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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

$1,261 SGD for 5 nights

,

4.93 out of 5 average rating, 387 reviews

Superhost

Villa in Islamorada

Private Beach & Dock / Heated Pool / Dolphin Key

4 bedrooms, 4 king beds, 4 bathrooms

3–10 Aug

$23,613 SGD for 7 nights

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

5.0 out of 5 average rating, 15 reviews

Top guest favourite

Home in Islamorada

Waterfront private home, pool, dock, sunsets, tiki

4 bedrooms, 4 beds, 3 bathrooms

15–22 Sept

$10,770 SGD for 7 nights

5.0 out of 5 average rating, 53 reviews

Top guest favourite

Home in Islamorada

Flakey's

2 bedrooms, 3 beds, 1 bathroom

8–15 Aug

$2,738 SGD for 7 nights

4.97 out of 5 average rating, 215 reviews

Top guest favourite

Home in Islamorada

Seaside Sanctuary in Islamorada

4 bedrooms, 5 beds, 4.5 bathrooms

7–14 Aug

$10,629 SGD for 7 nights

4.96 out of 5 average rating, 25 reviews

Superhost

Home in Islamorada

Beachfront Estate - Two Villas / Heated Pools

8 bathrooms

9–16 Aug

New place to stay

Guest favourite

Home in Key Largo

Lakefront pool house, jacuzzi Beachfront

3 bedrooms, 6 beds, 3 bathrooms

7–12 May

$3,814 SGD for 5 nights

4.96 out of 5 average rating, 68 reviews

Luxe

Home in Marathon

Ocean Palms Luxury Oceanfront SeaGlass Cove FLKeys

5 bedrooms, 5 bathrooms

1–8 Aug

$10,683 SGD for 7 nights

Free cancellation

Guest favourite

Home in Islamorada

The Villa by the Bay Pool/Boat Dock, Islamorada Fl

4 bedrooms, 5 beds, 3.5 bathrooms

2–9 Aug

$9,039 SGD for 7 nights

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Home in Marathon

World-Class Oceanfront Pool/Hottub Sunset Escape

5 bedrooms, 7 beds, 3.5 bathrooms

29 Aug – 5 Sept

5.0 out of 5 average rating, 38 reviews

Home in Key Largo

Villa Mangrove - Key Largo Waterfront Property

3 bedrooms, 1 sofa bed, 3 bathrooms

9–14 Aug

$5,049 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in Islamorada

Keezy Dream House+Beach, Pool & Kayaks at Anglers

2 bedrooms, 3 beds, 2.5 bathrooms

1–8 Aug

$3,352 SGD for 7 nights

4.92 out of 5 average rating, 26 reviews

Guest favourite

Villa in Islamorada

Islamorada | Maison Residences

4 bedrooms, 5 beds, 6 bathrooms

1–8 Aug

$9,762 SGD for 7 nights

4.92 out of 5 average rating, 13 reviews

Luxe

Home in Islamorada

Private Beach / Pickleball Court and Tiki Bar

6 bedrooms, 8 king beds, 4 bathrooms

16–23 Aug

$25,074 SGD for 7 nights

Top guest favourite

Home in Marathon

Oceanfront•Sunrise from Bed•Pool Spa•Walk toBeach

5 bedrooms, 10 beds, 6 bathrooms

15–22 Aug

$12,683 SGD for 7 nights

5.0 out of 5 average rating, 15 reviews

Featured hotel

Room in Islamorada

Studio suite garden view two queen accessible

2 queen beds, 1 bathroom

16–21 Aug

+$166 SGD Airbnb credit

Pay $0 today

Flat in Islamorada

Poolside 2 queen Apartment

1 bedroom, 1 bed, 1 bathroom

9–14 Aug

Extended stay discount

Pay $0 today

Free cancellation

4.8 out of 5 average rating, 50 reviews

Top guest favourite

Home in Islamorada

Off The Charts-Waterfront Tiki Bar & Private Dock

3 bedrooms, 3 beds, 2 bathrooms

13–20 Aug

$5,511 SGD for 7 nights

5.0 out of 5 average rating, 14 reviews