Top 10 Vacation Rentals In Big Pine Key, Florida - Updated 2022

vacation rentals in big pine key
Melanie
Melanie 
Updated

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 list of things you can do in the area. In fact, the area hosts a yearly underwater music festival with the aim to create awareness and preserve the local coral reefs. Here’s a list of the top vacation rentals in Big Pine Key, Florida.

1. 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.

Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
26 reviews  Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
i never want to get out of the comfortable king size bed but the sunrise always wins
Cleanliness:
very clean and comfortable
very clean well maintained and i would recommend it without hesitation
each room is beautifully decorated and very clean
save the $$$ for a trip to dry tortuga/ft
Host:
thank you for being our hosts
diana was very helpful with any questions we had on local eateries and activities
diana was very responsive answered all our questions and was wonderful to deal with
the owner is a joy to work with providing so much valuable information for restaurants and entertainment
diana the owner was extremely friendly and helpful in pointing out all the points of interest and great restaurants
Location:
this is such a comfortable house and the location is perfect
what a view our family really enjoyed this beautiful house and location
Read more reviews

2. 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.

2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
12 reviews  Wifi Available
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 27
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
we had a terrific time and the house is very comfortable
Host:
the owner is very nice and friendly
the owner val is really nice and helpful
nice property owner was very responsive
val and nicole are great hosts
very comfortable living and the owners are great people
Location:
great location and owners
perfect location for our 18 foot boat
lovely quiet location on big pine key
one of the best things was walking several times a day
Read more reviews

3. Captain D's Hideout (from USD 134)

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.

Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
64 reviews  Wifi Available
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the place is very comfortable and quiet
Cleanliness:
the house was clean and comfortable
the owner keeps the house updated clean and well stocked
the two most important things: the property was very clean and the beds were great
the house is very quiet cozy comfortable and clean
very clean spacious conveniently located private and quiet
Host:
leo is very responsive and helpful with questions and requests
the property owner was very responsive and easy to deal with
leo is always so prompt to reply and very friendly
Location:
it is in a great location away from the hustle and bustle of city life
paddle boarding was amazing from this location
the house deck porch and location was perfect for our family
Read more reviews

4. Well-equipped motorhome for four (from USD 249)

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.

Tropical Caribbean Wonderland
41 reviews  Wifi Available
Recreational Vehicle 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
bed and living area furniture were comfortable
the camper is new the linens were clean and the a/c was cold
Cleanliness:
the rv is very new and very clean and well maintained
furniture is classy and comfortable kitchen appliances were very nice and bathroom was clean and surprisingly spacious
Host:
we found a little gem with a great owner on big pine key
captain rick was very responsive to my questions and i found everyone around me friendly and welcoming
the hosts were responsive and friendly with the one thing we called about
the owner is very responsive to calls and emails and easy to deal with
this is a very nice park it is small but everyone is very nice and helpful
Location:
the location was perfect
it is a great location close to key west and several great beaches
we loved being close to baha’i and looe key reef
also an easy walk to the bridge to experience every evening the extraordinarily beautiful keys sunset
Read more reviews

5. Tiki Beach (from USD 650)

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.

Tiki Beach, 4 BR/3BA Ocean front house, pool
57 reviews  Wifi Available
House 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the house is a comfortable beach house with sunrise views worth getting up for
the view of the water wildlife and access to a pool were real benefits
the kitchen is well stocked and the washer and dryer helps you not have to overpack
the boys loved the heated pool and we loved it and the hot tub
the pool and hot tub were a bonus and the dock large enough for our small boats
Host:
bike rentals and kayak rentals service on the key are helpful and reliable
Location:
great location easy access to restaurants and stores
the location views and house and property were amazing
also walgreens across the street from winn dixie sells a great assortment alcohol
great laid back place to stay
Read more reviews

6. Fully furnished waterfront home for six (from USD 107)

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.

Waterfront Big Pine Key Paradise
Big Pine Key, FL, US
6 Guests 2 Bedrooms 2 Bathrooms

7. Two-bedroom cottage with a patio (from USD 151)

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.

Big Pine 2/2 ,Water Views and Sunsets Located Oceanside Now rentting 20 seas
10 reviews  Wifi Available
House 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the house was open and roomy and very comfortable
the master bedroom has a very comfortable king bed and flat screen tv with plenty of storage
Host:
the owners are cordial and very helpful in getting you oriented to the area
we so enjoyed staying there and al and sue were great hosts
upgrades to the house were appreciated as is the fact that the owner lives next door
Location:
fabulous snorkel trips from the strike zone charter shop virtually steps away from the house
Read more reviews

8. 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.

Fisherman's Paradise in a quiet Key Deer Refuge!
Big Pine Key, FL, US
6 Guests 3 Bedrooms 2 Bathrooms

9. Centrally located house with views of Keys canal

This house sits at a central location. It puts you close to several shops, restaurants, and boat ramps, as well as spots where you can go fishing, diving, and snorkeling. There’s also a public park nearby, with tennis, basketball, and volleyball courts.

The house has three bedrooms, and can sleep up eight people. The family room comes with a HDTV and French doors that allow you to take in the stunning views of the Keys canal. There’s an open plan kitchen and living area that allows you to socialize while preparing meals. There’s also a video game console to keep you busy.

SUNNY Big Pine home on DEEP WATER CANAL!
Big Pine Key, FL, US
8 Guests 3 Bedrooms 2 Bathrooms

10. Blue Heron

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.

Awesome Open Water View at Blue Heron Estate
Big Pine Key, FL, US
9 Guests 4 Bedrooms 4 Bathrooms

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Melanie is a freelance travel writer. She considers freelancing for Trip 101 to be a combination of two of the things she loves: writing and traveling.

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