House holiday rentals in Big Pine Key
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Top-rated house rentals in Big Pine Key
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 Big Pine Key
House rentals with a pool
Home in Key West
4.94 out of 5 average rating, 272 reviewsRomantic Retreat - 2 person K Suite, Pvt deck/Spa!
3–10 Sep
Home in Key Colony Beach
4.88 out of 5 average rating, 113 reviewsTiki Time
23–30 Aug
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 Big Pine Key
4.89 out of 5 average rating, 63 reviewsFishermen`s Paradise
4–11 Dec
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sep
Home in Little Torch Key
4.88 out of 5 average rating, 57 reviewsWaterfront Beach House with Dock & Heated Pool!
6–13 Nov
Home in Marathon
4.98 out of 5 average rating, 84 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
3–10 Aug
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviewsLa casa azul step 3 to a private pool
2–9 Nov
Weekly house rentals
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
16–23 Mar
Home in Marathon
5.0 out of 5 average rating, 10 reviewsCanal Front, Boat Dock, Updated!
9–16 Aug
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
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
18–25 Apr
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
20–27 Oct
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
8–15 Jun
Home in Marathon
4.96 out of 5 average rating, 84 reviewsAngler’s Eden
12–19 Nov
Home in Marathon
5.0 out of 5 average rating, 7 reviewsMermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
29 Apr – 6 May
Private house rentals
Home in Big Pine Key
4.88 out of 5 average rating, 8 reviewsBig Pine Key
29 Jul – 5 Aug
Home in Cudjoe Key
4.95 out of 5 average rating, 22 reviewsWhite Vacation Home. Free cancellation see details
16–23 Nov
Home in Marathon
5.0 out of 5 average rating, 39 reviewsOceanview Escape
2–9 Sep
Home in Marathon
4.9 out of 5 average rating, 39 reviewsMarathon Beach House
1–8 Oct
Home in Key Colony Beach
4.95 out of 5 average rating, 79 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
27 Jul – 3 Aug
Home in Marathon
4.98 out of 5 average rating, 49 reviewsGreat Sombrero beach house, many amenities!
10–17 Dec
Home in Cudjoe Key
5.0 out of 5 average rating, 12 reviewsSea Turtle Cove
12–19 Oct
Home in Duck Key
5.0 out of 5 average rating, 31 reviewsPrivate Pool Tropical Oasis - Centrally Located
20–27 Nov
Quick stats about house rentals in Big Pine Key
Total rentals
160 properties
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
€ 56 before taxes and fees
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