Vacation rentals in Pine Key
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pine Key
Guests agree: these stays are highly rated for location, cleanliness, and more.
Cottage in Cudjoe Key
4.92 out of 5 average rating, 130 reviewsATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!
Dec 28 – Jan 4
Tiny home in Big Pine Key
4.8 out of 5 average rating, 88 reviewsBreezy pines 28 foot 5th wheel trailer .
Central air,queen size bed in the bedroom,queen size futon in the living room, tv,stove,refrigerator,propane grill,wifi,and an outdoor dining table.Owner uses the outdoor storage shed for fishing purposes.Newly renovated vinyl floor.New carpet in the bedroom.New toilet installed.The water pressure has been fixed and is now perfect.One cup k cup machine.Mile marker 30.Take the north entrance.Take your first left.Take your second right.Bare right and lot 54 is the first trailer on the left.
Oct 16 – 23
Guest suite in Marathon
4.98 out of 5 average rating, 140 reviewsCasa Mariposa: Sombrero Beach Neighborhood
Book your getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, selected as 1 0f 24 amazing AirBNB rentals in the Keys, and 1 of 23 Amazing Airbnbs in The Keys. Step out the door from your private suite to a coral path that leads to our 50' heated/cooled lap pool, waterfall and large patio. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in an other lengths of stay.
May 3 – 10
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pine Key vacation rentals
Other great vacation rentals in Pine Key
Camper/RV in Big Pine Key
4.91 out of 5 average rating, 34 reviewsHaving fun in the lower Keys
Jul 31 – Aug 7
Home in Marathon
4.97 out of 5 average rating, 31 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Nov 9 – 16
Home in Key Colony Beach
4.98 out of 5 average rating, 44 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Sep 9 – 16
Home in Marathon
4.97 out of 5 average rating, 31 reviewsThe Gulf Cottage at Marathon Key
Jun 8 – 15
Camper/RV in Big Pine Key
4.94 out of 5 average rating, 34 reviewsDelightful 1 bedroom camper with pool
Jul 8 – 15
Home in Marathon
5.0 out of 5 average rating, 8 reviewsMillion Dollar View
Oct 12 – 19
Home in Cudjoe Key
4.84 out of 5 average rating, 38 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Jul 29 – Aug 5
Home in Marathon
5.0 out of 5 average rating, 29 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Oct 23 – 30
Condo in Key West
4.99 out of 5 average rating, 83 reviewsHidden Beach Duplex, Best Place in Key West
Aug 2 – 9
Home in Upper Sugarloaf Key
4.86 out of 5 average rating, 43 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Aug 6 – 13
Camper/RV in Big Pine Key
4.92 out of 5 average rating, 38 reviewsYou’re on island time at The Island Girl
May 26 – Jun 2
Home in Marathon
5.0 out of 5 average rating, 19 reviewsParadise in the Keys
Jan 17 – 24
Destinations to explore
- Key West Vacation rentals
- Miami Vacation rentals
- Naples Vacation rentals
- Miami Beach Vacation rentals
- Varadero Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom