House holiday rentals in Monroe County
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Top-rated house rentals in Monroe County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Monroe County
House rentals with a pool
Home in Marathon
4.95 out of 5 average rating, 118 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
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
4.97 out of 5 average rating, 127 reviewsCudjoe Key Home with a View
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Home in Miami
5.0 out of 5 average rating, 242 reviewsModern,spacious Retreat !Salt water,heated pool!
Home in Homestead
4.93 out of 5 average rating, 359 reviewsPrivate Paradise between Miami & the Keys
Home in Key Largo
5.0 out of 5 average rating, 55 reviewsThe Paradise 2
Home in Key Colony Beach
5.0 out of 5 average rating, 66 reviews“La casa azul” step 3’ to a private pool
Weekly house rentals
Home in Marathon
4.97 out of 5 average rating, 36 reviewsThe Gulf Cottage at Marathon Key
Home in Key Largo
4.99 out of 5 average rating, 79 reviewsLittle Cottage on an island
Home in Key Colony Beach
5.0 out of 5 average rating, 97 reviewsABeachBungalow-60’dock w/ access to pool and beach
Home in Marathon
5.0 out of 5 average rating, 19 reviewsHorizon
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Marathon
5.0 out of 5 average rating, 3 reviews2HousesTikiBar,Pool,VolleyBall,Kayaks & Bikes!
Home in Marathon
5.0 out of 5 average rating, 26 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Marathon
4.97 out of 5 average rating, 37 reviewsWaterfront Tropical Retreat w/ Private Pool
Private house rentals
Home in Islamorada
4.94 out of 5 average rating, 18 reviews3 Lux Ensuites Walk/Boat Island!
Home in Islamorada
4.96 out of 5 average rating, 57 reviewsTropical Getaway 3/3 with 100’ boat dock and pool
Home in Miami
5.0 out of 5 average rating, 45 reviewsShoreline Haven: Beach, Mini Golf, Pool & Games
Home in Key Largo
4.94 out of 5 average rating, 16 reviewsKeys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
Home in Marathon
5.0 out of 5 average rating, 16 reviewsFlorida Keys Oceanside Utopia
Home in Key Largo
5.0 out of 5 average rating, 16 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Home in Marathon
5.0 out of 5 average rating, 18 reviewsBrand New Luxury Oceanfront Home w/ Pool, 38' Slip
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
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