Big Pine Key Vacation Rentals

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Vacation Rentals in Big Pine Key

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (271)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
$252 nightly
The price is $284
Dec 16 - Dec 17
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (158)
"Todo perfect"
Mexico
Rachel
$385 nightly
The price is $433
Dec 12 - Dec 13
Total with taxes and fees
Sunshine Key RV Resort & Marina

Star Room Barnacle Resort

Long Beach Estates
9.4 out of 10, Exceptional, (3)
"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
$279 nightly
The price is $303
Nov 25 - Nov 26
Total with taxes and fees
Star Room Barnacle Resort

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Big Pine Key
10.0 out of 10, Exceptional, (2)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
United States
DeeBrett
$296 nightly
The price is $329
Nov 21 - Nov 22
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV in the Keys

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Sands
$512 nightly
The price is $568
Nov 24 - Nov 25
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West

🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴

Big Pine Key
$292 nightly
The price is $325
Nov 21 - Nov 22
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴

Treehouse Private Village Barnacle Resort

Long Beach Estates
8.0 out of 10, Very Good, (1)
"Great location, quiet with great views!"
United States
Lee A.
$545 nightly
The price is $593
Nov 24 - Nov 25
Total with taxes and fees
Treehouse Private Village Barnacle Resort

Fishermen`s Paradise | Waterfront home with huge pool, 220-foot dock & gorgeous interior

Big Pine Key
9.8 out of 10, Exceptional, (21)
"The location was very nice and secluded. The house was perfect for a family of five. The pool was great spent a lot of time in it. Lots to do in the area. The only complaint we had is the master bedroom bed mattress needs to be replaced. It seemed like it was very old possibly even broken communication with Karen was perfect. Everything about the trip was good :) "
United States
Michelle S.
$1,274 nightly
The price is $1,413
Nov 21 - Nov 22
Total with taxes and fees
Fishermen`s Paradise | Waterfront home with huge pool, 220-foot dock & gorgeous interior

Ocean Depth Room Barnacle Resort

Long Beach Estates
10.0 out of 10, Exceptional, (1)
"Enjoyed our short stay in the Ocean Depth Room. Utilized the shared kitchen to cook breakfast and eat on the beach each morning. Would def stay there again."
United States
Chrissy L.
$465 nightly
The price is $506
Nov 25 - Nov 26
Total with taxes and fees
Ocean Depth Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort

Long Beach Estates
$413 nightly
The price is $449
Nov 25 - Nov 26
Total with taxes and fees
Beach View Room Dormitory Room Barnacle Resort

Ocean View Suite Barnacle Resort

Long Beach Estates
$468 nightly
The price is $506
Nov 30 - Dec 1
Total with taxes and fees
Ocean View Suite Barnacle Resort

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (224)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
$224 nightly
The price is $252
Dec 1 - Dec 2
Total with taxes and fees
Yacht Haven Marina

Aqua Lodge Rentals At Coconut Cay

3.5 star property
Marathon
9.6 out of 10, Exceptional, (192)
"Clean room, spacious, nice and quiet. "
United States
Douglas
$256 nightly
The price is $288
Nov 30 - Dec 1
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Endless Summer Hideaway - lot 181

Cudjoe Key
$199 nightly
The price is $212
Dec 2 - Dec 3
Total with taxes and fees
Endless Summer Hideaway - lot 181

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (903)
"Beautiful place, conveniently located "
United States
Clifton
$95 nightly
The price is $107
Nov 30 - Dec 1
Total with taxes and fees
Tropical Cottages

Knight's Key Suites

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
$128 nightly
The price is $141
Nov 30 - Dec 1
Total with taxes and fees
Knight's Key Suites

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1209)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
$215 nightly
The price is $242
Nov 23 - Nov 24
Total with taxes and fees
Skipjack Resort & Marina

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.2 out of 10, Very Good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
$286 nightly
The price is $317
Nov 30 - Dec 1
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
Marathon
9.4 out of 10, Exceptional, (9)
"Our rental was very easy to check into and having the pool and bar at Skipjack’s was great! The beach is close and the balcony was nice too. "
United States
Hillari G.
$327 nightly
The price is $363
Nov 23 - Nov 24
Total with taxes and fees
Sombrero Beach Tropical Getaway in the Heart of Marathon

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (150)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
$228 nightly
The price is $253
Dec 15 - Dec 16
Total with taxes and fees
Cottage with Pool and Boat Dockage just minutes to 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 $107 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?

The Hammocks at Marathon: This vacation home rental near Big Pine Key is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Big Pine Key?

With 145 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 Calusa Beach and Florida Keys Beaches 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.