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 Islamorada
4.81 out of 5 average rating, 142 reviewsFLOATING 1BD 1BA PRIVATE COTTAGE - MAKO
Sep 4 – 11
Cottage in Cudjoe Key
4.91 out of 5 average rating, 133 reviewsATLANTIS...Ocean Front Cottage Retreat!
Jan 20 – 27
Cottage in Marathon
4.95 out of 5 average rating, 22 reviewsCatch n' Relax Canalfront Cottage in Marathon
Oct 22 – 29
Cottage in Key West
4.95 out of 5 average rating, 84 reviewsMango Cottage 2 bedroom 2 bath with private pool
Sep 16 – 23
Cottage in Islamorada
4.94 out of 5 average rating, 16 reviewsWaterfront Cottage Walk to World Famous Lorelei
Sep 8 – 15
Cottage in Cudjoe Key
4.84 out of 5 average rating, 32 reviewsTidewater Views @ Venture Out - Waterfront
Oct 12 – 19
Cottage in Cudjoe Key
4.91 out of 5 average rating, 78 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Jul 20 – 27
Cottage in Islamorada
4.97 out of 5 average rating, 65 reviewsKey Lime Cottage 2br 1ba w/pool
Feb 21 – 28
Other great vacation rentals in Big Pine Key
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 82 reviewsTurtle-By-The-Sea: the Best Deal in KCB!
May 25 – Jun 1
Home in Cudjoe Key
4.94 out of 5 average rating, 17 reviewsMay Extravaganza - Relax in Paradise!
Oct 1 – 8
Home in Marathon
4.97 out of 5 average rating, 32 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Apr 19 – 26
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
Sep 29 – Oct 6
Home in Marathon
5.0 out of 5 average rating, 10 reviewsMillion Dollar View
Dec 7 – 14
Home in Cudjoe Key
5.0 out of 5 average rating, 22 reviewsParadise in Cudjoe! Perfect Family Home!
Oct 4 – 11
Home in Big Pine Key
4.89 out of 5 average rating, 63 reviewsFishermen`s Paradise
Dec 4 – 11
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Feb 15 – 22
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
$50 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.
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