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Search results; Over 1,000 homes in Islamorada

Top guest favourite

Boat in Islamorada

360 DEGREE WATERVIEW HOUSEBOAT

1 bedroom, 1 bed, 1 private bathroom

9–14 Aug

$1,263 SGD for 5 nights

,

4.93 out of 5 average rating, 387 reviews

Top guest favourite

Home in Islamorada

Flakey's

2 bedrooms, 3 beds, 1 bathroom

8–15 Aug

$2,741 SGD for 7 nights

4.97 out of 5 average rating, 215 reviews

Guest favourite

Home in Islamorada

Islamorada Bungalow # 5

2 bedrooms, 2 beds, 1 bathroom

17–22 Aug

$2,343 SGD for 5 nights

Pay $0 today

Free cancellation

4.81 out of 5 average rating, 37 reviews

Houseboat in Islamorada

“The Salty Suite” Islamorada House Boat

2 beds, 1 bathroom

20–25 Jul

$1,068 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Townhouse in Islamorada

Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio

3 bedrooms, 4 beds, 3 bathrooms

9–15 Aug

$4,388 SGD for 6 nights

5.0 out of 5 average rating, 14 reviews

Top guest favourite

Townhouse in Islamorada

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom

3 bedrooms, 3 bathrooms

9–15 Aug

$4,692 SGD for 6 nights

4.97 out of 5 average rating, 33 reviews

Superhost

Cottage in Islamorada Tavernier

Luxury Floating Cottage • Marina, dining & fun!

3 bedrooms, 4 beds, 2 bathrooms

19–24 Jul

$4,207 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Flat in Tavernier

Keys Sunset Sanctuary

2 bedrooms, 4 beds, 2 bathrooms

19–24 Jul

$2,373 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 14 reviews

Top guest favourite

Flat in Tavernier

Marina & Ocean Front Suite 5202

2 bedrooms, 4 beds, 2 bathrooms

14–19 Jul

Pay $0 today

Free cancellation

4.94 out of 5 average rating, 32 reviews

Guest favourite

Home in Islamorada

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

2 bedrooms, 3 beds, 2.5 bathrooms

29 Aug – 5 Sept

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 14 reviews

Guest favourite

Home in Key Largo

3BR Oceanview Oasis: Pool, Spa & Elevator

3 bedrooms, 4 beds, 2.5 bathrooms

30 Aug – 4 Sept

Pay $0 today

Free cancellation

4.86 out of 5 average rating, 43 reviews

Guest favourite

Home in Islamorada

Sleeps 8 | Sunset + Boat Basin | Islamorada

4 bedrooms, 4 beds, 4 bathrooms

24–29 Aug

Free cancellation

4.87 out of 5 average rating, 46 reviews

Top guest favourite

Home in Islamorada

Waterfront private home, pool, dock, sunsets, tiki

4 bedrooms, 4 beds, 3 bathrooms

15–22 Sept

$11,798 SGD for 7 nights

5.0 out of 5 average rating, 52 reviews

Guest favourite

Villa in Islamorada

Angler’s Reef home • Pool • Kayaks • Paddle boards

2 bedrooms, 4 beds, 2.5 bathrooms

15–22 Jul

$4,839 SGD for 7 nights

Pay $0 today

Free cancellation

4.92 out of 5 average rating, 24 reviews

Guest favourite

Apartment in Tavernier

Condo in Tavernier

2 bedrooms, 3 beds, 2 bathrooms

12–17 Sept

$1,473 SGD for 5 nights

Pay $0 today

Free cancellation

4.96 out of 5 average rating, 49 reviews

Top guest favourite

Apartment in Tavernier

Tequila Sunrise

2 bedrooms, 4 beds, 2 bathrooms

9–14 Aug

$1,976 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 104 reviews

Guest favourite

Townhouse in Islamorada

Oceanfront Islamorada Townhome with Pool & Dock

3 bedrooms, 3 beds, 3 bathrooms

7–14 Aug

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 8 reviews

Guest favourite

Villa in Islamorada

Isla Honeydew-3 EnSuite Bedrooms,Pool, Dock

3 bedrooms, 3 beds, 3.5 bathrooms

23–30 Aug

Free cancellation

4.94 out of 5 average rating, 18 reviews

Guest favourite

Bungalow in Islamorada

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

2 bedrooms, 3 beds, 1 bathroom

20–25 Aug

$2,958 SGD for 5 nights

4.96 out of 5 average rating, 75 reviews