Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Florida Keys
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Florida
Florida
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Beachfront
Countryside
Amazing views
National parks
Trending
Chef's kitchens
Play
Lake
Rooms
Camping
Tiny homes
New
Cabins
Houseboats
Boats
Bed & breakfasts
Design
Vineyards
Lakefront
Surfing
Golfing
Farms
Beach
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; 585 places
585 places
Superhost
Superhost
Villa in Marathon
Sunset Villa in Duck Key
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
G$88,060 GYD
G$58,105 GYD
night
G$58,105 GYD per night, originally G$88,060 GYD
4.79 out of 5 average rating, 89 reviews
4.79 (89)
Superhost
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
2 beds
2 beds
May 18 – 23
May 18 – 23
G$64,047 GYD
G$56,668 GYD
night
G$56,668 GYD per night, originally G$64,047 GYD
4.89 out of 5 average rating, 145 reviews
4.89 (145)
Villa in Marathon
Harbor hideaway 50’dock 3Br/2Ba All amenities
4 beds
4 beds
Apr 26 – May 3
Apr 26 – May 3
G$100,998 GYD
G$90,867 GYD
night
G$90,867 GYD per night, originally G$100,998 GYD
Guest favorite
Guest favorite
Villa in Marathon
Personal Private Resort! Kayaks,PaddleBoards&Bikes
7 beds
7 beds
Apr 26 – May 3
Apr 26 – May 3
G$155,823 GYD
G$113,971 GYD
night
G$113,971 GYD per night, originally G$155,823 GYD
4.92 out of 5 average rating, 50 reviews
4.92 (50)
Guest favorite
Guest favorite
Villa in Duck Key
Beach House Getaway - Kayaks & 2/2.5 Villa
3 beds
3 beds
May 5 – 10
May 5 – 10
G$87,741 GYD
G$66,852 GYD
night
G$66,852 GYD per night, originally G$87,741 GYD
4.93 out of 5 average rating, 97 reviews
4.93 (97)
Guest favorite
Guest favorite
Villa in Duck Key
★Beautiful Gated Oasis★with private pool and patio
5 beds
5 beds
Apr 29 – May 4
Apr 29 – May 4
G$135,414 GYD
night
G$135,414 GYD per night
5.0 out of 5 average rating, 56 reviews
5.0 (56)
Superhost
Superhost
Villa in Marathon
Sombrero Beach house with dock and tropical pool
5 beds
5 beds
May 11 – 18
May 11 – 18
G$152,497 GYD
night
G$152,497 GYD per night
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favorite
Guest favorite
Villa in Marathon
Villa in Paradise. Plunge pool. Middle of the Keys
4 beds
4 beds
Apr 27 – May 2
Apr 27 – May 2
G$82,413 GYD
night
G$82,413 GYD per night
4.94 out of 5 average rating, 54 reviews
4.94 (54)
Villa in Marathon
The Peninsular House
3 beds
3 beds
May 11 – 18
May 11 – 18
G$115,612 GYD
night
G$115,612 GYD per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Villa in Key Colony Beach
Keys Hideaway Completely Remodeled w/ Cabana Club
3 beds
3 beds
Apr 20 – 27
Apr 20 – 27
G$48,434 GYD
night
G$48,434 GYD per night
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Superhost
Superhost
Villa in Duck Key
Villa 5034 on Duck Key BOAT SLIP available
3 beds
3 beds
May 7 – 12
May 7 – 12
G$64,021 GYD
night
G$64,021 GYD per night
4.81 out of 5 average rating, 47 reviews
4.81 (47)
Guest favorite
Guest favorite
Villa in Duck Key
Waterfront Island Escape with Private Plunge Pool
4 beds
4 beds
May 8 – 13
May 8 – 13
G$75,639 GYD
G$65,706 GYD
night
G$65,706 GYD per night, originally G$75,639 GYD
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Superhost
Superhost
Villa in Little Conch Key
✦Relax on your Oceanfront villa on Seapalm island✦
On Anne's Beach
On Anne's Beach
Kayak
,
·
Kayak
Boat slip
,
·
Boat slip
Jun 1 – 6
Jun 1 – 6
G$313,669 GYD
night
G$313,669 GYD per night
4.92 out of 5 average rating, 25 reviews
4.92 (25)
Superhost
Superhost
Villa in Marathon
Marina front villa *Family Friendly*
4 beds
4 beds
May 6 – 11
May 6 – 11
G$84,495 GYD
night
G$84,495 GYD per night
4.85 out of 5 average rating, 80 reviews
4.85 (80)
Villa in Marathon
Paradise Duck Key Villa 2B/1.5B
3 beds
3 beds
Apr 19 – 24
Apr 19 – 24
G$69,362 GYD
G$52,036 GYD
night
G$52,036 GYD per night, originally G$69,362 GYD
4.61 out of 5 average rating, 46 reviews
4.61 (46)
Guest favorite
Guest favorite
Villa in Marathon
Duck Key 4 BR Villa Dock Behind & Cabana Club
4 beds
4 beds
May 19 – 24
May 19 – 24
G$146,077 GYD
G$133,246 GYD
night
G$133,246 GYD per night, originally G$146,077 GYD
4.87 out of 5 average rating, 106 reviews
4.87 (106)
Guest favorite
Guest favorite
Villa in Marathon
Luxury Villa-60 ft Pool-Jacuzzi-Endless Amenities-
11 beds
11 beds
Apr 20 – 27
Apr 20 – 27
G$237,451 GYD
night
G$237,451 GYD per night
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Superhost
Superhost
Villa in Islamorada
Beachfront Villa |Kayak|Cinema|Fire Pit|Pool
9 beds
9 beds
May 20 – 25
May 20 – 25
G$317,207 GYD
night
G$317,207 GYD per night
4.84 out of 5 average rating, 44 reviews
4.84 (44)
1
2
3
4
…
15