2BR/2 Bath w/ Pool, Weekly Rental
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#420695vb
(22)
Compare
Condo In Historic 1928 Conch House, Walking Distance To Duval
1 Bedrooms,
2
Bathrooms
, Sleeps 4
$2,500 - $3,500
per month
Condo In Historic 1928 Conch House, Walking Distance To Duval
30 night minimum stay
1
BR,
2
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#460746vb
2 Reviews
Compare
Luxurious Garden Home Paradise with Pool in Midtown Key West
2 Bedrooms,
1
Bathroom
, Sleeps 6
Luxurious Garden Home Paradise with Pool in Midtown Key West
2
BR,
1
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#388391
(4)
Compare
Coral Hammock - Beautiful Poolside Home (28)
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$250 - $350
per night
Coral Hammock - Beautiful Poolside Home (28)
3 night minimum stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#994631
(9)
Compare
Coral Hammock - Tropical Paradise Home (15)
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$250 - $350
per night
Coral Hammock - Tropical Paradise Home (15)
3 night minimum stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West Townhome
#3543556
Compare
Namaste Key West - Tropical Retreat in a Key West Conch Cottage
2 Bedrooms,
1
Bathroom
, Sleeps 4
$3,500 - $5,000
per month
Namaste Key West - Tropical Retreat in a Key West Conch Cottage
28 night minimum stay
2
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Cottage
#373062
(13)
Compare
Coral Hammock - Beautiful Home at the entrance to Key West (35)
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 4
$225 - $275
per night
Coral Hammock - Beautiful Home at the entrance to Key West (35)
3 night minimum stay
2
BR,
2
BA,
1
HF BA,
Sleeps
4
Lower Florida Keys
>
Key West Townhome
#3177011
(4)
Compare
Bargain Rates in Truman Annex - Heart of Old Town, Key West
2 Bedrooms,
1
Bathroom
, Sleeps 6
$225 - $350
per night
Bargain Rates in Truman Annex - Heart of Old Town, Key West
5 night minimum stay
2
BR,
1
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#184913
(6)
Compare
Large and Private Waterfront Luxury Living
4 Bedrooms,
4
Bathrooms
, Sleeps 10
$12,000
per month
Large and Private Waterfront Luxury Living
28 night minimum stay
4
BR,
4
BA,
Sleeps
10
Lower Florida Keys
>
Key West House
#958239
(3)
Compare
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