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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, 386 reviews
Guest favourite
Home in Islamorada
FL Keys Ocean Front Escape
2 bedrooms, 2 beds, 3 bathrooms
12–19 Jul
4.9 out of 5 average rating, 10 reviews
Featured hotel
Hotel in Tavernier
Standard two bedroom ocean view suite
2 bedrooms, 1 bathroom
10–15 Aug
4.33 out of 5 average rating, 3 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
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
Home in Key Largo
Home in the keys with pool/boat dock/water view!
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Apartment in Tavernier
Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 35 reviews
Featured hotel
Hotel in Key Largo
Cottage 2 queen beds with kitchenette
1 bedroom, 2 queen beds, 1 bathroom
12–17 Aug
New place to stay
Top guest favourite
Flat in Tavernier
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 83 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
Guest favourite
Apartment in Key Largo
Kawama, Key Largo, Oceanfront Stay, Marina & Pool
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 6 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
Featured hotel
Hotel in Islamorada
One bedroom standard view suite two queens
1 bedroom, 1 bathroom
30 Jul – 4 Aug
Houseboat in Buttonwood Sound
Premium Floating Bungalow by Stay Ombi
1 bedroom, 1 king bed, 1 bathroom
13–18 Jul
4.91 out of 5 average rating, 34 reviews
Guest favourite
Flat in Tavernier
Condo with Pool and Beach Access
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.95 out of 5 average rating, 82 reviews
Superhost
Apartment in Islamorada
First Floor Coastal Escape | Restaurant Onsite
1 bedroom, 3 beds, 2 bathrooms
18–23 Jul
Guest favourite
Villa in Islamorada
Has canal ocean sbigdavechartersandtours.comm-1m
4 bedrooms, 10 beds, 2 bathrooms
19–24 Sept
4.98 out of 5 average rating, 65 reviews
Guest favourite
Apartment in Tavernier
Views for Days • Oceanfront Suite w/ Pool Paradise
2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
4.87 out of 5 average rating, 85 reviews
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 75 reviews