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Search results; Over 1,000 homes

Superhost

Cottage in Little Torch Key

Waterfront Cozy Cottage with Boat Ramp & Dock!

2 bedrooms, 4 beds, 1 private bathroom

1–6 Aug

$4,701 SGD for 5 nights

,

4.88 out of 5 average rating, 182 reviews

Guest favourite

Home in Summerland Key

Waterfront Beach House with Dock & Heated Pool!

4 bedrooms, 5 beds

20–25 Sept

$5,780 SGD for 5 nights

5.0 out of 5 average rating, 12 reviews

Guest favourite

Home in Little Torch Key

Sterling Bay House

6 bedrooms, 8 beds

8–15 Aug

$27,123 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in Summerland Key

Waterfront Anchor House with Boat Basin & Ramp!

4 bedrooms, 6 beds

8–13 Aug

$6,460 SGD for 5 nights

4.95 out of 5 average rating, 114 reviews

Guest favourite

Home in Summerland Key

Waterfront Captain House with Boat Basin & Ramp!

3 bedrooms, 6 beds

8–13 Aug

$5,824 SGD for 5 nights

4.96 out of 5 average rating, 53 reviews

Guest favourite

Home in Big Pine Key

Fishermen's Paradise | Pool, 220' Dock & Open-Wate

3 bedrooms, 3 beds

5–10 Oct

4.91 out of 5 average rating, 97 reviews

Guest favourite

Houseboat in Key West

Tiki Suites ~ Original Tiki ~ Floating Bungalows

1 bedroom, 1 bed

27 Jul – 1 Aug

$4,157 SGD for 5 nights

4.91 out of 5 average rating, 554 reviews

Superhost

Home in Little Torch Key

New House on Little Torch Key

3 bedrooms, 6 beds

20–27 Jul

$10,325 SGD for 7 nights

Superhost

Home in Marathon

Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.

4 bedrooms, 4 beds

5–12 Sept

$6,731 SGD for 7 nights

Top guest favourite

Home in Marathon

Luxury Boating Paradise+Pool+Sailing Kayaks

4 bedrooms, 8 beds

15–22 Aug

$5,794 SGD for 7 nights

5.0 out of 5 average rating, 85 reviews

Luxe

Home in Marathon

Ocean Palms Luxury Oceanfront SeaGlass Cove FLKeys

5 bedrooms

25 Jul – 1 Aug

$12,699 SGD for 7 nights

Home in Big Pine Key

Falcon’s Cove in Big Pine Key

2 bedrooms, 3 beds

11–16 Aug

$2,094 SGD for 5 nights

Home in Marathon

Updated 4BR view, pet friendly, private pool, dock

5 bedrooms, 9 beds

29 Aug – 5 Sept

$6,510 SGD for 7 nights

5.0 out of 5 average rating, 25 reviews

Featured hotel

Hotel in Summerland Key

King room

1 bedroom, 1 king bed

19–24 Jul

$1,341 SGD for 5 nights

+$169 SGD Airbnb credit

5.0 out of 5 average rating, 9 reviews

Home in Key West

Luxury Retreat-Old Town; Pool, Parking, Near Duval

2 bedrooms, 4 beds

7–12 Aug

$5,440 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Superhost

Villa in Little Conch Key

Seapalm island | Private beach and oceanside dock

5 bedrooms, 6 beds

30 Aug – 4 Sept

$9,873 SGD for 5 nights

4.84 out of 5 average rating, 74 reviews

Hotel room in Little Torch Key

Tropical Escape w/ Kitchen, Breakfast & Pool!

2 bedrooms

21–26 Jul

$3,342 SGD for 5 nights

Home in Marathon

NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip

5 bedrooms, 6 beds

30 Aug – 6 Sept

Book early to save

New place to stay

Top guest favourite

Home in Marathon

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

3 bedrooms

15–22 Sept

$4,568 SGD for 7 nights

4.97 out of 5 average rating, 35 reviews