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
612
Results
Location
Florida Keys
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+
(
533,234
)
2+
(
532,974
)
3+
(
509,229
)
4+
(
494,838
)
5+
(
392,564
)
6+
(
356,420
)
7+
(
226,800
)
8+
(
205,152
)
9+
(
121,105
)
10+
(
108,748
)
11+
(
64,435
)
12+
(
58,586
)
13 or more
(
34,520
)
Bedrooms
Any
Studio
(
22,270
)
1
(
88,207
)
2
(
161,661
)
3
(
141,584
)
4
(
75,803
)
5
(
31,942
)
6+
(
23,590
)
Booking
Book Online
(
14
)
Accepts online payments
(
101
)
More Filters
Hide Filters
Central Florida Keys (109)
Lower Florida Keys (309)
Upper Florida Keys (194)
Price Per Week
$
$
Sleeps
Bedrooms
Bathrooms
Booking Options
Booking Options
Book Online
(
14
)
Accepts online payments
(
101
)
Property Type (Select Multiple)
Property Type
Apartments
Apartments
(
7
)
Bungalows
Bungalows
(
7
)
Condos
Condos
(
170
)
Cottages
Cottages
(
17
)
Estates
Estates
(
18
)
Homes
Homes
(
323
)
Lodges
Lodges
(
2
)
Studios
Studios
(
6
)
Townhomes
Townhomes
(
30
)
Villas
Villas
(
21
)
Yachts
Yachts
(
1
)
Barns
Barns
(
0
)
Cabins
Cabins
(
0
)
Castles
Castles
(
0
)
Chalets
Chalets
(
0
)
Farmhouses
Farmhouses
(
0
)
Hotels
Hotels
(
0
)
Location Type
Location Type
beach
(
158
)
waterfront
(
366
)
near the ocean
(
300
)
lake
(
7
)
downtown
(
38
)
mountain
(
3
)
river
(
0
)
golf
(
383
)
skiing
(
28
)
Even More Filters
Even More Filters
special deals & offers
(
0
)
long term renters welcome
(
135
)
luxury
(
129
)
budget
(
32
)
Featured Listing
(
106
)
1+ reviews
(
417
)
Features
Features
Pool
(
498
)
Internet Access
(
540
)
Satellite or Cable TV
(
567
)
Pets Considered
(
219
)
wheelchair accessible
(
99
)
Hot Tub
(
-1
)
Air Conditioning
(
603
)
non smoking only
(
495
)
Fireplace
(
29
)
Parking Included
(
513
)
Outdoor Grill
(
517
)
Managed By
Managed By
Owner
(
394
)
Property Manager
(
218
)
Any
Cancel
Clear Filters
Apply Filters
Vacation Rentals
>
World
>
USA
>
Florida
>
Florida Keys
4
BR /
3
BA /
Sleeps
10
Featured
3
BR /
2
BA /
Sleeps
7
From $300/nt
Featured
5
BR /
Sleeps
12
Featured
2
BR /
2
BA /
Sleeps
6
From $2,100/wk
Featured
4
BR /
3
BA /
Sleeps
10
From $2,975/wk
Featured
Florida Keys with Hot Tub
(612)
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
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
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
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
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
'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
Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,080 - $1,380
per week
Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo Condo
#172415
(25)
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
Luxury Home with Pool, Hot Tub & 50' Dock. Spectacular Gulf View.
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$2,300 - $3,500
per week
Luxury Home with Pool, Hot Tub & 50' Dock. Spectacular Gulf View.
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Central Florida Keys
>
Marathon House
#900688
(18)
Compare
Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$2,400 - $2,550
per week
Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi
7 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo House
#332253
(26)
Compare
World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock
7 Bedrooms,
6
Bathrooms
, Sleeps 14
$7,000
per week
World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock
Book it Now!
7 night Minimum Stay
7
BR,
6
BA,
Sleeps
14
Upper Florida Keys
>
Key Largo Estate
#3482337
Compare
Vista Linda ! 2 Deluxe Master Suites on Gulf w/ Private Pool and Dock
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,100 - $2,800
per week
Vista Linda ! 2 Deluxe Master Suites on Gulf w/ Private Pool and Dock
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon House
#378742
(17)
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
(22)
Compare
Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$300 - $350
per night
Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
3 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Upper Florida Keys
>
Islamorada House
#330045
(17)
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
'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
'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
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
Florida Keys Beach Home Heated pool Docks
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$113 - $350
per night
Florida Keys Beach Home Heated pool Docks
3 - 5 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon Townhome
#306629
(86)
Compare
Bayfront and Beautiful, A Boater's Dream
3 Bedrooms,
3
Bathrooms
, Sleeps 8
Bayfront and Beautiful, A Boater's Dream
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo House
#191669
8 Reviews
Compare
Oceanfront Home Adjacent to Pennecamp Coral Reef State Park
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
Oceanfront Home Adjacent to Pennecamp Coral Reef State Park
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Upper Florida Keys
>
Key Largo House
#312507
6 Reviews
Compare
Bo's Tropical Get-a-Way in the beautiful sunny Florida Keys
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$215
per night
Bo's Tropical Get-a-Way in the beautiful sunny Florida Keys
2 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key House
#234389
(7)
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
Ocean Reef Club Pool 36' Seawall Beach Golf Tennis
2 Bedrooms,
1
Bathroom
, Sleeps 5
$185 - $400
per night
Ocean Reef Club Pool 36' Seawall Beach Golf Tennis
2 - 7 night Minimum Stay
2
BR,
1
BA,
Sleeps
5
Upper Florida Keys
>
Ocean Reef Club Condo
#175223
(26)
Compare
A Magnificent, Luxurious 7 Bedrooms, 5 Bath Rent All or Part
8 Bedrooms,
5
Bathrooms
, Sleeps 24
$1,200
per night
A Magnificent, Luxurious 7 Bedrooms, 5 Bath Rent All or Part
3 night Minimum Stay
8
BR,
5
BA,
Sleeps
24
Upper Florida Keys
>
Key Largo House
#937436
(14)
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
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$186
per night
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
2 - 7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key Bungalow
#458007vb
(4)
Compare
1 - 30 of 612
Show
15
30
60
properties
Advertisement
Florida Keys
Central Florida Keys (109)
Lower Florida Keys (309)
Upper Florida Keys (194)