Big Pine Key Vacation Rentals
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Our top choices for Big Pine Key vacation rentals
1. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
8.6 out of 10, Excellent, (384 reviews)
"Very clean for Florida keys room - no complaints easy check in and out"
Anthony
$201 nightly
The price is $226
Dec 4 - Dec 5
Total with taxes and fees
2. 🌴 TROPICAL RETREAT 🌴 RV In The Keys
🌴 TROPICAL RETREAT 🌴 RV In The KeysBig Pine Key
8.6 out of 10, Excellent, (11 reviews)
"Love the animals everywhere"
Anonymous traveler
$424 nightly
The price is $473
Nov 14 - Nov 15
Total with taxes and fees
3. Charming 3-bedroom house in Big Pine Key near Beach and Key West
Charming 3-bedroom house in Big Pine Key near Beach and Key WestSands
8.0 out of 10, Very good, (17 reviews)
"This place was perfect for our family. Just the right distance between Marathon and Key West. Would definitely recommend it to anyone looking for a place to stay"
Robert C.
$511 nightly
The price is $571
Nov 15 - Nov 16
Total with taxes and fees
4. LARGE LOT & RV Fisherman Camp
LARGE LOT & RV Fisherman CampBig Pine Key
6.4 out of 10, (6 reviews)
"Property was as described, very comfortable and close to family on Summerland Key. Deer walking through the park was a nice perk"
Pauline A.
$327 nightly
The price is $365
Nov 14 - Nov 15
Total with taxes and fees
5. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key WestCudjoe Key
8.8 out of 10, Excellent, (11 reviews)
"We loved our stayed and booked again for next year. Its in our price range, plenty of space and we were all so comfortable. Its our favorite house we have rented in the area and hope to be able to continue to enjoy it years to come. "
Alisa M.
$425 nightly
The price is $474
Nov 14 - Nov 15
Total with taxes and fees
6. Knight's Key Suites
Knight's Key SuitesMarathon
9.0 out of 10, Wonderful, (1,249 reviews)
"We had the pool view..Excellent!"
Brandy
$106 nightly
The price is $117
Nov 29 - Nov 30
Total with taxes and fees
7. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessCudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day."
Cheryl V.
$373 nightly
The price is $416
Nov 14 - Nov 15
Total with taxes and fees
8. Yacht Haven Marina
Yacht Haven MarinaMarathon
9.6 out of 10, Exceptional, (385 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
Lauren
$255 nightly
The price is $287
Dec 1 - Dec 2
Total with taxes and fees
9. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
"Great location, wonderful hosts!"
Blue Mountain Footwear F.
$476 nightly
The price is $529
Nov 29 - Nov 30
Total with taxes and fees
10. Skipjack Resort & Marina
Skipjack Resort & MarinaMarathon
8.6 out of 10, Excellent, (1,298 reviews)
"Nice place"
Gilbert
$203 nightly
The price is $229
Nov 15 - Nov 16
Total with taxes and fees
11. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & PoolCudjoe Key
9.8 out of 10, Exceptional, (149 reviews)
"Everything was exactly as described and we could not be happier. The community that this house is in is very pleasant as well"
Jaret R.
$628 nightly
The price is $701
Nov 14 - Nov 15
Total with taxes and fees
12. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
"Perfect location, great price."
Suzanne T.
$415 nightly
The price is $463
Nov 14 - Nov 15
Total with taxes and fees
13. Tropical Cottages
Tropical CottagesMarathon
8.6 out of 10, Excellent, (1,014 reviews)
"The family running the food truck and tiki hut were great. Felt like we were guests in their home."
Douglas
$99 nightly
The price is $111
Nov 15 - Nov 16
Total with taxes and fees
14. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
8.6 out of 10, Excellent, (4 reviews)
" Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ."
jim b.
$389 nightly
The price is $434
Nov 14 - Nov 15
Total with taxes and fees
15. Aqua Lodge Rentals At Coconut Cay
Aqua Lodge Rentals At Coconut CayMarathon
9.6 out of 10, Exceptional, (239 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
Susan
$237 nightly
The price is $267
Nov 15 - Nov 16
Total with taxes and fees
16. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
Mckayla S.
$422 nightly
The price is $469
Nov 19 - Nov 20
Total with taxes and fees
17. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
10.0 out of 10, Exceptional, (1 review)
"This property was meticulously clean and perfect for us. The property was decorated well-very home-like feel. The communication with the host was prompt and they answered all questions asked. In addition, we loved that we could bring our fur-babies (dogs) to the property with us. We highly recommend this property!"
Elena S.
$341 nightly
The price is $381
Nov 20 - Nov 21
Total with taxes and fees
18. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious ComfortCudjoe Key
9.6 out of 10, Exceptional, (5 reviews)
"Stayed with family and good location for family vacations. "
Phani U.
$428 nightly
The price is $477
Nov 14 - Nov 15
Total with taxes and fees
19. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection ResortMarathon
9.2 out of 10, Wonderful, (147 reviews)
"It is an excellent place."
Arianna
$197 nightly
The price is $221
Dec 13 - Dec 14
Total with taxes and fees
20. Spanish Queen @Venture Out, Cudjoe Key
Spanish Queen @Venture Out, Cudjoe KeyCudjoe Key
9.4 out of 10, Exceptional, (26 reviews)
"Really nice unit, well equipped, and quiet.Would stay again for sure."
Tom A.
$592 nightly
The price is $661
Nov 16 - Nov 17
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Big Pine Key Hotel Reviews
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
10/10 Excellent
Find out more about Big Pine Key
Everything you need to know about Big Pine Key vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Big Pine Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Big Pine Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Big Pine Key vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Big Pine Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Big Pine Key in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Big Pine Key rentals
At Expedia, we put the best Big Pine Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Big Pine Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Big Pine Key vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Big Pine Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
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