Big Pine Key Vacation Rentals

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Our top choices for Big Pine Key vacation rentals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (343 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
$244 nightly
The price is $275
Jun 8 - Jun 9
Total with taxes and fees
Old Wooden Bridge Resort and Marina

🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
9.2 out of 10, Wonderful, (7 reviews)
"Had a great time. The owner was very communicative through the whole process. Camper had everything thing we could have needed. We really enjoyed our stay and if we ever decide to go to the keys again, we will definitely book with Heather and her camper. "
United States
Lorie W.
$293 nightly
The price is $326
Jun 3 - Jun 4
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV In The Keys

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.
$497 nightly
The price is $552
Jun 3 - Jun 4
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West

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
$275 nightly
The price is $299
Jun 9 - Jun 10
Total with taxes and fees
Star Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort
Long Beach Estates
$413 nightly
The price is $449
Jun 3 - Jun 4
Total with taxes and fees
Beach View Room Dormitory Room Barnacle Resort

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.
$541 nightly
The price is $589
Jun 3 - Jun 4
Total with taxes and fees
Treehouse Private Village Barnacle Resort

Ocean View Suite Barnacle Resort

Ocean View Suite Barnacle Resort
Long Beach Estates
$464 nightly
The price is $502
Jun 3 - Jun 4
Total with taxes and fees
Ocean View Suite Barnacle Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (224 reviews)
"This was an amazing experience and would stay in a houseboat again! It was so clean, quaint and cozy. The deck off the back was beautiful and we can’t wait to return!!"
United States
Stephanie
$362 nightly
The price is $407
Jun 3 - Jun 4
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Seabreeze Escape WF RV Lot 489

Seabreeze Escape WF RV Lot 489
Cudjoe Key
8.0 out of 10, Very Good, (1 review)
$279 nightly
The price is $300
Jun 3 - Jun 4
Total with taxes and fees
Seabreeze Escape WF RV Lot 489

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
$453 nightly
The price is $502
Jun 16 - Jun 17
Total with taxes and fees
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,199 reviews)
"Good value for money. Would definitely stay again "
Canada
Raghavan
$115 nightly
The price is $127
Jun 16 - Jun 17
Total with taxes and fees
Knight's Key Suites

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (977 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
$105 nightly
The price is $118
Jun 4 - Jun 5
Total with taxes and fees
Tropical Cottages

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,267 reviews)
"Great hotel in the keys with a great pool and bar area rooms were spectacular, kitchenette and dining room table were great, fantastic getaway"
United States
Randall
$199 nightly
The price is $224
Jun 7 - Jun 8
Total with taxes and fees
Skipjack Resort & Marina

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (170 reviews)
"Great place "
United States
David
$320 nightly
The price is $355
Jun 3 - Jun 4
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West

Marina View Escape with Pool, Tiki Bar & Marina

Marina View Escape with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"The condo was beautifully decorated and furnished as well as being exceptionally clean."
United States
Rose P.
$327 nightly
The price is $362
Jun 3 - Jun 4
Total with taxes and fees
Marina View Escape with Pool, Tiki Bar & Marina

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"All was excellent "
United States
Bryan M.
$375 nightly
The price is $416
Jun 14 - Jun 15
Total with taxes and fees
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.6 out of 10, Exceptional, (9 reviews)
"Great"
United States
John M.
$349 nightly
The price is $387
Jun 4 - Jun 5
Total with taxes and fees
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

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.
$522 nightly
The price is $579
Jun 6 - Jun 7
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Brand New Marina Suite with Pool + Free Breakfast

Brand New Marina Suite with Pool + Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
$437 nightly
The price is $483
Jun 6 - Jun 7
Total with taxes and fees
Brand New Marina Suite with Pool + Free Breakfast

Canal Front Luxury Condo with Pool + Breakfast

Canal Front Luxury Condo with Pool + Breakfast
Marathon
9.8 out of 10, Exceptional, (27 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
$366 nightly
The price is $407
Jun 3 - Jun 4
Total with taxes and fees
Canal Front Luxury Condo with Pool + Breakfast
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

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 $118 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.

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 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. Our travelers also rate Charming 3-bedroom house in Big Pine Key near Beach and Key West as a favorite home for rent in Big Pine Key.

How many vacation rentals are there in Big Pine Key?

With 138 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.