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Search results; Over 1,000 homes in Islamorada

Top guest favourite
Flat in Islamorada
Elevated Retreat | Sunset Access + Boat Basin
2 bedrooms, 2 beds, 2 private bathrooms
12–17 Jul
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4.98 out of 5 average rating, 60 reviews
Featured hotel
Hotel in Tavernier
Standard two bedroom ocean view suite
4.33 out of 5 average rating, 3 reviews, 2 bedrooms, 1 bathroom
10–15 Aug
Guest favourite
Home in Tavernier
Luxury 3/2 Mini-golf, Hot Tub, Kayaks & Pedal boat
4.96 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
Guest favourite
Home in Islamorada
FL Keys Ocean Front Escape
4.9 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 3 bathrooms
12–19 Jul
Top guest favourite
Townhouse in Islamorada
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
4.97 out of 5 average rating, 32 reviews, 3 bedrooms, 3 bathrooms
9–15 Aug
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
4.97 out of 5 average rating, 103 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Tavernier
Two Authentic Conch Houses Private Beach on FL BAY
4.96 out of 5 average rating, 136 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Home in Islamorada
Margaritaville
4.88 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Islamorada
Islamorada Bungalow # 5
4.86 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
Top guest favourite
Flat in Tavernier
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
5.0 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Guest favourite
Villa in Islamorada
Has canal ocean sbigdavechartersandtours.comm-1m
4.98 out of 5 average rating, 65 reviews, 4 bedrooms, 10 beds, 2 bathrooms
19–24 Sept
Top guest favourite
Apartment in Tavernier
Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Flat in Tavernier
Oceanfront Bliss • Wall-to-Wall Water Views + Pool
5.0 out of 5 average rating, 35 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Guest favourite
Home in Islamorada
Summer-Fall Super Discounts- Check Availability!
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
12–19 Jul
Top guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–15 Aug
Guest favourite
Apartment in Key Largo
Kawama, Key Largo, Oceanfront Stay, Marina & Pool
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Featured hotel
Hotel in Key Largo
Cottage 2 queen beds with kitchenette
New place to stay, 1 bedroom, 1 bathroom
12–17 Aug
Top guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
4.93 out of 5 average rating, 386 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Superhost
Home in Islamorada
Waterfront / Ocean Access Canal / Kamp Key
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug