House vacation rentals in Summerland Key
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Top-rated house rentals in Summerland Key
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Summerland Key house rentals
House rentals with a pool
Home in Key Colony Beach
4.96 out of 5 average rating, 137 reviewsBeautiful open plan remodeled home in Key Colony
Home in Cudjoe Key
4.85 out of 5 average rating, 13 reviewsRise-N-Shine
Home in Cudjoe Key
4.8 out of 5 average rating, 50 reviewsSpanish Queen @Venture Out
Home in Cudjoe Key
5.0 out of 5 average rating, 8 reviewsVenture Out- Million Dollar Island Resort
Home in Cudjoe Key
4.88 out of 5 average rating, 74 reviewsIsland Oasis ~ YOUR Paradise Awaits!
Home in Cudjoe Key
4.87 out of 5 average rating, 46 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviewsConch Cabana in Paradise 23 miles outside Key West
Home in Cudjoe Key
4.91 out of 5 average rating, 32 reviewsWaterfront Venture Out Home
Weekly house rentals
Home in Summerland Key
4.88 out of 5 average rating, 65 reviewsWaterfront Haven House with Boat Basin & Ramp!
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Home in Cudjoe Key
5.0 out of 5 average rating, 24 reviewsParadise in Cudjoe! Perfect Family Home!
Home in Big Pine Key
4.89 out of 5 average rating, 64 reviewsFishermen`s Paradise
Home in Marathon
4.97 out of 5 average rating, 35 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
5.0 out of 5 average rating, 52 reviewsOcean View with Dock and Jacuzzi
Home in Marathon
5.0 out of 5 average rating, 18 reviewsHorizon
Home in Cudjoe Key
4.9 out of 5 average rating, 30 reviewsCozy 2 br/2 bath home in Cudjoe
Private house rentals
Home in Key Colony Beach
4.98 out of 5 average rating, 54 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Home in Marathon
5.0 out of 5 average rating, 26 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Cudjoe Key
4.88 out of 5 average rating, 17 reviewsPelican's Roost, Waterfront comfort at Venture Out
Home in Marathon
5.0 out of 5 average rating, 39 reviewsOceanview Escape
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Marathon
4.83 out of 5 average rating, 18 reviewsOceanview Oasis! Screened Porch & Outdoor Theater
Home in Cudjoe Key
4.83 out of 5 average rating, 6 reviewsSailfish Haven
Quick stats about house rentals in Summerland Key
Total rentals
170 properties
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
2.5K reviews
Nightly prices starting at
$130 before taxes and fees
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