Big Pine Key vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Big Pine Key
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Big Pine Key vacation rentals
Big Pine Key house rentals
Home in Marathon
Beachfront Villa - Florida Keys
Home in Cudjoe Key
Sunrise Beach Escape
Home in Key Colony Beach
The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Home in Cudjoe Key
OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
Home in Key Colony Beach
“La casa azul” step 3’ to a private pool
Home in Marathon
Beach House, Private Pool & Dock, Gulf Sunset view
Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
Home in Marathon
The Gulf Cottage at Marathon Key
Big Pine Key cabin rentals
Cabin in Marathon
New Cabins at Bonefish Bay
Cabin in Marathon
Conch Key Cottages with Sailboat
Cabin in Key West
Living life Dockside
Cabin in Big Pine Key
2 Bedroom Pink Cabin Half/Duplex # 11
Cabin in Key West
Downtown 2BR Dog Friendly | Hot Tub | Deck
Cabin in Marathon
Tropical Cottages - Cottage # 7
Cabin in Cudjoe Key
85 Canalfront Empty RV Lot with 35' Seawall
Private room in Marathon
Viamarhe Cabin-Private beach, Kayak, yard games
Big Pine Key cottage rentals
Cottage in Cudjoe Key
ATLANTIS...Ocean Front Cottage Retreat!
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
Cottage in Marathon
Catch n' Relax Canalfront Cottage in Marathon
Cottage in Cudjoe Key
King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Cottage in Islamorada
Key Lime Cottage 2br 1ba w/pool
Cottage in Islamorada
Waterfront Cottage Walk to World Famous Lorelei
Cottage in Cudjoe Key
Tidewater Views @ Venture Out - Waterfront
Cottage in Key West
Namaste: A blissful one bedroom cottage
Quick stats about vacation rentals in Big Pine Key
Total rentals
230 properties
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
190 properties are a good fit for families
Total number of reviews
4.4K reviews
Nightly prices starting at
R948 ZAR before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Big Pine Key?
Yes! Work meets play with ease at over 90 vacation rentals in Big Pine Key featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Big Pine Key?
Four-legged friends are welcome in Big Pine Key. Choose from more than 110 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Big Pine Key?
Experience the best of Big Pine Key with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Big Pine Key have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Big Pine Key. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Big Pine Key have a gym?
Absolutely! We offer over 10 house rentals with a gym in Big Pine Key. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Big Pine Key have self check-in?
Absolutely! We offer over 40 house rentals with self check-in in Big Pine Key. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Big Pine Key have wifi?
Absolutely! We offer over 160 house rentals with wifi in Big Pine Key. Enjoy a tailored experience with all the comforts you desire.
Are there Big Pine Key house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Big Pine Key, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Big Pine Key?
Big Pine Key has more than 150 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Big Pine Key?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 40 homes with self check-in, over 60 homes with a bbq area, over 160 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Key West Vacation rentals
- Varadero Vacation rentals
- Miami Vacation rentals
- Naples Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Rentals with a patio Big Pine Key
- Rentals with a washer and dryer Big Pine Key
- Rentals with a hot tub Big Pine Key
- Family-friendly rentals Big Pine Key
- Rentals with outdoor seating Big Pine Key
- Fitness-friendly rentals Big Pine Key
- Rentals with pools Big Pine Key
- Rentals with beach access Big Pine Key
- House rentals Big Pine Key
- Kid-friendly rentals Big Pine Key
- Pet-friendly rentals Big Pine Key
- Monthly Rentals Big Pine Key
- Rentals with a kayak Big Pine Key
- Waterfront rentals Big Pine Key
- Cottage rentals Big Pine Key
- Rentals with a fire pit Big Pine Key
- 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