Big Pine Key, the largest of the Lower Keys, is located in southern Florida. Most of the isle is part of the National Key Deer Refuge, which seeks to protect the Key deer, the smallest deer in North America and is now on endangered status. A visit to the refuge will allow you to also learn about other plants and animals that are being protected in the refuge. Another nature-themed attraction you can check out is Blue Hole, where you can spot birds and reptiles. Of course, water-based activities, including snorkeling and diving, are part of the best things to do in Big Pine Key. In fact, the area hosts a yearly underwater music festival with the aim to create awareness and preserve the local coral reefs. If you’re looking to explore further, we suggest renting a boat in the Florida Keys that would take you where you want to go. As for accommodations, here’s a list of the top vacation rentals in Big Pine Key, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on November 23, 2023.
1. Floating home at the Old Wooden Bridge Marina (from USD 124)
This aqualodge is your gateway to a relaxing vacation in Big Pine Key, Florida. It is docked in the Old Wooden Bridge Marina, a resort-like community that attracts kayakers, anglers, and other adventure-seekers. It’s also close to Big Pine Key Shopping Center where you’ll find plenty of shopping and dining options.
Besides the laid-back atmosphere, guests will be treated to a scenic view all around—and you can enjoy this while sipping a drink from a furnished private deck. This unique Airbnb in Big Pine Key features one air-conditioned room that can comfortably sleep up to four guests. Other amenities to expect include WiFi, a cable TV, and a fully equipped kitchen.
Top guest reviews
Amenities & Room:
the room was fantasticRead more reviewsHost:
robin is a great host
2. Elegant home with a private deck (from USD 275)
This holiday home sits right on the water, providing you with fantastic views of the sunset. There’s a private deck, and the canal provides you with easy access to both the Atlantic Ocean and the Gulf of Mexico. Bikes, paddleboards, and kayaks are provided so you can have additional fun in the water. Restaurants, bars, and shops are nearby. The house itself is fully furnished, and even has games for both kids and adults.
Top guest reviews
Amenities & Room:
i never want to get out of the comfortable king size bed but the sunrise always winsCleanliness:
very clean and comfortablevery clean well maintained and i would recommend it without hesitationeach room is beautifully decorated and very cleansave the $$$ for a trip to dry tortuga/ftHost:
thank you for being our hostsdiana was very helpful with any questions we had on local eateries and activitiesdiana was very responsive answered all our questions and was wonderful to deal withthe owner is a joy to work with providing so much valuable information for restaurants and entertainmentdiana the owner was extremely friendly and helpful in pointing out all the points of interest and great restaurantsRead more reviewsLocation:
this is such a comfortable house and the location is perfectwhat a view our family really enjoyed this beautiful house and location
3. Newly remodeled house with easy access to the ocean (from USD 130)
Book this two-bedroom house if you plan on going boating in Big Pine Key. It comes with its own dock and provides you with easy access to both the Atlantic Ocean and the Gulf of Mexico. If you’re planning to go fishing, the property has its own bait freezer. Kayaks and bicycles are available for your use. The fully furnished property is just a few steps away from No Name Pub.
Top guest reviews
Amenities & Room:
we had a terrific time and the house is very comfortableHost:
the owner is very nice and friendlythe owner val is really nice and helpfulnice property owner was very responsiveval and nicole are great hostsvery comfortable living and the owners are great peopleRead more reviewsLocation:
great location and ownersperfect location for our 18 foot boatlovely quiet location on big pine keyone of the best things was walking several times a day
4. Captain D's Hideout (from USD 133)
This two-bedroom home faces the canal, and has its own dock. The area where it’s located is also known for being a great spot for fishing and diving. Several bike trails are nearby as well. The well-maintained home comes with a kitchen and laundry facilities. The property is close to a park, which has a playground, tennis courts, and basketball courts.
Top guest reviews
Amenities & Room:
the place is very comfortable and quietCleanliness:
the house was clean and comfortablethe owner keeps the house updated clean and well stockedthe two most important things: the property was very clean and the beds were greatthe house is very quiet cozy comfortable and cleanvery clean spacious conveniently located private and quietHost:
leo is very responsive and helpful with questions and requeststhe property owner was very responsive and easy to deal withleo is always so prompt to reply and very friendlyRead more reviewsLocation:
it is in a great location away from the hustle and bustle of city lifepaddle boarding was amazing from this locationthe house deck porch and location was perfect for our family
5. Well-equipped motorhome for four (from USD 243)
Want to experience staying in an RV? If so, consider this motorhome which is situated in a wooded RV park that is close to some shops and sits right next door to Key Deer National Wildlife Refuge. Don’t let its exteriors fool you. This property actually has a spacious kitchen, which is equipped with the basics so you can prepare your own meals.
