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 Big Pine Key house rentals
House rentals with a pool
Home in Key Colony Beach
4.96 out of 5 average rating, 138 reviewsBeautiful open plan remodeled home in Key Colony
Home in Key West
4.95 out of 5 average rating, 277 reviewsRomantic Retreat - 2 person K Suite, Pvt deck/Spa!
Home in Marathon
5.0 out of 5 average rating, 5 reviewsP31 - 11785 5th Ave. Ocean
Home in Cudjoe Key
4.89 out of 5 average rating, 27 reviewsWhite Vacation Home. Free cancellation see details
Home in Cudjoe Key
4.88 out of 5 average rating, 49 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Home in Marathon
5.0 out of 5 average rating, 3 reviews2HousesTikiBar,Pool,VolleyBall,Kayaks & Bikes!
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
Home in Marathon
4.97 out of 5 average rating, 37 reviewsWaterfront Tropical Retreat w/ Private Pool
Weekly house rentals
Home in Marathon
5.0 out of 5 average rating, 26 reviewsCoral Lagoon #23- Private Home with Boat Slip
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, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
Home in Marathon
5.0 out of 5 average rating, 18 reviewsBrand New Luxury Oceanfront Home w/ Pool, 38' Slip
Home in Marathon
4.97 out of 5 average rating, 58 reviewsTiki Time! Pool~Tiki Hut~Kayaks~Grill~Ocean View!
Home in Marathon
4.98 out of 5 average rating, 86 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Home in Cudjoe Key
4.93 out of 5 average rating, 15 reviewsWaterfront 35’ Dock,80’ pool,20 min Key West
Home in Key Colony Beach
4.98 out of 5 average rating, 58 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Private house rentals
Home in Big Pine Key
4.88 out of 5 average rating, 8 reviewsBig Pine Key
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, 17 reviewsGuest Fave I Hot Tub | Ping Pong I 17’ Boat
Home in Marathon
4.98 out of 5 average rating, 51 reviewsGreat Sombrero beach house, many amenities!
Home in Marathon
4.9 out of 5 average rating, 41 reviewsMarathon Beach House
Home in Marathon
5.0 out of 5 average rating, 61 reviewsNew Private 4/3 Single Family - Kayaks & Bicycles+
Home in Key Colony Beach
5.0 out of 5 average rating, 54 reviewsDock-quick access, Beach Club, special this month
Home in Cudjoe Key
4.81 out of 5 average rating, 53 reviewsSpanish Queen @Venture Out
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
$97 NZD before taxes and fees
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