House vacation rentals in Monroe County
Find and book unique houses on Airbnb
Top-rated house rentals in Monroe County
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 Monroe County house rentals
House rentals with a pool
Home in Marathon
4.95 out of 5 average rating, 120 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Cudjoe Key
4.97 out of 5 average rating, 131 reviewsCudjoe Key Home with a View
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Home in Miami
5 out of 5 average rating, 251 reviewsModern,spacious Retreat !Salt water,heated pool!
Home in Homestead
4.93 out of 5 average rating, 361 reviewsPrivate Paradise between Miami & the Keys
Home in Key Largo
4.97 out of 5 average rating, 114 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
Home in Key Colony Beach
4.96 out of 5 average rating, 141 reviewsBeautiful open plan remodeled home in Key Colony
Home in Upper Sugarloaf Key
4.89 out of 5 average rating, 54 reviewsBungalows Sugarloaf Beach / Key West - Lighthouse
Weekly house rentals
Home in Islamorada
4.96 out of 5 average rating, 171 reviewsFlakey's
Home in Marathon
4.97 out of 5 average rating, 37 reviewsThe Gulf Cottage at Marathon Key
Home in Key Largo
4.99 out of 5 average rating, 86 reviewsLittle Cottage on an island
Home in Cudjoe Key
4.87 out of 5 average rating, 52 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Home in Marathon
4.98 out of 5 average rating, 58 reviewsTiki Time! Pool~Tiki Hut~Kayaks~Grill~Ocean View!
Home in Marathon
4.97 out of 5 average rating, 39 reviewsWaterfront Tropical Retreat w/ Private Pool
Home in Key Largo
5 out of 5 average rating, 19 reviewsPrivate 2+ Acre House~Private Beach~Tiki Hut~Dock
Home in Summerland Key
4.95 out of 5 average rating, 65 reviewsWaterfront Anchor House with Boat Basin & Ramp!
Private house rentals
Home in Marathon
5 out of 5 average rating, 10 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
Home in Marathon
5 out of 5 average rating, 29 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Marathon
4.91 out of 5 average rating, 11 reviews4BR Sombrero Beach House on Canal w Dock & Pool
Home in Key Colony Beach
5 out of 5 average rating, 97 reviewsABeachBungalow-60’dock w/ access to pool and beach
Home in Cudjoe Key
4.89 out of 5 average rating, 28 reviewsWhite Vacation Home. Free cancellation see details
Home in Islamorada
5 out of 5 average rating, 15 reviewsHeart of Islamorada ~ Private Boat Slip
Home in Islamorada
4.96 out of 5 average rating, 57 reviewsTropical Getaway 3/3 with 100’ boat dock and pool
Home in Big Pine Key
4.89 out of 5 average rating, 64 reviewsFishermen's Paradise: Pool, dock, gorgeous home
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