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Search results; Over 1,000 homes in Islamorada

Guest favourite
Home in Islamorada
Oceanfront community 114 Anglers Reef Islamorada
2 bedrooms, 4 beds, 2.5 private bathrooms
18–25 Jul
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4.86 out of 5 average rating, 63 reviews
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
13–20 Jul
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
Home in Key Largo
Home in the keys with pool/boat dock/water view!
3 bedrooms, 5 beds, 2 bathrooms
2–7 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
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
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
Featured hotel
Hotel in Key Largo
Cottage 2 queen beds with kitchenette
New place to stay, 1 bedroom, 1 bathroom
12–17 Aug
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
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
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
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
4.96 out of 5 average rating, 75 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Guest favourite
Flat in Tavernier
Condo with Pool and Beach Access
4.95 out of 5 average rating, 82 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
Guest favourite
Apartment in Tavernier
Views for Days • Oceanfront Suite w/ Pool Paradise
4.87 out of 5 average rating, 85 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Featured hotel
Hotel in Islamorada
One bedroom standard view suite two queens
1 bedroom, 1 bathroom
30 Jul – 4 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
Guest favourite
Flat in Tavernier
Welcome to the Pelican Lodge !
4.91 out of 5 average rating, 33 reviews, 2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug