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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
1–6 Aug
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4.93 out of 5 average rating, 385 reviews
Featured hotel
Hotel in Tavernier
Standard two bedroom ocean view suite
2 bedrooms, 1 bathroom
8–13 Aug
New place to stay
Guest favourite
Home in Islamorada
FL Keys Ocean Front Escape
2 bedrooms, 2 beds, 3 bathrooms
10–17 Jul
4.9 out of 5 average rating, 10 reviews
Home in Key Largo
Home in the keys with pool/boat dock/water view!
3 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
Guest favourite
Home in Tavernier
Luxury Treehouse | Spacious Parking |
4 bedrooms, 4 beds, 2 bathrooms
4–9 Apr
4.93 out of 5 average rating, 30 reviews
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
Guest favourite
Home in Tavernier
Two Authentic Conch Houses Private Beach on FL BAY
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 136 reviews
Guest favourite
Home in Tavernier
Luxury 3/2 Mini-golf, Hot Tub, Kayaks & Pedal boat
3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
4.96 out of 5 average rating, 45 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, 32 reviews
Top guest favourite
Apartment in Tavernier
Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201
2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Tavernier
Ocean View 2br/2ba w/pool, bar, gym + dockage 28ft
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 99 reviews
Superhost
Home in Islamorada
Waterfront / Ocean Access Canal / Kamp Key
3 bedrooms, 3 king beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Featured hotel
Hotel in Islamorada
One bedroom standard view suite two queens
1 bedroom, 1 bathroom
30 Jul – 4 Aug
Guest favourite
Villa in Islamorada
Angler’s Reef home • Pool • Kayaks • Paddle boards
2 bedrooms, 4 beds, 2.5 bathrooms
9–16 Jul
4.92 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Tavernier
Designer Comforts & Ocean Views- Ocean Pointe 2416
2 bedrooms, 4 beds, 2 bathrooms
9–14 Jul
4.92 out of 5 average rating, 74 reviews
Guest favourite
Flat in Tavernier
Oceanfront Bliss • Wall-to-Wall Water Views + Pool
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 35 reviews
Home in Key Largo
Villa Mangrove - Key Largo Waterfront Property
3 bedrooms, 1 sofa bed, 3 bathrooms
19–24 Jul
New place to stay
Guest favourite
Home in Islamorada
Oceanfront community 114 Anglers Reef Islamorada
2 bedrooms, 4 beds, 2.5 bathrooms
11–18 Jul
4.86 out of 5 average rating, 63 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, 103 reviews