HomeAway Vacation Rentals
Traveler Login
Owner Login
Viewed
Favorites
Inquired
My Trips
My Profile
Owner Dashboard
Logout
Help
Travelers
How it Works
Community
Help
Homeowners
How it Works
List Your Property
Community
Help
Property Managers
How it Works
Help
List Your Property
Search
You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel
Apply Filters
Clear Filters
FILTERS
222
Results
Location
Key West
Property Manager
Price
Price Per Week
$
Any
0
750
1,000
1,250
1,500
2,000
3,000
4,000
5,000
6,000
7,000
8,000
9,000
$
Any
750
1,000
1,250
1,500
2,000
3,000
4,000
5,000
6,000
7,000
8,000
9,000
10,000
Clear
Sleeps
Any
1+
(
535,665
)
2+
(
535,399
)
3+
(
511,553
)
4+
(
497,135
)
5+
(
394,664
)
6+
(
358,394
)
7+
(
228,018
)
8+
(
206,284
)
9+
(
121,731
)
10+
(
109,297
)
11+
(
64,716
)
12+
(
58,853
)
13 or more
(
34,654
)
Bedrooms
Any
Studio
(
22,268
)
1
(
88,479
)
2
(
162,533
)
3
(
142,520
)
4
(
76,120
)
5
(
32,034
)
6+
(
23,574
)
Booking
Book Online
(
6
)
Accepts online payments
(
34
)
More Filters
Hide Filters
Price Per Week
$
$
Sleeps
Bedrooms
Bathrooms
Booking Options
Booking Options
Book Online
(
6
)
Accepts online payments
(
34
)
Property Type (Select Multiple)
Property Type
Apartments
Apartments
(
4
)
Bungalows
Bungalows
(
1
)
Condos
Condos
(
122
)
Cottages
Cottages
(
7
)
Homes
Homes
(
66
)
Lodges
Lodges
(
2
)
Studios
Studios
(
5
)
Townhomes
Townhomes
(
5
)
Villas
Villas
(
7
)
Yachts
Yachts
(
1
)
Barns
Barns
(
0
)
Cabins
Cabins
(
0
)
Castles
Castles
(
0
)
Chalets
Chalets
(
0
)
Estates
Estates
(
0
)
Farmhouses
Farmhouses
(
0
)
Hotels
Hotels
(
0
)
Location Type
Location Type
beach
(
53
)
waterfront
(
60
)
near the ocean
(
91
)
lake
(
1
)
downtown
(
36
)
mountain
(
0
)
river
(
0
)
golf
(
166
)
skiing
(
10
)
Even More Filters
Even More Filters
special deals & offers
(
0
)
long term renters welcome
(
40
)
luxury
(
54
)
budget
(
13
)
Featured Listing
(
48
)
1+ reviews
(
143
)
Features
Features
Pool
(
205
)
Internet Access
(
201
)
Satellite or Cable TV
(
196
)
Pets Considered
(
87
)
wheelchair accessible
(
36
)
Hot Tub
(
-1
)
Air Conditioning
(
218
)
non smoking only
(
172
)
Fireplace
(
3
)
Parking Included
(
163
)
Outdoor Grill
(
160
)
Managed By
Managed By
Owner
(
109
)
Property Manager
(
113
)
Any
Cancel
Clear Filters
Apply Filters
Vacation Rentals
>
World
>
USA
>
Florida
>
Florida Keys
>
Lower Florida Keys
>
Key West
3
BR /
2
BA /
Sleeps
8
From $5,500/month
Featured
2
BR /
1
BA /
1
HF BA /
Sleeps
6
From $1,650/wk
Featured
3
BR /
3
BA /
Sleeps
6
From $250/nt
Featured
1
BR /
Sleeps
4
Featured
2
BR /
1
BA /
Sleeps
6
Featured
Key West with Hot Tub
(222)
sort by
HomeAway Sort
HomeAway Sort
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
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
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
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
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
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
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
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
'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
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
'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
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$350 - $700
per night
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
4 night Minimum Stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#904144
(21)
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
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
'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
'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
'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
'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
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
'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
'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
'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
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
(14)
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
'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
Galleon Resort Efficiency in Old Town
Studio,
1
Bathroom
, Sleeps 2
$160 - $240
per night
Galleon Resort Efficiency in Old Town
3 - 4 night Minimum Stay
Studio,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Studio
#169027
(7)
Compare
'MAISON TROPICALE @ SOLARES HILL': Lush 3BR/3BA Old Town Home, Pool & Spa...
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$6,600 - $15,000
per month
'MAISON TROPICALE @ SOLARES HILL': Lush 3BR/3BA Old Town Home, Pool & Spa...
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#390192
Compare
1 - 30 of 222
Show
15
30
60
properties
Advertisement