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Search results; Over 1,000 homes in Islamorada

Home in Islamorada

Beach Cottage with pool, Dock and beach access

4 bedrooms, 5 beds, 3 private bathrooms

25 Apr – 1 May

$6,103 SGD for 6 nights

,

4.87 out of 5 average rating, 62 reviews

Superhost

Villa in Islamorada

Private Beach & Dock / Heated Pool / Dolphin Key

4 bedrooms, 4 king beds

17–22 Aug

$11,038 SGD for 5 nights

Free cancellation

New place to stay

Houseboat in Islamorada

“The Salty Suite” Islamorada House Boat

2 beds

24–29 Aug

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Boat in Islamorada

360 DEGREE WATERVIEW HOUSEBOAT

1 bedroom, 1 bed

10–15 Aug

$1,247 SGD for 5 nights

Pay $0 today

Free cancellation

4.93 out of 5 average rating, 388 reviews

Top guest favourite

Houseboat in Marathon

b watervibe

1 bedroom, 1 small double bed

27 Sept – 2 Oct

Pay $0 today

Free cancellation

4.92 out of 5 average rating, 90 reviews

Houseboat in Buttonwood Sound

Premium Floating Bungalow by Stay Ombi

1 bedroom, 1 king bed

10–15 Aug

Extended stay discount

Pay $0 today

Free cancellation

4.91 out of 5 average rating, 34 reviews

Featured hotel

Room in Key Largo

Sand dollar

1 queen bed

12–17 Sept

$1,036 SGD for 5 nights

+$155 SGD Airbnb credit

Guest favourite

Cottage in Islamorada Tavernier

Luxury Floating Cottage • Marina, dining & fun!

3 bedrooms, 4 beds

9–14 Aug

$3,927 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 7 reviews

Guest favourite

Houseboat in Islamorada Tavernier

Baycation Houseboat | Florida Keys Waterfront Stay

1 bedroom, 2 beds

9–14 Aug

Free cancellation

4.9 out of 5 average rating, 274 reviews

Top guest favourite

Home in Islamorada

Flakey's

2 bedrooms, 3 beds

15–22 Aug

$2,708 SGD for 7 nights

4.97 out of 5 average rating, 217 reviews

Home in Key Largo

Villa Mangrove - Key Largo Waterfront Property

3 bedrooms, 1 sofa bed

9–14 Aug

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 4 reviews

Apartment in Tavernier

Friends' Getaway 1BR w/ Ocean View, Pool & Beach

1 bedroom, 2 beds

23–28 Aug

$1,071 SGD for 5 nights

Pay $0 today

Free cancellation

Top guest favourite

Cottage in Key Largo

Kampground Paradise w/Kayaks, Heated Pool & Marina

2 bedrooms, 3 beds

8–13 Sept

Book early to save

Free cancellation

5.0 out of 5 average rating, 72 reviews

Top guest favourite

Boat in Tavernier

Island Sanctuary Islamorada

2 bedrooms, 2 beds

8–13 Aug

$2,254 SGD for 5 nights

Pay $0 today

Free cancellation

4.92 out of 5 average rating, 400 reviews

Top guest favourite

Camper van/Motorhome in Key Largo

RV by the Sea - Glamping in the Keys

2 bedrooms, 7 beds

23–28 Aug

$769 SGD for 5 nights

Pay $0 today

Free cancellation

4.88 out of 5 average rating, 136 reviews

Guest favourite

Townhouse in Islamorada

Bayside Townhome in Islamorada with Boat Slip

2 bedrooms, 4 beds

22–29 Aug

$3,702 SGD for 7 nights

Free cancellation

4.98 out of 5 average rating, 89 reviews

Guest favourite

Guest house in Key Largo

Romantic Bayside Guesthouse peaceful beach sunsets

1 bedroom, 1 queen bed

25–30 Aug

Free cancellation

4.85 out of 5 average rating, 514 reviews

Guest favourite

Home in Islamorada

Sleeps 8 | Sunset + Boat Basin | Islamorada

4 bedrooms, 4 beds

24–29 Aug

Free cancellation

4.87 out of 5 average rating, 46 reviews

Guest favourite

Apartment in Tavernier

Toes in the Sand - 2 Bedroom Condo Sleeps 4

2 bedrooms, 2 beds

28 Aug – 2 Sept

Pay $0 today

Free cancellation

4.86 out of 5 average rating, 269 reviews