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Search results; Over 1,000 homes in Islamorada

Cottage in Islamorada
Serene Cozy Cottage in Islamorada with Heated Pool
2 bedrooms, 3 beds, 1 private bathroom
1–6 Aug
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4.8 out of 5 average rating, 91 reviews
Featured hotel
Hotel in Tavernier
Standard two bedroom ocean view suite
New place to stay, 2 bedrooms, 1 bathroom
8–13 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
11–18 Jul
Guest favourite
Home in Tavernier
Luxury Treehouse | Spacious Parking |
4.93 out of 5 average rating, 30 reviews, 4 bedrooms, 4 beds, 2 bathrooms
24–29 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 Islamorada
TheSandbar: Partial Ocean view,Pool,Free Dockage
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 5 beds, 3 bathrooms
18–25 Jul
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
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
Villa in Islamorada
Angler’s Reef home • Pool • Kayaks • Paddle boards
4.92 out of 5 average rating, 24 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
10–17 Jul
Superhost
Home in Key Largo
NEW! CASA LARGO -Golf Cart, 2 Kings 3 Bath, Kayaks
4.95 out of 5 average rating, 37 reviews, 2 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
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
Top guest favourite
Apartment in Tavernier
Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201
4.97 out of 5 average rating, 34 reviews, 2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
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
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
Home in Islamorada
Charming Beach House directly ON the beach
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 6 beds, 3 bathrooms
17–24 Aug
Home in Key Largo
Villa Mangrove - Key Largo Waterfront Property
New place to stay, 3 bedrooms, 1 bed, 3 bathrooms
19–24 Jul
Guest favourite
Flat in Tavernier
Mockerman Southern Command
4.93 out of 5 average rating, 80 reviews, 2 bedrooms, 3 beds, 2 bathrooms
21–26 Aug
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
4.91 out of 5 average rating, 34 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul