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Vacation Rentals
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World
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Florida
>
Florida Keys
>
Lower Florida Keys
>
Key West
2
BR /
2
BA /
Sleeps
8
From $400/nt
Featured
3
BR /
2
BA /
Sleeps
8
From $4,000/month
Featured
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BR /
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BA /
Sleeps
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Featured
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6
Featured
3
BR /
3
BA /
1
HF BA /
Sleeps
8
From $5,500/month
Featured
Key West: Condos, Houses & More | Page 2
(794)
sort by
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Special Offers First
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
4 Bedrooms,
2
Bathrooms
, Sleeps 8
$275 - $400
per night
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
2 night Minimum Stay
4
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West House Boat
#939677
(9)
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
'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
'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
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
(21)
Compare
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
5 Bedrooms,
4
Bathrooms
, Sleeps 14
$1,200 - $1,800
per night
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
4 night Minimum Stay
5
BR,
4
BA,
Sleeps
14
Lower Florida Keys
>
Key West Townhome
#390212
(25)
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
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
'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
'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
$1,650 - $2,500
per week
'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...
7 night Minimum Stay
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#390205
(5)
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
'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
'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
'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$3,000 - $6,900
per month
'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...
28 night Minimum Stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390204
(5)
Compare
'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$7,000 - $16,000
per month
'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....
28 night Minimum Stay
4
BR,
3
BA,
Sleeps
10
Lower Florida Keys
>
Key West House
#390200
(11)
Compare
'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$4,000 - $7,700
per month
'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3015070
2 Reviews
Compare
'HEAVENLY ZEN @ THE SEAPORT': Lavish 4BR/3BA Old Town Home + Pool....
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$11,000 - $19,000
per month
'HEAVENLY ZEN @ THE SEAPORT': Lavish 4BR/3BA Old Town Home + Pool....
28 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#390201
(5)
Compare
'BELLA PETRONIA @ THE MEADOWS: 3BR/3.5BA Private Home With Pool & Jacuzzi...
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 6
$5,000 - $14,000
per month
'BELLA PETRONIA @ THE MEADOWS: 3BR/3.5BA Private Home With Pool & Jacuzzi...
28 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390197
(6)
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
'VILLA PARADISO @ CASA MARINA': Airy & Spacious Villa + Large Pool..
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$4,000 - $7,700
per month
'VILLA PARADISO @ CASA MARINA': Airy & Spacious Villa + Large Pool..
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#915976
(3)
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
'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$5,000 - $9,500
per month
'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...
28 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#390203
(4)
Compare
'THE LILAC COTTAGE @ SOLARES HILL': 2.5BR/2BA Old Town Cottage, Quiet Street...
2 Bedrooms,
2
Bathrooms
, Sleeps 7
$5,000 - $11,000
per month
'THE LILAC COTTAGE @ SOLARES HILL': 2.5BR/2BA Old Town Cottage, Quiet Street...
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
7
Lower Florida Keys
>
Key West House
#390179
2 Reviews
Compare
LOOK! Vacation on a Yacht in First-Class Marina!
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$200 - $250
per night
LOOK! Vacation on a Yacht in First-Class Marina!
2 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Lower Florida Keys
>
Key West Boat
#3006433
Compare
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$5,500 - $11,000
per month
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Lower Florida Keys
>
Key West House
#390191
1 Review
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
Ocean Paradise
3 Bedrooms,
4
Bathrooms
, Sleeps 8
$4,900 - $6,900
per week
Ocean Paradise
7 night Minimum Stay
3
BR,
4
BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#327109
(6)
Compare
'PORTSIDE MANSION @ THE SEAPORT': Lush 6BR/7BA 3-Building Home + Large Pool.....
6 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 12
$20,000 - $38,000
per month
'PORTSIDE MANSION @ THE SEAPORT': Lush 6BR/7BA 3-Building Home + Large Pool.....
28 night Minimum Stay
6
BR,
2
BA,
1
HF BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#390194
(7)
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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