Search results; Over 1,000 places in Islamorada

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Guest favourite
Cottage in Islamorada
2br/1ba w heated pool, 1 mile to robbies marina
5 guests2 bedrooms3 beds1 bathroom
18–23 May
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18–23 May
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€ 384 per night

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Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
Free cancellation
18–23 May
€ 178 per night
4.93 out of 5 average rating, 344 reviews
Guest favourite
Home in Islamorada
Heart of Islamorada ~ Private Boat Slip
6 beds
10–15 May
€ 788 per night
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Islamorada
Flakey's
3 beds
24–31 May
€ 282 per night
4.97 out of 5 average rating, 190 reviews
Flat in Islamorada
Poolside 2 queen Apartment
Free cancellation
11–16 May
€ 149 per night
4.78 out of 5 average rating, 40 reviews
Houseboat in Islamorada
Perfect escape to the ocean
3 beds
17–22 May
€ 501 per night
New place to stay
Guest favourite
Villa in Islamorada
Scenic Resort w/ Outdoor Pool | Florida Keys Stay
2 king beds
11–16 May
€ 478 per night
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Islamorada
Waterfront Cottage Walk to World Famous Lorelei
1 king bed
25–30 Sept
€ 284 per night
4.95 out of 5 average rating, 39 reviews
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
Free cancellation
3–8 Jul
€ 734 per night
4.98 out of 5 average rating, 52 reviews
Superhost
Hotel room in Islamorada
Serenity Sands! Free Parking, Swimming Pool!
Free cancellation
26–31 May
€ 378 per night
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
2 beds
23–28 May
€ 440 per night
4.96 out of 5 average rating, 80 reviews
Townhouse in Islamorada
Oceanfront Islamorada Townhome w/ Dock & Pool
3 beds
10–16 May
€ 618 per night
Guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
4 beds
5–12 Aug
€ 1,580 per night
5.0 out of 5 average rating, 40 reviews
Guest favourite
Houseboat in Islamorada
2/1 Aqua Lodge with Full Kitchen
Free cancellation
9–14 Jul
€ 308 per night
4.87 out of 5 average rating, 15 reviews
Villa in Islamorada
2 Tranquil Villa Hideaway w/ Ocean & Pool Access
4 king beds
11–16 May
€ 858 per night
5.0 out of 5 average rating, 3 reviews
Superhost
Hotel room in Islamorada
Always a Great Idea To Unwind! Free Parking, Pool
Free cancellation
12–17 Jul
€ 328 per night
Superhost
Apartment in Tavernier
Toes in the Sand - 2 Bedroom Condo Sleeps 4
Free cancellation
10–15 Jun
€ 235 per night
4.84 out of 5 average rating, 218 reviews
Hotel in Islamorada
The Garden Suite @Casa Morada
Free cancellation
27 May – 1 Jun
€ 573 per night
Guest favourite
Flat in Islamorada
Hidden Gem Islamorada | 1st Floor
2 beds
8–13 Jun
€ 361 per night
4.98 out of 5 average rating, 62 reviews