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Search results; Over 1,000 homes in Key West

Guest favourite

Apartment in Key West

Affordable Beachfront Luxury Condo Sleeps 6

2 bedrooms, 3 beds, 2 private bathrooms

9–14 Aug

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4.78 out of 5 average rating, 314 reviews

Top guest favourite

Home in Marathon

Luxury Boating Paradise+Pool+Sailing Kayaks

4 bedrooms, 8 beds, 3 bathrooms

15–22 Aug

$3,398 SGD for 7 nights

5.0 out of 5 average rating, 85 reviews

Guest favourite

Room in Key West

*Near Smathers Beach | Pool + Dining & Bar

2 queen beds, 1 bathroom

5–10 Sept

Extended stay discount

Free cancellation

5.0 out of 5 average rating, 10 reviews

Home in Marathon

4BR Gulffront Dog Friendly | Pool | Dock | Deck

4 bedrooms, 4 beds, 2.5 bathrooms

16–23 Aug

$3,710 SGD for 7 nights

4.71 out of 5 average rating, 7 reviews

Superhost

Home in Key West

Pilar's Secret - walking distance to everything!

3 bedrooms, 5 beds, 2 bathrooms

21–26 Aug

$6,189 SGD for 5 nights

4.92 out of 5 average rating, 88 reviews

Superhost

Apartment in Key West

Downtown Key West suite, half-block from nightlife

1 bedroom, 3 beds, 1.5 bathrooms

2–7 Aug

$1,587 SGD for 5 nights

4.63 out of 5 average rating, 97 reviews

Guest favourite

Houseboat in Key West

Tiki Suites ~ Original Tiki ~ Floating Bungalows

1 bedroom, 1 bed, 1 bathroom

18–23 Aug

$4,300 SGD for 5 nights

4.91 out of 5 average rating, 555 reviews

Superhost

Home in Key West

Fleming Street 2/1 private home Key West getaway

2 bedrooms, 4 beds, 1 bathroom

4–9 Aug

$2,387 SGD for 5 nights

4.91 out of 5 average rating, 135 reviews

Guest favourite

Home in Big Pine Key

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

3 bedrooms, 3 beds, 4 bathrooms

5–10 Oct

$6,752 SGD for 5 nights

4.91 out of 5 average rating, 101 reviews

Luxe

Home in Key West

The Seagate Estate at Lunara Bay

4 bedrooms, 5 beds, 4.5 bathrooms

16–21 Aug

$6,667 SGD for 5 nights

Free cancellation

4.81 out of 5 average rating, 62 reviews

Flat in Key West

Apartment in Key west

1 bedroom, 1 queen bed, 1 bathroom

1–6 Aug

$1,708 SGD for 5 nights

Free cancellation

New place to stay

Top guest favourite

Apartment in Key West

Coastline Comfort

2 bedrooms, 4 beds, 2 bathrooms

22–27 Sept

$2,583 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 6 reviews

Guest favourite

Home in Key West

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

2 bedrooms, 4 beds, 2.5 bathrooms

9–14 Aug

$5,167 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Superhost

Apartment in Key West

The Cuban House @ Cuban Club Suites

1 bedroom, 3 beds, 1.5 bathrooms

2–7 Aug

$1,559 SGD for 5 nights

4.76 out of 5 average rating, 178 reviews

Guest favourite

Home in Cudjoe Key

Ocean Breeze Retreat w/ Dock| Keys Escape

2 bedrooms, 4 beds, 2 bathrooms

24–29 Aug

$1,937 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Flat in Key West

Newly Renovated 2/2 Bath Condo, with shared pool

2 bedrooms, 3 beds, 2 bathrooms

10–15 Aug

4.99 out of 5 average rating, 83 reviews

Guest favourite

Home in Key West

Paradise found

3 bedrooms, 4 beds, 3 bathrooms

26–31 Aug

$3,018 SGD for 5 nights

4.94 out of 5 average rating, 151 reviews

Guest favourite

Home in Key Colony Beach

4/2.5 Waterfront home on Key Colony, Pool, Dockage

3 bedrooms, 4 beds, 2.5 bathrooms

14–21 Aug

4.85 out of 5 average rating, 39 reviews

Guest favourite

Flat in Key West

Designer Waterfront Estate - Lunara Bay Collection

4 bedrooms, 5 beds, 4.5 bathrooms

1–6 Aug

4.82 out of 5 average rating, 28 reviews