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
1,147
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
Apply Filter
Sleeps
Any
1+
(
556,535
)
2+
(
556,246
)
3+
(
531,370
)
4+
(
516,591
)
5+
(
411,354
)
6+
(
374,358
)
7+
(
240,629
)
8+
(
218,294
)
9+
(
130,857
)
10+
(
117,939
)
11+
(
71,518
)
12+
(
65,260
)
13 or more
(
39,634
)
Bedrooms
Any
Studio
(
23,092
)
1
(
90,164
)
2
(
165,480
)
3
(
146,031
)
4
(
79,141
)
5
(
34,054
)
6+
(
28,948
)
Booking
Book Online
(
37
)
Accepts online payments
(
208
)
More Filters
Hide Filters
Central Florida Keys (270)
Lower Florida Keys (486)
Upper Florida Keys (391)
Price Per Week
$
$
Sleeps
Bedrooms
Bathrooms
Booking Options
Booking Options
Book Online
(
37
)
Accepts online payments
(
208
)
Property Type
Property Type
Apartments
Apartments
(
9
)
Bungalows
Bungalows
(
5
)
Condos
Condos
(
297
)
Cottages
Cottages
(
35
)
Estates
Estates
(
21
)
Homes
Homes
(
604
)
Studios
Studios
(
8
)
Townhomes
Townhomes
(
89
)
Villas
Villas
(
47
)
Yachts
Yachts
(
8
)
Barns
Barns
(
0
)
Cabins
Cabins
(
0
)
Castles
Castles
(
0
)
Chalets
Chalets
(
0
)
Farmhouses
Farmhouses
(
0
)
Hotels
Hotels
(
0
)
Lodges
Lodges
(
0
)
Location Type
Location Type
beach
(
340
)
waterfront
(
776
)
near the ocean
(
-1
)
lake
(
16
)
downtown
(
108
)
mountain
(
2
)
river
(
2
)
golf
(
714
)
skiing
(
59
)
Even More Filters
Even More Filters
special deals & offers
(
9
)
long term renters welcome
(
318
)
luxury
(
226
)
budget
(
76
)
Featured Listing
(
198
)
1+ reviews
(
782
)
Features
Features
Pool
(
813
)
Internet Access
(
1,004
)
Satellite or Cable TV
(
1,066
)
Pets Considered
(
353
)
wheelchair accessible
(
153
)
Hot Tub
(
314
)
Air Conditioning
(
1,124
)
non smoking only
(
975
)
Fireplace
(
37
)
Parking Included
(
1,053
)
Outdoor Grill
(
994
)
Managed By
Managed By
Owner
(
840
)
Property Manager
(
307
)
Any
Cancel
Clear Filters
Apply Filters
Vacation Rentals
>
World
>
USA
>
Florida
>
Florida Keys
3
BR /
Sleeps
8
Featured
4
BR /
3
BA /
Sleeps
8
Featured
5
BR /
5
BA /
1
HF BA /
Sleeps
12
From $700/nt
Featured
2
BR /
2
BA /
Sleeps
8
From $159/nt
Featured
5
BR /
5
BA /
Sleeps
14
From $9,850/month
Featured
Florida Keys Ocean Vacation Rentals
(1,147)
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
White Ibis Inn - Oceanview Estate. Summer Special!
4 Bedrooms,
3
Bathrooms
, Sleeps 14
$400 - $560
per night
White Ibis Inn - Oceanview Estate. Summer Special!
Book it Now!
5 night minimum stay
4
BR,
3
BA,
Sleeps
14
Lower Florida Keys
>
Cudjoe Key House
#951852
16 Reviews
Compare
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
2 Bedrooms,
1
Bathroom
, Sleeps 4
$1,300 - $1,950
per week
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
Book it Now!
7 night minimum stay
2
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#244472
(61)
Compare
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
(13)
Compare
Charming Condo in Old Town Key West's Truman Annex
1 Bedrooms,
1
Bathroom
, Sleeps 2
$1,200 - $1,850
per week
Charming Condo in Old Town Key West's Truman Annex
Book it Now!
7 night minimum stay
1
BR,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Condo
#290407
(32)
Compare
Kawama Yacht Club- Oceanfront Private Beach - Sunsets!
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$165 - $300
per night
Kawama Yacht Club- Oceanfront Private Beach - Sunsets!
Book it Now!
