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Vacation Rentals
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Lower Florida Keys
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Key West
7
BR /
7
BA /
Sleeps
12
From $9,500/wk
Featured
3
BR /
3
BA /
Sleeps
6
From $5,500/month
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BR /
Sleeps
5
From $375/nt
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From $2,100/wk
Featured
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BR /
2
BA /
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HF BA /
Sleeps
6
From $1,400/wk
Featured
Key West Condo Rentals
(308)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
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Price: Low to High
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Special Offers First
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
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
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
'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
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
'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
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
Special Offer
**SAVE** $350.00 OFF WEEKLY RATES (June 15 - June 22)
Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
2 Bedrooms, Sleeps 4
Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
2
BR,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#938538
(18)
Compare
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
2 Bedrooms,
1
Bathroom
, Sleeps 4
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
2
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#244472
(61)
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
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
'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
'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
'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
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
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
Key West ocean view 3 bedroom Truman Annex vacation condo
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$3,300 - $5,000
per week
Key West ocean view 3 bedroom Truman Annex vacation condo
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#209190
1 Review
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
(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
Sleeps 6 on Duval!!
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
$238 - $525
per night
Sleeps 6 on Duval!!
3 - 6 night Minimum Stay
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#413282vb
Compare
Waterfront Luxury in Old Town Key West
1 Bedrooms,
1
Bathroom
, Sleeps 5
$335 - $460
per night
Waterfront Luxury in Old Town Key West
3 - 4 night Minimum Stay
1
BR,
1
BA,
Sleeps
5
Lower Florida Keys
>
Key West Condo
#166032
(7)
Compare
Stunning Interiors and glorious views at La Brisa
2 Bedrooms, Sleeps 4
Stunning Interiors and glorious views at La Brisa
2
BR,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#443962vb
Compare
Luxury Condominiums Key West Harbour
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 5
$319 - $419
per night
Luxury Condominiums Key West Harbour
3 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
5
Lower Florida Keys
>
Key West Condo
#3499588
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
'AZURE MORNING @ OCEANSIDE MARINA': Lavish 3BR/2BA Oceanfront Condo + Pool....
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,850 - $2,950
per week
'AZURE MORNING @ OCEANSIDE MARINA': Lavish 3BR/2BA Oceanfront Condo + Pool....
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#390183
(8)
Compare
'SWEET CAROLINE'S SANCTUARY @ THE SEAPORT': Cozy 1BR/1BA Condo + Pool, Spa...
1 Bedrooms,
1
Bathroom
, Sleeps 4
$3,000 - $5,000
per month
'SWEET CAROLINE'S SANCTUARY @ THE SEAPORT': Cozy 1BR/1BA Condo + Pool, Spa...
28 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#390174
Compare
~$~1,300/wk - Best Deal in Key West - Plus 8 Bikes Included!
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
~$~1,300/wk - Best Deal in Key West - Plus 8 Bikes Included!
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#223545
(31)
Compare
Attitude Key West At the Beach
1 Bedrooms,
1
Half Bath
, Sleeps 4
$275
per night
Attitude Key West At the Beach
3 night Minimum Stay
1
BR,
1
HF BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#994355
(3)
Compare
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