There’s also a bathroom with a shower. You will also have access to a communal pool, laundry facilities, and a picnic area with grills.
Top guest reviews
Amenities & Room:
bed and living area furniture were comfortablethe camper is new the linens were clean and the a/c was coldCleanliness:
the rv is very new and very clean and well maintainedfurniture is classy and comfortable kitchen appliances were very nice and bathroom was clean and surprisingly spaciousHost:
we found a little gem with a great owner on big pine keycaptain rick was very responsive to my questions and i found everyone around me friendly and welcomingthe hosts were responsive and friendly with the one thing we called aboutthe owner is very responsive to calls and emails and easy to deal withthis is a very nice park it is small but everyone is very nice and helpfulRead more reviewsLocation:
the location was perfectit is a great location close to key west and several great beacheswe loved being close to baha’i and looe key reefalso an easy walk to the bridge to experience every evening the extraordinarily beautiful keys sunset
6. Tiki Beach (from USD 850)
Tiki Beach, as its name implies, is a tropical-themed home that is large enough to fit as many as 10 people. The fully furnished home comes with its own heated pool, a hot tub, a grill, a play area for kids, a dock, and kayaks. There are shops nearby, including a grocery store where you can pick up supplies. Enjoy gorgeous views of the sunset and the water right from the outdoor patio.
Top guest reviews
Amenities & Room:
the house is a comfortable beach house with sunrise views worth getting up forthe view of the water wildlife and access to a pool were real benefitsthe kitchen is well stocked and the washer and dryer helps you not have to overpackthe boys loved the heated pool and we loved it and the hot tubthe pool and hot tub were a bonus and the dock large enough for our small boatsHost:
bike rentals and kayak rentals service on the key are helpful and reliableRead more reviewsLocation:
great location easy access to restaurants and storesthe location views and house and property were amazingalso walgreens across the street from winn dixie sells a great assortment alcoholgreat laid back place to stay
7. Fully furnished waterfront home for six (from USD 130)
This waterfront home, which sleeps six, has just about everything that you may need in a holiday home. It has a well-equipped kitchen, laundry facilities, three-flat screen TVs, and a high-speed internet access. It also has a game room with a ping-pong table, a foosball table, and a dartboard. If you want to explore the area, bikes are available on site. Those who want to indulge in water pursuits, water sports gear and kayaks are at your disposal as well.
8. Two-bedroom cottage with a patio (from USD 152)
This two-bedroom cottage may just fit the bill if you’re looking for a quiet accommodation in Big Pine Key. This waterfront cottage, despite located in a quiet neighborhood, puts you just a short distance away from some shops and other activities offered by the isle.
The property is equipped with every amenity to make you feel like you’re home away from home. Kayaks and canoes are provided by the host. Enjoy beautiful views of the sunset from the patio, which overlooks the bay.
Top guest reviews
Amenities & Room:
the house was open and roomy and very comfortablethe master bedroom has a very comfortable king bed and flat screen tv with plenty of storageHost:
the owners are cordial and very helpful in getting you oriented to the areawe so enjoyed staying there and al and sue were great hostsupgrades to the house were appreciated as is the fact that the owner lives next doorRead more reviewsLocation:
fabulous snorkel trips from the strike zone charter shop virtually steps away from the house
9. Canalfront holiday home perfect for anglers (from USD 139)
This accommodation is perfect for anglers looking to spend a holiday in Big Pine Key. The host provides you with fishing poles and lobster nets, as well as a charcoal grill, where you can cook your catch. Kayaks and bikes are provided as well.
The house has a well-equipped kitchen, laundry facilities, and a cable TV, among other amenities. There’s also a parasol-shaded outdoor seating area with a hammock for relaxing. Do note that the host has a rental contract of minimum 28 days.
10. Blue Heron (from USD 686)
Blue Heron is a four-bedroom estate with its own dock, which is great if you’re planning on taking your boat to Big Pine Key. The host has also left three kayaks for your use during your stay. If you prefer swimming in a controlled environment, this property comes with its own pool. The house itself is fully furnished, and includes a full kitchen, a dining area for 10 people, and laundry facilities. This property is close to shops and restaurants.
Unlock the beauty of Big Pine Key
Big Pine Key shows different faces of nature — the sea, a freshwater lake, forests, wetlands, and marshland — giving travelers a unique holiday. By staying at one of these vacation rentals, you will reward yourself with plenty of time to explore its different sides and unlock its beauty.
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