3 night minimum stay
2
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Condo
#404942vb
(21)
Compare
Special Offer
Summer Special UNDER $200 A NIGHT TOTAL! (August 2 - September 30)
Marathon Luxury Waterfront Pool Home 75' Dock Fully Upgraded
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,799 - $2,303
per week
Marathon Luxury Waterfront Pool Home 75' Dock Fully Upgraded
Book it Now!
7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon House
#902566
(7)
Compare
Walk to the beach!
1 Bedrooms,
1
Bathroom
, Sleeps 2
$2,146 - $2,884
per month
Walk to the beach!
Book it Now!
28 night minimum stay
1
BR,
1
BA,
Sleeps
2
Lower Florida Keys
>
Key West Studio
#392129
(6)
Compare
Luxury New Home with Pool/Dock on the Atlantic Near Key West
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$250 - $310
per night
Luxury New Home with Pool/Dock on the Atlantic Near Key West
3 night minimum stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key House
#3020462
(21)
Compare
Location, Location, Location! Ocean View, Lagoon Beach Front
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$360
per night
Location, Location, Location! Ocean View, Lagoon Beach Front
3 night minimum stay
3
BR,
2
BA,
Sleeps
10
Lower Florida Keys
>
Key West House Boat
#903627
(15)
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
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
Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$1,800 - $2,900
per week
Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
7 night minimum stay
3
BR,
2
BA,
Sleeps
10
Lower Florida Keys
>
Key West House
#317093
(52)
Compare
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 Bedrooms,
7
Bathrooms
, Sleeps 12
$8,000 - $12,900
per week
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 night minimum stay
7
BR,
7
BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#390171
(13)
Compare
Waterfront, Boat Ramp, Pool, Tennis, Golf, Fishing, Diving
1 Bedrooms,
1
Bathroom
, Sleeps 4
$100 - $135
per night
Waterfront, Boat Ramp, Pool, Tennis, Golf, Fishing, Diving
Book it Now!
2 - 3 night minimum stay
1
BR,
1
BA,
Sleeps
4
Central Florida Keys
>
Marathon Condo
#910616
(5)
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
August Discounted! On the Ocean with Beach! Seaside Villa on Coco Plum
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,000 - $1,695
per week
August Discounted! On the Ocean with Beach! Seaside Villa on Coco Plum
7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Central Florida Keys
>
Marathon Condo
#40371vb
(35)
Compare
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$5,500 - $14,000
per month
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
28 night minimum stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390210
(8)
Compare
New Home in Gated Community with Oceanview, Pool & Dock! MM21!
2 Bedrooms,
3
Bathrooms
, Sleeps 6
New Home in Gated Community with Oceanview, Pool & Dock! MM21!
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Cudjoe Key House
#356519vb
(14)
Compare
Private Yacht 3 blocks from Duval Street & Sloppy Joe's
3 Bedrooms, Sleeps 6
$575 - $650
per night
Private Yacht 3 blocks from Duval Street & Sloppy Joe's
2 - 5 night minimum stay
3
BR,
Sleeps
6
Lower Florida Keys
>
Key West Yacht
#390580vb
(21)
Compare
Oceanfront (Gulf) Condo, Fabulous Views, Heated Pool & Dock
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$986 - $1,586
per week
Oceanfront (Gulf) Condo, Fabulous Views, Heated Pool & Dock
7 night minimum stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Central Florida Keys
>
Marathon Condo
#113802
(95)
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
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
'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
(25)
Compare
Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$320 - $375
per night
Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
2 - 3 night minimum stay
2
BR,
2
BA,
Sleeps
4
Lower Florida Keys
>
Key West Yacht
#229193
(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
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
(9)
Compare
Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$950 - $2,095
per week
Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower
7 night minimum stay
2
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Condo
#233900
(33)
Compare
Seaglass-20 feet from the Gulf--Special Rate Aug. thru Dec. 20 !!!!!!
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,195 - $2,295
per week
Seaglass-20 feet from the Gulf--Special Rate Aug. thru Dec. 20 !!!!!!
7 night minimum stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Central Florida Keys
>
Marathon Condo
#218282
(47)
Compare
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$520 - $525
per night
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
Book it Now!
3 night minimum stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3498085
(4)
Compare
*$1395 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$1,395 - $2,095
per week
*$1395 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club
7 night minimum stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Central Florida Keys
>
Marathon House
#186293
(49)
Compare
1 - 30 of 1,147
Show
15
30
60
properties
Advertisement
Florida Keys
Central Florida Keys (270)
Lower Florida Keys (486)
Upper Florida Keys (391)