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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Upper Florida Keys
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Sunset Peninsula — Property 267573
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- beach, waterfront
- balcony
- Rates (shown in USD)
- $2500 - $2750 per property per week
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Our Kozy Key
We Love Kids! Pool And Sandy Lagoon, Just A Hop, Skip & Jump From Our Door! — Property 177656
- Townhome
- 2 bedrooms , sleeps 6
- 1 bathroom
- 1 half bathroom
- beach, near the ocean
- pool
- Rates (shown in USD)
- $700 - $950 per property per week
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Our Paradise Point
Largest Floor Plan - End Unit with Spectacular Ocean Views! — Property 145554
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, resort
- jacuzzi
- Rates (shown in USD)
- $800 - $990 per property per week
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Vacation Rental, Great rental
Rent this Romantic! Paradise Found in 1-of-a-Kind Key Largo Waterfront Home! — Property 231623
- House
- 2 bedrooms , sleeps 4
- 1 bathroom
- near the ocean, waterfront
- balcony
- Rates (shown in USD)
- $799 per property per week
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Key Largo Villa
Key Largo Villa: Waterfront 4 bed/2 bath sleeps 9 — Property 210897
- House
- 4 bedrooms , sleeps 9
- 2 bathrooms
- near the ocean, waterfront
- balcony
- Rates (shown in USD)
- $1100 - $1400 per property per week
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Paradise on Muntiny
Stay Here in Beautiful Bayfront Home in Paradise — Property 254894
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- 1 half bathroom
- beach, waterfront
- terrace
- Rates (shown in USD)
- $1695 - $1995 per property per week
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Crooked Corners
Tropical Paradise in the Village of Islamorada-Guest of Cheeca Lodge and Spa — Property 220594
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, village
- pool
- Rates (shown in USD)
- $1500 per property per week
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Well Appointed : Kawama Yacht Club Condo, Pool, Quiet, away from US1 — Property 129969
- Condo
- 2 bedrooms , sleeps 8
- 2 bathrooms
- beach, waterfront
- pool
- Rates (shown in USD)
- $825 - $1400 per property per week
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Waterfront Gem! Huge (Sleeps 19) Deep Water Ocean Access Home w/LG SPA & SAUNA — Property 232417
- House
- 6 bedrooms , sleeps 19
- 3 bathrooms
- 1 half bathroom
- downtown, waterfront
- pool
- Rates (shown in USD)
- $2800 - $3800 per property per week
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Bucaneer Pt Pool/Beach House
Luxury beachfront pool home with phenomenal bay views. Dockage and Tiki hut. — Property 267543
- Estate
- 2 bedrooms , sleeps 8
- 2 bathrooms
- beach, waterfront
- pool
- Rates (shown in USD)
- $3000 per property per week
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Regions
- Islamorada rentals (140)
- Key Largo rentals (139)
- Plantation Key rentals (2)
- Tavernier rentals (21)
Bedrooms
- Studio (5)
- 1 bedroom (22)
- 2 bedrooms (107)
- 3 bedrooms (91)
- 4+ bedrooms (77)
Sleeps
- Sleeps 1-4 (43)
- Sleeps 5-8 (184)
- Sleeps 9-12 (59)
- Sleeps 13 or more (16)
Baths
- 1 bathroom (47)
- 2 bathrooms (148)
- 3 bathrooms (70)
- 4+ bathrooms (31)
Lodging Type
- apartment rentals (4)
- boat rentals (1)
- cabin rentals (1)
- condo rentals (67)
- cottage rentals (7)
- estate rentals (3)
- hotel rentals (1)
- house rentals (170)
- studio rentals (2)
- townhome rentals (23)
- villa rentals (15)
Amenities
- air conditioning (277)
- satellite or cable tv (260)
- pool (171)
- internet access (190)
- dishwasher (257)
- washing machine (249)
Leisure Activities
- Upper Florida Keys rentals near fishing (291)
- Upper Florida Keys rentals near golf (114)
- Upper Florida Keys rentals near skiing (9)
Suitability
- wheelchair accessible (50)
- suitable for elderly or infirm (90)
- pet friendly (75)
- non smoking only (260)
