Big Pine Key vacation rentals
Book unique cottages, vacation rentals, 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
Other great vacation rentals in Big Pine Key
Cottage in Marathon
4.95 out of 5 average rating, 22 reviewsCatch n' Relax Canalfront Cottage in Marathon
Oct 24 – 31
Cottage in Key West
4.95 out of 5 average rating, 84 reviewsMango Cottage 2 bedroom 2 bath with private pool
Sep 18 – 25
Cottage in Cudjoe Key
4.91 out of 5 average rating, 79 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Jan 29 – Feb 5
Cottage in Islamorada
4.94 out of 5 average rating, 16 reviewsWaterfront Cottage Walk to World Famous Lorelei
Sep 1 – 8
Cottage in Islamorada
4.95 out of 5 average rating, 40 reviewsIslamorada bungalow 2 bed & pool
Aug 16 – 23
Cottage in Islamorada
4.97 out of 5 average rating, 66 reviewsKey Lime Cottage 2br 1ba w/pool
Nov 30 – Dec 7
Cottage in Key West
4.87 out of 5 average rating, 30 reviewsNamaste: A blissful one bedroom cottage
Jul 28 – Aug 4
Cottage in Cudjoe Key
4.84 out of 5 average rating, 32 reviewsTidewater Views @ Venture Out - Waterfront
Jul 27 – Aug 3
Big Pine Key condo rentals
Condo in Marathon
4.87 out of 5 average rating, 191 reviewsSombrero Beach Tropical Getaway
Oct 4 – 11
Condo in Key Colony Beach
4.8 out of 5 average rating, 107 reviewsBeachside Unit 28 - Private Beach, Pool & Paradise
Apr 5 – 12
Condo in Key West
4.86 out of 5 average rating, 129 reviewsA Perfect Getaway
May 26 – Jun 2
Condo in Key West
4.88 out of 5 average rating, 147 reviewsLarge waterfront 2/2 end unit with boat slip
Feb 20 – 27
Condo in Key West
4.85 out of 5 average rating, 110 reviewsRooftop Penthouse
Aug 21 – 28
Condo in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Aug 20 – 27
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Sep 15 – 22
Condo in Marathon
5.0 out of 5 average rating, 6 reviewsOceanside Spacious Studio Escape
Aug 27 – Sep 3
Other great vacation rentals in Big Pine Key
Tiny home in Big Pine Key
4.8 out of 5 average rating, 89 reviewsBreezy pines 28 foot 5th wheel trailer .
Nov 12 – 19
Camper/RV in Big Pine Key
4.93 out of 5 average rating, 40 reviewsHaving fun in the lower Keys
Jun 19 – 26
Camper/RV in Big Pine Key
4.92 out of 5 average rating, 37 reviewsDelightful 1 bedroom camper with pool
Jul 8 – 15
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
Jul 14 – 21
Home in Marathon
4.97 out of 5 average rating, 32 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Dec 7 – 14
Home in Cudjoe Key
4.94 out of 5 average rating, 17 reviewsMay Extravaganza - Relax in Paradise!
Oct 1 – 8
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 83 reviewsTurtle-By-The-Sea: the Best Deal in KCB!
Jul 7 – 14
Boat in Key West
4.93 out of 5 average rating, 42 reviewsSailboat in Luxury Marina
Jun 2 – 9
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
R940 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.
Are there Big Pine Key vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 100 vacation homes with pools in Big Pine Key, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in rv rentals in Big Pine Key?
Experience the best of Big Pine Key with our rv rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Big Pine Key?
Big Pine Key has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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 houseboat rentals in Big Pine Key have wifi?
Absolutely! We offer over 10 houseboat rentals with wifi in Big Pine Key. Enjoy a tailored experience with all the comforts you desire.
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 160 homes with wifi, over 10 homes with a gym, over 40 homes with self check-in, over 60 homes with a bbq area, 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
- Fitness-friendly rentals Big Pine Key
- Rentals with a washer and dryer Big Pine Key
- Kid-friendly rentals Big Pine Key
- Waterfront rentals Big Pine Key
- House rentals Big Pine Key
- Rentals with a fire pit Big Pine Key
- Pet-friendly rentals Big Pine Key
- Family-friendly rentals Big Pine Key
- Rentals with outdoor seating Big Pine Key
- Rentals with a hot tub Big Pine Key
- Cabin rentals Big Pine Key
- Rentals with a kayak Big Pine Key
- Rentals with beach access Big Pine Key
- Rentals with pools Big Pine Key
- Monthly Rentals Big Pine Key
- Rentals with a patio 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