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Search results; Over 1,000 homes in Key West

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Guest favourite

Boat in Key West

Stay on Roxie - free transport & snacks, BYOB.

1 bedroom, 2 beds, 1 private bathroom

7–12 Sept

$1,835 SGD for 5 nights

,

4.9 out of 5 average rating, 245 reviews

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Guest favourite

Apartment in Key West

Penthouse Waterfront Dock Pool Condo Near Duval St

4 bedrooms, 11 beds

4–9 Oct

$7,182 SGD for 5 nights

4.9 out of 5 average rating, 265 reviews

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Guest favourite

Home in Key West

Gone Coastal 2

3 bedrooms, 5 beds

25–30 Sept

$2,968 SGD for 5 nights

4.93 out of 5 average rating, 126 reviews

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Room in Key West

*Near Smathers Beach | Pool + Dining & Bar

2 queen beds

6–11 Sept

Extended stay discount

Free cancellation

4.83 out of 5 average rating, 24 reviews

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Boat in Key West

Serenova - 58' Leopard Catamaran

3 bedrooms, 3 queen beds

14–19 Sept

$2,620 SGD for 5 nights

Free cancellation

New place to stay

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Guest favourite

Apartment in Key West

Waterfront Dock Pool Near Duval St Penthouse

4 bedrooms, 9 beds

1–6 Sept

$4,170 SGD for 5 nights

4.92 out of 5 average rating, 214 reviews

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Guest favourite

Flat in Key West

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

2 bedrooms, 3 beds

28 Sept – 3 Oct

$1,916 SGD for 5 nights

4.89 out of 5 average rating, 119 reviews

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Top guest favourite

Home in Key West

Casa Calypso 3bed3bath sleeps 8 beautiful decorate

3 bedrooms, 5 beds

14–19 Sept

Free cancellation

5.0 out of 5 average rating, 39 reviews

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Top guest favourite

Boat in Key West

Wake Up On The Water | Luxury Marina | Key West

3 bedrooms, 3 double beds

20–25 Sept

Free cancellation

5.0 out of 5 average rating, 13 reviews

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Guest favourite

Apartment in Key West

EYW Getaway

2 bedrooms, 3 beds

1–6 Sept

$2,448 SGD for 5 nights

4.99 out of 5 average rating, 86 reviews

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Guest favourite

Houseboat in Key West

Tiki Suites ~ Original Tiki ~ Floating Bungalows

1 bedroom, 1 bed

13–18 Sept

$3,848 SGD for 5 nights

4.91 out of 5 average rating, 559 reviews

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Guest favourite

Apartment in Key West

Waterfront Condo Dock Pool Downtown Near Duval

2 bedrooms, 4 beds

4–9 Sept

$3,656 SGD for 5 nights

4.91 out of 5 average rating, 276 reviews

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Home in Key West

Walk to Duval St-Private Pool Oasis

3 bedrooms, 4 beds

1–8 Sept

$4,398 SGD for 7 nights

5.0 out of 5 average rating, 3 reviews

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Luxe

Home in Key West

Evershore Estate at Lunara Bay | Wellness Home

4 bedrooms, 7 beds

27 Oct – 1 Nov

$7,936 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 116 reviews

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Luxe

Home in Key West

The Dreamside House at Lunara Bay

8 bedrooms, 8 king beds

20–25 Sept

$9,948 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 14 reviews

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Guest favourite

Home in Key West

MERMAID COVE- Funky Getaway on Duval

4 bedrooms, 5 beds

22–27 Sept

$4,958 SGD for 5 nights

4.9 out of 5 average rating, 250 reviews

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Guest favourite

Boat in Key West

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

3 bedrooms, 3 beds

7–12 Sept

Free cancellation

4.81 out of 5 average rating, 26 reviews

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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

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Luxe

Home in Key West

The Windrose Estate at Lunara Bay

6 bedrooms, 9 beds

27 Sept – 2 Oct

$6,950 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 30 reviews