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, (348 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
$220 nightly
The price is $248
Jun 23 - Jun 24
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)
"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.
$241 nightly
The price is $268
Jun 23 - Jun 24
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV In The Keys

Keys 3 Bedroom Corner Home near Beach & Key West

Keys 3 Bedroom Corner Home near Beach & Key West
Sands
9.4 out of 10, Exceptional, (10 reviews)
"Enjoyed our stay"
United States
Patricia H.
$687 nightly
The price is $763
Jun 23 - Jun 24
Total with taxes and fees
Keys 3 Bedroom Corner Home near Beach & Key West

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

Fishermen's Paradise | Pool, 220' Dock & Open-Water Views
Big Pine Key
9.8 out of 10, Exceptional, (29 reviews)
"A beautiful house with everything you need to have a great time"
United States
David T.
$1,691 nightly
The price is $1,860
Jul 12 - Jul 13
Total with taxes and fees
Fishermen's Paradise | Pool, 220' Dock & Open-Water Views

Beach View Room Dormitory Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort
Long Beach Estates
$445 nightly
The price is $484
Jun 23 - Jun 24
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.
$656 nightly
The price is $717
Jun 23 - Jun 24
Total with taxes and fees
Treehouse Private Village Barnacle Resort

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
$333 nightly
The price is $363
Jul 2 - Jul 3
Total with taxes and fees
Star Room Barnacle Resort

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.
$344 nightly
The price is $382
Jun 23 - Jun 24
Total with taxes and fees
LARGE LOT & RV Fisherman Camp

Ocean View Suite Barnacle Resort

Ocean View Suite Barnacle Resort
Long Beach Estates
$471 nightly
The price is $510
Jun 25 - Jun 26
Total with taxes and fees
Ocean View Suite Barnacle Resort

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (327 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
$270 nightly
The price is $304
Jun 30 - Jul 1
Total with taxes and fees
Yacht Haven Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (225 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
$301 nightly
The price is $339
Jul 9 - Jul 10
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Waterfront Venture Out Retreat w/ 35' Dock, Kayaks & Pool Access

Waterfront Venture Out Retreat w/ 35' Dock, Kayaks & Pool Access
Cudjoe Key
$599 nightly
The price is $666
Jun 23 - Jun 24
Total with taxes and fees
Waterfront Venture Out Retreat w/ 35' Dock, Kayaks & Pool Access

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,205 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
$106 nightly
The price is $117
Jun 29 - Jun 30
Total with taxes and fees
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,272 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
$195 nightly
The price is $220
Jun 23 - Jun 24
Total with taxes and fees
Skipjack Resort & Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (981 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
$110 nightly
The price is $124
Jun 23 - Jun 24
Total with taxes and fees
Tropical Cottages

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 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
Jun 29 - Jun 30
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
$662 nightly
The price is $744
Jul 7 - Jul 8
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
$360 nightly
The price is $399
Jun 23 - Jun 24
Total with taxes and fees
Waterfront Home

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West
Cudjoe Key
$335 nightly
The price is $373
Jul 18 - Jul 19
Total with taxes and fees
Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West

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 West
Cudjoe Key
8.0 out of 10, Very Good, (3 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 ."
United States
jim b.
$530 nightly
The price is $588
Jun 23 - Jun 24
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, 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.
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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 $117 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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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 141 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 Coupon Bight Aquatic Preserve 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.