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Search results; Over 1,000 homes

Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
4.91 out of 5 average rating, 556 reviews
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds, 3 bathrooms
22–29 Aug
5.0 out of 5 average rating, 85 reviews
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
4 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds, 2 bathrooms
4–9 Aug
4.93 out of 5 average rating, 84 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds, 4.5 bathrooms
16–21 Aug
4.81 out of 5 average rating, 62 reviews
Home in Marathon
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4 bedrooms, 4 beds, 2.5 bathrooms
16–23 Aug
4.71 out of 5 average rating, 7 reviews
Superhost
Boat in Key West
Love Shack: 2BR Houseboat w/ Decks & Views
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 16 reviews
Guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Marathon
Waterfront 6BR Luxury Retreat w/ Pool & Dock
6 bedrooms, 10 beds, 5 bathrooms
3–10 Oct
5.0 out of 5 average rating, 31 reviews
Luxe
Home in Key West
The Dreamside House at Lunara Bay
8 bedrooms, 8 king beds, 8.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Marathon
Luxury Oceanfront•Sunrise •Pool Spa• Walk to Beach
5 bedrooms, 10 beds, 6 bathrooms
15–22 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
2–7 Aug
4.82 out of 5 average rating, 28 reviews
Boat in Key West
FREE TIME Vibes
2 bedrooms, 2 queen beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 356 reviews
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds, 4 bathrooms
9–14 Aug
4.88 out of 5 average rating, 8 reviews
Home in Marathon
Updated 4BR view, pet friendly, private pool, dock
5 bedrooms, 9 beds, 3.5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 25 reviews