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
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Popular amenities for house rentals in Monroe County
House rentals with a pool
Home in Miami
5.0 out of 5 average rating, 238 reviewsModern,spacious Retreat !Salt water,heated pool!
24 Sept – 1 Oct
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
19–26 Sept
Home in Key Largo
4.97 out of 5 average rating, 108 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
13–20 Feb
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
24–31 Aug
Home in Homestead
4.93 out of 5 average rating, 358 reviewsPrivate Paradise between Miami & the Keys
31 Mar – 7 Apr
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
8–15 Mar
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
20–27 Mar
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sept
Weekly house rentals
Home in Miami
4.96 out of 5 average rating, 246 reviewsA Warm and Cozy Home away from Home
9–16 Nov
Home in Miami
4.95 out of 5 average rating, 126 reviewsMiami Falls Area Large Beautiful Studio/Apartment
27 Jul – 3 Aug
Home in Key Largo
4.99 out of 5 average rating, 74 reviewsLittle Cottage on an island
18–25 Jul
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
3–10 Jul
Home in Miami
5.0 out of 5 average rating, 15 reviewsSerene Seas Studio in Miami.
30 Dec – 6 Jan
Home in Cudjoe Key
5.0 out of 5 average rating, 23 reviewsParadise in Cudjoe! Perfect Family Home!
4–11 Oct
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
5–12 Nov
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
19–26 Apr
Private house rentals
Home in Homestead
4.81 out of 5 average rating, 48 reviewsCozy and charming Bungalow 1
7–14 Jun
Home in Cudjoe Key
4.94 out of 5 average rating, 17 reviewsMay Extravaganza - Relax in Paradise!
1–8 Oct
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
7–14 Jun
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
3–10 Oct
Home in Little Torch Key
4.88 out of 5 average rating, 57 reviewsWaterfront Beach House with Dock & Heated Pool!
29 Sept – 6 Oct
Home in Key Largo
4.95 out of 5 average rating, 63 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
21–28 Sept
Home in Marathon
5.0 out of 5 average rating, 7 reviewsMermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
29 Apr – 6 May
Home in Homestead
4.94 out of 5 average rating, 97 reviewsWelcome to Waltonhurst
6–13 Jul
Destinations to explore
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