House vacation rentals in Sugarloaf Key
Find and book unique houses on Airbnb
Top-rated house rentals in Sugarloaf 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 Sugarloaf Key house rentals
House rentals with a pool
Home in Key Colony Beach
4.81 out of 5 average rating, 134 reviewsWaterview from three sides, Cabana Club, 30' Docks
Home in Cudjoe Key
4.87 out of 5 average rating, 46 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
Home in Marathon
5.0 out of 5 average rating, 18 reviewsHorizon
Home in Marathon
4.97 out of 5 average rating, 35 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
Home in Big Pine Key
4.89 out of 5 average rating, 64 reviewsFishermen`s Paradise
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviewsConch Cabana in Paradise 23 miles outside Key West
Weekly house rentals
Home in Marathon
4.97 out of 5 average rating, 36 reviewsThe Gulf Cottage at Marathon Key
Home in Marathon
5.0 out of 5 average rating, 26 reviewsCoral Lagoon #23- Private Home with Boat Slip
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, 16 reviewsFlorida Keys Oceanside Utopia
Home in Marathon
5.0 out of 5 average rating, 4 reviewsP31 - 11785 5th Ave. Ocean
Home in Key Colony Beach
4.95 out of 5 average rating, 80 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
Home in Cudjoe Key
4.88 out of 5 average rating, 74 reviewsIsland Oasis ~ YOUR Paradise Awaits!
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Private house rentals
Home in Key West
4.98 out of 5 average rating, 50 reviewsGone Coastal
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Home in Cudjoe Key
5.0 out of 5 average rating, 12 reviewsSea Turtle Cove
Home in Cudjoe Key
4.91 out of 5 average rating, 32 reviewsWaterfront Venture Out Home
Home in Marathon
4.88 out of 5 average rating, 56 reviewsBeautiful Beachfront Home w/ Pool/Tiki/Dock
Home in Cudjoe Key
4.78 out of 5 average rating, 72 reviewsTree Top Paradise
Home in Marathon
5.0 out of 5 average rating, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
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