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Vacation Rentals
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Florida
>
Florida Keys
>
Lower Florida Keys
>
Key West
2
BR /
1
BA /
1
HF BA /
Sleeps
6
From $1,328/wk
Featured
3
BR /
3
BA /
Sleeps
6
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BA /
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From $2,500/wk
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BA /
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10
From $695/nt
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BR /
1
BA /
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4
From $389/nt
Featured
Key West: Condos, Houses & More | Page 2
(827)
sort by
HomeAway Sort
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Average Rating
Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
7 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 14
$9,414 - $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
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
5 Bedrooms,
4
Bathrooms
, Sleeps 14
$643 - $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
(27)
Compare
'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,593 - $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
Full Month Discounts Now Available in Truman Annex, Key West
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 5
$1,575 - $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
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
5 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 12
$7,241 - $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
(10)
Compare
'COOL BREEZE @ THE ANNEX': Meticulously Furnished 2BR/2.5BA Old Town Villa...
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,593 - $3,300
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
(6)
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
(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
(11)
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
'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
Chick-A-Pea's Cottage:Near Duval-yet private with the comforts of home
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
Chick-A-Pea's Cottage:Near Duval-yet private with the comforts of home
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#449947vb
(6)
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
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
'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
'WATERFRONT RETREAT @ THE FLORIDA BAY': 3BR/3BA Canal Front Home...
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$4,000 - $8,000
per month
'WATERFRONT RETREAT @ THE FLORIDA BAY': 3BR/3BA Canal Front Home...
28 night minimum stay
3
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Key West Villa
#3469621
Compare
'AZURE AFTERNOON @ OCEANSIDE MARINA': 3BR/2BA Oceanfront Condo + Pool & Spa...
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,690 - $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
'LA CASA AZUL @ SOLARES HILL': Elegantly Renovated 3BR/3BA Home + Heated Pool...
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$5,500 - $15,000
per month
'LA CASA AZUL @ SOLARES HILL': Elegantly Renovated 3BR/3BA Home + Heated Pool...
28 night minimum stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390185
(6)
Compare
Ocean Retreat
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 5
$2,900 - $4,900
per week
Ocean Retreat
7 night minimum stay
3
BR,
2
BA,
1
HF BA,
Sleeps
5
Lower Florida Keys
>
Key West House
#327107
(3)
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
'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
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
Real World MTV House---Not Just a House Your Own Private Resort
10 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 24
$1,500 - $2,000
per night
Real World MTV House---Not Just a House Your Own Private Resort
4 night minimum stay
10
BR,
5
BA,
1
HF BA,
Sleeps
24
Lower Florida Keys
>
Key West House
#326563
(15)
Compare
'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$3,000 - $5,750
per month
'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...
28 night minimum stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#390207
(3)
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
(7)
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
'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
'CASA FELIZ @ THE SEAPORT': Lushly Furnished 3BR/3.5BA Private Home + Pool...
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$6,600 - $15,000
per month
'CASA FELIZ @ THE SEAPORT': Lushly Furnished 3BR/3.5BA Private Home + Pool...
28 night minimum stay
3
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#390195
(5)
Compare
'CASA PLUMERIA @ OLD TOWN SOUTH': 4BR/3.5BA Home & Guest Cottage + Pool...
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 10
$6,000 - $14,000
per month
'CASA PLUMERIA @ OLD TOWN SOUTH': 4BR/3.5BA Home & Guest Cottage + Pool...
28 night minimum stay
4
BR,
3
BA,
1
HF BA,
Sleeps
10
Lower Florida Keys
>
Key West House
#390189
(4)
Compare
'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,100 - $4,000
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
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
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