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Search results; Over 1,000 homes in Key West

Boat in Key West

Cozy Houseboat Experience & Scenic Views @ Perry

1 bedroom, 1 bed, 1 private bathroom

1–6 Sept

$1,951 SGD for 5 nights

,

4.85 out of 5 average rating, 40 reviews

Guest favourite

Home in Key West

Gone Coastal 2

3 bedrooms, 5 beds

10–15 Sept

$3,145 SGD for 5 nights

4.93 out of 5 average rating, 126 reviews

Guest favourite

Apartment in Key West

Penthouse Waterfront Dock Pool Condo Near Duval St

4 bedrooms, 11 beds

4–9 Oct

$7,157 SGD for 5 nights

4.9 out of 5 average rating, 264 reviews

Room in Key West

*Near Smathers Beach | Pool + Dining & Bar

2 queen beds

13–18 Sept

Extended stay discount

Free cancellation

4.83 out of 5 average rating, 24 reviews

Guest favourite

Flat in Key West

Castaway Cove: Pet-friendly 2/2 condo near beach!

2 bedrooms, 3 beds

28 Sept – 3 Oct

$1,909 SGD for 5 nights

4.89 out of 5 average rating, 119 reviews

Top guest favourite

Boat in Key West

Wake Up On The Water | Luxury Marina | Key West

3 bedrooms, 3 double beds

20–25 Sept

5.0 out of 5 average rating, 12 reviews

Luxe

Home in Key West

The Dreamside House at Lunara Bay

8 bedrooms, 8 king beds

20–25 Sept

$9,989 SGD for 5 nights

5.0 out of 5 average rating, 14 reviews

Guest favourite

Home in Key West

MERMAID COVE- Funky Getaway on Duval

4 bedrooms, 5 beds

22–27 Sept

$4,941 SGD for 5 nights

4.9 out of 5 average rating, 250 reviews

Top guest favourite

Apartment in Key West

Coastline Comfort

2 bedrooms, 4 beds

22–27 Sept

5.0 out of 5 average rating, 9 reviews

Top guest favourite

Home in Key West

Casa Calypso 3bed3bath sleeps 8 beautiful decorate

3 bedrooms, 5 beds

14–19 Sept

5.0 out of 5 average rating, 39 reviews

Top guest favourite

Casa particular in Key West

Amazing Canal front home in KW!

4 bedrooms, 5 beds

9–14 Sept

5.0 out of 5 average rating, 41 reviews

Guest favourite

Boat in Key West

3BR In Resort Village, Pools, Free Kayak & Shuttle

3 bedrooms, 3 beds

7–12 Sept

4.81 out of 5 average rating, 26 reviews

Guest favourite

Houseboat in Key West

Tiki Suites ~ Original Tiki ~ Floating Bungalows

1 bedroom, 1 bed

2–7 Sept

$4,711 SGD for 5 nights

4.91 out of 5 average rating, 559 reviews

Guest favourite

Apartment in Key West

Waterfront Dock Pool Near Duval St Penthouse

4 bedrooms, 9 beds

1–6 Sept

$6,928 SGD for 5 nights

4.92 out of 5 average rating, 212 reviews

Guest favourite

Flat in Key West

Luxury Designer Estate - Lunara Bay Collection

6 bedrooms, 8 beds

1–6 Sept

$9,684 SGD for 5 nights

5.0 out of 5 average rating, 13 reviews

Luxe

Home in Key West

The Windrose Estate at Lunara Bay

6 bedrooms, 9 beds

27 Sept – 2 Oct

$6,925 SGD for 5 nights

4.9 out of 5 average rating, 30 reviews

Luxe

Home in Key West

The Starboard House at Solaire Lunara Bay

8 bedrooms, 11 beds

7–12 Sept

$12,458 SGD for 5 nights

4.9 out of 5 average rating, 10 reviews

Guest favourite

Home in Key West

Thompson Island USA !! Your Key West Retreat !!

9 bedrooms, 10 king beds

6–11 Sept

$11,274 SGD for 5 nights

4.79 out of 5 average rating, 105 reviews

Top guest favourite

Apartment in Key West

Boat Slip - Waterfront Condo - Key West Pool

2 bedrooms, 4 beds

4–9 Sept

$4,106 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews