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Search results; Over 1,000 homes in Key West

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Superhost

Resort in Key West

Enticing two Bedroom at Hyatt Sunset Harbor!

2 bedrooms, 3 beds, 2 private bathrooms

8–15 Nov

$6,566 SGD for 7 nights

,

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Superhost

Home in Marathon

NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes

4 bedrooms, 7 beds

10–17 Oct

Weekly discount

Free cancellation

New place to stay

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Featured hotel

Hotel in Key West

Silver Palms Inn & Historic Homes, Superior King .

1 bedroom, 1 king bed

2–7 Oct

$1,294 SGD for 5 nights

+$129 SGD Airbnb credit

4.76 out of 5 average rating, 21 reviews

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Top guest favourite

Home in Marathon

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

4 bedrooms, 4 beds

3–10 Oct

Weekly discount

Free cancellation

5.0 out of 5 average rating, 6 reviews

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Hotel in Key West

*Near Smathers Beach | Pool + Dining & Bar

1 bedroom, 2 queen beds

3–8 Oct

Extended stay discount

Free cancellation

4.71 out of 5 average rating, 35 reviews

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Guest favourite

Home in Key West

Cathouse Old Town Oasis Huge Heated Pool & Parking

4 bedrooms, 7 beds

11–16 Oct

$6,288 SGD for 5 nights

4.98 out of 5 average rating, 80 reviews

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Hotel in Key West

*Near Mallory Square | Resort Pool, Dining + Bar

1 bedroom, 1 king bed

1–6 Oct

Extended stay discount

Free cancellation

4.74 out of 5 average rating, 27 reviews

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Guest favourite

Apartment in Key West

Parking & Shared Pool - Casa Key West

3 bedrooms, 5 beds

25–30 Oct

$6,824 SGD for 5 nights

Free cancellation

4.71 out of 5 average rating, 174 reviews

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Guest favourite

Houseboat in Key West

Tiki Suites ~ Original Tiki ~ Floating Bungalows

1 bedroom, 1 bed

14–19 Oct

$5,171 SGD for 5 nights

4.91 out of 5 average rating, 562 reviews

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Guest favourite

Apartment in Key West

Penthouse Waterfront Dock Pool Condo Near Duval St

4 bedrooms, 11 beds

13–18 Oct

$8,613 SGD for 5 nights

4.9 out of 5 average rating, 265 reviews

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Guest favourite

Apartment in Key West

The Saint Martin Suite | Delightfully Updated!

2 bedrooms, 3 beds

1–6 Oct

$2,069 SGD for 5 nights

4.95 out of 5 average rating, 20 reviews

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Top guest favourite

Home in Marathon

Tropical Keys Retreat | Pool | Hot Tub | Cinema

3 bedrooms, 4 beds

1–8 Oct

Free cancellation

5.0 out of 5 average rating, 81 reviews

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Top guest favourite

Home in Key West

Casa Cristol - Truman Annex

3 bedrooms, 3 beds

15–20 Nov

$6,518 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

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Guest favourite

Apartment in Key West

Waterfront Condo Dock Pool Downtown Near Duval

2 bedrooms, 4 beds

7–12 Oct

$2,835 SGD for 5 nights

4.91 out of 5 average rating, 280 reviews

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Guest favourite

Apartment in Key West

Waterfront Dock Pool Near Duval St Penthouse

4 bedrooms, 9 beds

4–9 Oct

$4,381 SGD for 5 nights

4.92 out of 5 average rating, 218 reviews

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Luxe

Home in Key West

The Rigby House - Pool, One block from Duval St

6 bedrooms, 6 beds

15–20 Oct

Free cancellation

5.0 out of 5 average rating, 28 reviews

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Top guest favourite

Apartment in Key West

Coastline Comfort

2 bedrooms, 4 beds

5–10 Oct

$2,461 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 11 reviews

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Guest favourite

Flat in Key West

Duval Corner - Pet friendly with Balcony

1 bedroom, 1 queen bed

11–16 Oct

$1,741 SGD for 5 nights

Free cancellation

4.86 out of 5 average rating, 59 reviews

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Top guest favourite

Flat in Key West

The Perch on Duval- Hip & Modern Duval Suite

2 bedrooms, 3 beds

11–16 Oct

$3,931 SGD for 5 nights

4.97 out of 5 average rating, 118 reviews