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Search results; Over 1,000 homes in Islamorada

Descriptions are based on details hosts provide
Guest favourite
Apartment in Islamorada
Bayside Condo at FYC with Marina, Pool & Beach
3 bedrooms, 6 beds, 2 private bathrooms
1–8 Aug
,
4.77 out of 5 average rating, 71 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
4 bedrooms, 4 king beds, 4 bathrooms
24–29 Jul
New place to stay
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Key Largo
Lakefront pool house with a jacuzzi
3 bedrooms, 6 beds, 3 bathrooms
7–12 May
4.96 out of 5 average rating, 68 reviews
Top guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
4 bedrooms, 4 beds, 3 bathrooms
15–22 Sept
5.0 out of 5 average rating, 52 reviews
Luxe
Home in Marathon
Oceanfront with a private pool and views
5 bedrooms, 5 bathrooms
25 Jul – 1 Aug
Luxe
Villa in Islamorada
4 Bedroom Oceanfront Accessible Villa – Capacity 8
4 bedrooms, 5 beds, 4 bathrooms
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Featured hotel
Hotel in Islamorada
Private balcony suite in the Keys
1 bedroom, 1 bathroom
7–12 Aug
Guest favourite
Home in Islamorada
Summer-Fall Super Discounts- Check Availability!
4 bedrooms, 5 beds, 4.5 bathrooms
24–31 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Islamorada
Private beach / Heated Pool / volleyball / Orchid
4 bedrooms, 4 king beds, 4.5 bathrooms
15–20 Jul
New place to stay
Top guest favourite
Flat in Tavernier
Ocean-view balcony with private beach access
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Marathon
Beach House in Marathon with Amazing Backyard!
2 bedrooms, 4 beds, 2 bathrooms
10–17 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Cottage in Islamorada
Pool, fire pit, and paddleboards included
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 147 reviews
Houseboat in Buttonwood Sound
Premium Floating Bungalow by Stay Ombi
1 bedroom, 1 king bed, 1 bathroom
19–24 Jul
4.91 out of 5 average rating, 34 reviews
Home in Marathon
Updated 4BR view, pet friendly, private pool, dock
4 bedrooms, 7 beds, 2.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Villa in Islamorada
Oceanfront with a private beach and pool
4 bedrooms, 5 beds, 6 bathrooms
20–27 Jul
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
4.97 out of 5 average rating, 215 reviews
Guest favourite
Home in Marathon
Paradise Villa: a luxury retreat
7 bedrooms, 8 beds, 7.5 bathrooms
8–15 Sept
4.89 out of 5 average rating, 35 reviews
Guest favourite
Villa in Islamorada
Bayside dock and pool, walkable to restaurants
3 bedrooms, 3 beds, 3.5 bathrooms
23–30 Aug
4.94 out of 5 average rating, 18 reviews