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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
29 Jul – 3 Aug
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4.93 out of 5 average rating, 384 reviews
Superhost
Cottage in Islamorada Tavernier
Luxury Floating Cottage • Marina, dining & fun!
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
New place to stay
Guest favourite
Home in Tavernier
Two Authentic Conch Houses Private Beach on FL BAY
4 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.96 out of 5 average rating, 136 reviews
Top guest favourite
Home in Tavernier
Islamorada Reef Canal & Pool home off Tav Creek-
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Townhouse in Islamorada
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
3 bedrooms, 3 bathrooms
9–15 Aug
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Tavernier
Luxury Treehouse | Spacious Parking |
4 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.93 out of 5 average rating, 30 reviews
Guest favourite
Flat in Tavernier
Panoramic Ocean Views, Ocean Pointe Condo
2 bedrooms, 2 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Tavernier
Condo with Pool and Beach Access
2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
4.95 out of 5 average rating, 80 reviews
Guest favourite
Apartment in Tavernier
Coastal Comfort in Tavernier - Pool + Beach Access
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.83 out of 5 average rating, 116 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
4 bedrooms, 4 king beds, 4 bathrooms
13–18 Jul
New place to stay
Guest favourite
Home in Islamorada
Summer-Fall Super Discounts- Check Availability!
4 bedrooms, 5 beds, 4.5 bathrooms
6–13 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Islamorada
Islamorada Bungalow # 5
2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
4.86 out of 5 average rating, 35 reviews
Guest favourite
Townhouse in Islamorada
Oceanfront Islamorada Townhome with Pool & Dock
3 bedrooms, 3 beds, 3 bathrooms
1–8 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Tavernier
Welcome to the Pelican Lodge !
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.91 out of 5 average rating, 33 reviews
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, 14 reviews
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Home in Islamorada
TheSandbar: Partial Ocean view,Pool,Free Dockage
3 bedrooms, 5 beds, 3 bathrooms
18–25 Jul
5.0 out of 5 average rating, 24 reviews
Home in Key Largo
Home in the keys with pool/boat dock/water view!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
Superhost
Home in Islamorada
Waterfront / Ocean Access Canal / Kamp Key
3 bedrooms, 3 king beds, 3 bathrooms
18–25 Jul
5.0 out of 5 average rating, 3 reviews