Holiday Rentals in Big Pine Key

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Holiday Rentals in Big Pine Key

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina

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

Sands
The price is €501
includes taxes & fees
11 Nov - 12 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Big Pine Key
10.0 out of 10, Exceptional, (2)
"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.
The price is €292
includes taxes & fees
11 Nov - 12 Nov
🌴 TROPICAL RETREAT 🌴 RV in the Keys

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (222)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Cabins at Bonefish Bay

3.0 star property
Marathon
9.6 out of 10, Exceptional, (74)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
United States
Beatrice
Cabins at Bonefish Bay

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1208)
"Great stay"
United States
sharon
Skipjack Resort & Marina

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (892)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is €88
includes taxes & fees
18 Nov - 19 Nov
Tropical Cottages

The Hammocks at Marathon

2.5 star property
Marathon
9.0 out of 10, Wonderful, (109)
"We arrived early but were able to use the pool. Lovely cannon firing ceremony at sunset with a sunset shot from the bar. We ate wings and a pretzel from the bar which were both delicious. Room was large and the bed was really comfortable."
United Kingdom
Janet
The Hammocks at Marathon

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
The price is €107
includes taxes & fees
9 Nov - 10 Nov
Knight's Key Suites

Aqua Lodge Rentals At Coconut Cay

3.5 star property
Marathon
9.6 out of 10, Exceptional, (190)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Marathon
9.0 out of 10, Wonderful, (32)
"We loved the pool area. The home was very well appointed. Great location, near the beach and shopping."
United States
Tania K.
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Marlin Bay Resort & Marina

4.0 star property
Marathon
Marlin Bay Resort & Marina

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

Charming 2-bedroom house in Marathon with pool

Marathon
8.0 out of 10, Very good, (1)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
The price is €550
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom house in Marathon with pool

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key
9.6 out of 10, Exceptional, (84)
"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "
United States
Kendra K.
The price is €611
includes taxes & fees
19 Nov - 20 Nov
Old Florida Style, wrap around porch, boat basin for dockage, open water

Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14

Marathon
9.8 out of 10, Exceptional, (10)
"This home is absolutely beautiful. Tons of amenities as mentioned in the property description, easy access for mobility challenged people as well. Great neighborhood. A"
United States
John R.
Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14

New Keys Cabins. Family sized cabins with full kitchens,

Marathon
9.6 out of 10, Exceptional, (4)
"We had a wonderful stay. The cabin was very clean and comfortable. The water view was nice "
United States
Cindy B.
New Keys Cabins. Family sized cabins with full kitchens,

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Cudjoe Key
9.6 out of 10, Exceptional, (45)
"Loved it! The view is unbelievable! Such a such place and tastefully decorated. Beds were comfy and it had just what we needed to cook. Nice big table to play games. We will definitely book again! "
United States
Jennifer B.
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Ocean front with private beach and pool

Marathon
9.8 out of 10, Exceptional, (50)
"All was great! The views are spectacular and the condo is beautiful!"
United States
Cheryl W.
Ocean front with private beach and pool

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key
9.0 out of 10, Wonderful, (158)
"Wonderful stay with great property and pool. Very well maintained!"
United States
Eric E.
Cottage with swimming pool and 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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Big Pine Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Big Pine Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Big Pine Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Big Pine Key holiday rentals we have selected for you start as low as €88 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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 holiday rentals in Big Pine Key?

Yes, there are holiday rentals in Big Pine Key close to Blue Hole, or you can select 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 holiday rentals that Big Pine Key has to offer?

Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes: This holiday home rental outside of Big Pine Key is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Big Pine Key?

With 147 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Big Pine Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Big Pine Key. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.