A calm river with boats, lush greenery, and a clear blue sky.

Big Pine Key Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Big Pine Key vacation rentals

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (359 reviews)
"We stayed in the 2 bedroom condo. It was spacious and clean. We enjoyed our time there."
United States
Kathy
$233 nightly
The price is $262
Aug 2 - Aug 3
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Interior

2. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
8.4 out of 10, Very Good, (10 reviews)
"The RV was well outfitted with the essentials needed for the 2 days we stayed. It was dated, with some upkeep needed on the shower door and sofa but it was comfortable and clean. Heather was a pleasure to deal with, was responsive and communicated very well."
Canada
Graham B.
$296 nightly
The price is $329
Aug 4 - Aug 5
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV In The Keys
Terrace/patio

3. LARGE LOT & RV Fisherman Camp

LARGE LOT & RV Fisherman Camp
Big 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"
United States
Pauline A.
$343 nightly
The price is $381
Jul 31 - Aug 1
Total with taxes and fees
LARGE LOT & RV Fisherman Camp
Interior

4. Star Room Barnacle Resort

Star Room Barnacle Resort
Long Beach Estates
8.8 out of 10, Excellent, (5 reviews)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
$303 nightly
The price is $330
Aug 18 - Aug 19
Total with taxes and fees
Star Room Barnacle Resort
Interior

5. 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 West
Sands
8.4 out of 10, Very Good, (12 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"
United States
Robert C.
$525 nightly
The price is $583
Aug 17 - Aug 18
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Outdoor pool

6. Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool

Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool
Big Pine Key
10.0 out of 10, Exceptional, (5 reviews)
"Loved the pool and the porch! Only issue was the bugs on the porch at night, but we enjoyed it all day long. Also, kayaking was very calm and pleasant."
United States
Gretchen W.
$585 nightly
The price is $649
Aug 16 - Aug 17
Total with taxes and fees
Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool
Interior

7. Beach View Room Dormitory Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort
Long Beach Estates
$445 nightly
The price is $484
Aug 18 - Aug 19
Total with taxes and fees
Beach View Room Dormitory Room Barnacle Resort
Interior

8. Treehouse Private Village Barnacle Resort

Treehouse Private Village Barnacle Resort
Long Beach Estates
8.6 out of 10, Excellent, (4 reviews)
"Communication from host is great. They left a bottle of wine and snacks for us to enjoy the beautiful sunsets. This place is so peaceful and clean. I would stay at this place again."
United States
Tina S.
$660 nightly
The price is $721
Aug 12 - Aug 13
Total with taxes and fees
Treehouse Private Village Barnacle Resort
Smart TV

9. Fishermen's Paradise | Pool, 220' Dock & Open-Water Views

Fishermen's Paradise | Pool, 220' Dock & Open-Water Views
Big Pine Key
10.0 out of 10, Exceptional, (31 reviews)
"A beautiful house with everything you need to have a great time"
United States
David T.
$1,441 nightly
The price is $1,584
Aug 15 - Aug 16
Total with taxes and fees
Fishermen's Paradise | Pool, 220' Dock & Open-Water Views
Interior

10. Ocean View Suite Barnacle Resort

Ocean View Suite Barnacle Resort
Long Beach Estates
$461 nightly
The price is $499
Aug 18 - Aug 19
Total with taxes and fees
Ocean View Suite Barnacle Resort
Premium bedding, soundproofing, iron/ironing board, WiFi (free)

11. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,218 reviews)
"The rooms are always clean, no bugs, and walking distance to Sunset Grill."
United States
Cristina
$104 nightly
The price is $115
Aug 9 - Aug 10
Total with taxes and fees
Knight's Key Suites
Exterior

12. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (347 reviews)
"Incredible stay , very unique and cozy . Friendly staff ,we will most definitely stay here again. My son had a blast at this place oh and pet friendly even better ."
United States
Christian
$247 nightly
The price is $277
Aug 30 - Aug 31
Total with taxes and fees
Yacht Haven Marina
Exterior

13. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (989 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
$109 nightly
The price is $123
Aug 23 - Aug 24
Total with taxes and fees
Tropical Cottages
Outdoor pool, sun loungers

14. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,282 reviews)
"I will stay here again"
United States
Peter
$173 nightly
The price is $195
Aug 16 - Aug 17
Total with taxes and fees
Skipjack Resort & Marina
BBQ/picnic area

15. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (229 reviews)
"I never give 5 stars but it was as advertised and good pricing and fun little spot. Keep it up folks.."
Canada
Wesley
$285 nightly
The price is $321
Aug 28 - Aug 29
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay
Coffee/tea maker, fridge, microwave, oven

16. Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (125 reviews)
"Very nice place. Centrally located near good restaurants, markets, etc.. Pet friendly which worked for us. Nice long walking trail behind cottage."
United States
John B.
$455 nightly
The price is $504
Aug 11 - Aug 12
Total with taxes and fees
Kelly's Kabin - Adorable Private Summerland Key Cottage
A heated pool

17. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe 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."
United States
Cheryl V.
$508 nightly
The price is $564
Aug 14 - Aug 15
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Outdoor pool, pool umbrellas, sun loungers

18. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.0 out of 10, Wonderful, (141 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
$186 nightly
The price is $209
Aug 26 - Aug 27
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Exterior detail

19. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (5 reviews)
"Property was perfectly located and very clean and comfortable."
United States
Kiara
$538 nightly
The price is $597
Aug 26 - Aug 27
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Beach

20. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
$470 nightly
The price is $522
Aug 16 - Aug 17
Total with taxes and fees
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Big Pine Key Hotel Reviews

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Multiple pools, beach bar, great food, service was great."
Brent 3-night trip
Posted 3 hours ago
Isla Bella Beach Resort & Spa

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 $115 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Big Pine Key?

Yes, there are vacation rentals in Big Pine Key close to Blue Hole, or you can go with a more secluded option if you're looking for a relaxing stay. Big Pine Key is known for its beaches.

What are some of the best vacation rentals that Big Pine Key has to offer?

Sugarloaf Key RV Resort & Cottages: This vacation home rental near Big Pine Key is located near a metro station and offers an outdoor pool, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Big Pine Key?

With 139 Expedia vacation rentals, you're sure to find just the right place for your Big Pine Key stay.

What can I see and do in Big Pine Key?

Family-friendly attractions include Blue Hole and Big Munson Island, whereas Florida Keys Beaches and Calusa Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Bahia Honda State Park and Big Pine Key Flea Market.

What are vacation rentals like in Big Pine Key?

Vacation rentals are privately owned properties you can stay in for several days or more in Big Pine Key. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips.