388 Holiday rentals and Airbnb in Big Pine Key, FL
9.9 50 reviews
Big Pine Key, FL
13/10 – 15/10
822 €/nighttotal: 1644 € (2 )
Waterfront Captain House With Boat Basin & Ramp!
1 3
apartment , Big Pine Key
This waterfront property on Big Pine Key is located just a short distance from the popular Big Pine Key fishing pier, offering stunning panoramic water views and a tranquil island setting. The property has received excellent ratings for its location, cleanliness, and overall experience. The spacious house has three bedrooms and can accommodate up to eight guests. Enjoy a relaxing vacation with amenities including a heated massage recliner chair, a jetted bathtub, an outdoor BBQ grill, and a private boat basin perfect for guests with a boat up to 50 feet.
9.0 209 reviews
Big Pine Key, FL
13/10 – 15/10
851 €/nighttotal: 1702 € (2 )
Ocean Front Paradise/290 Ft Private Dock/awesome Views
1 3
apartment , Big Pine Key
This apartment is situated on Big Pine Key, just 3km from Winn Dixie grocery store and a short drive from the Key Deer National Wildlife Refuge and Bahia Honda State Park. The apartment has excellent user, location, and cleanliness ratings, making it a great choice for travellers. The apartment has two separate units, accommodating up to 8 guests. It boasts a private dock with mooring, a fish cleaning station, and a picnic island, perfect for enjoying the area's fishing and diving opportunities.
9.9 160 reviews
Big Pine Key, FL
13/10 – 15/10
1865 €/nighttotal: 3730 € (2 )
Waterfront Beach Houses With Dock & Heated Pool!
1 3
apartment , Big Pine Key
This eight-bedroom waterfront property in Big Pine Key, Florida, is situated 3.7 kilometres from the Big Pine Key Flea Market and 3.9 kilometres from the National Key Deer Refuge Visitor Centre. Offering 316 square metres of space, this self-catering holiday home boasts a private pool, spa, and extensive outdoor areas including a terrace, garden, and barbecue facilities, sleeping up to sixteen guests comfortably.
8.8 2133 reviews
Big Pine Key, FL
13/10 – 15/10
210 €/nighttotal: 420 € (2 )
Parmer's Resort
1 3
resort , Big Pine Key
Parmer's Resort is situated in Little Torch Key, just a short drive from the Florida Keys Aquarium Encounters and other popular attractions in Key West. It’s a peaceful retreat, offering a tranquil escape from the hustle and bustle of the city. The resort has received very good user ratings across the board, with guests particularly praising its excellent location and cleanliness. The accommodation features a shared lounge, an outdoor swimming pool and a garden. Guests can enjoy a continental breakfast each morning and make use of the on-site grill to prepare their own meals. There's also a fitness centre, a bar, free Wi-Fi and a concierge service.
9.9 103 reviews
Big Pine Key, FL
13/10 – 15/10
308 €/nighttotal: 616 € (2 )
Tiny Fish Haus
1 3
cabin , Big Pine Key
This two-bedroom park model home is located in a quiet RV park on Big Pine Key, just a short distance from the beach and local amenities. The property has received excellent ratings for its location, cleanliness, and overall user experience. The house can accommodate up to four guests and features a comfortable loft with a queen bed. Guests can enjoy a range of amenities including a private patio with a grill, a shared outdoor pool, and access to a modern kitchen with Stanley cookware, a coffee press, and a mini washing machine.
9.9 129 reviews
Big Pine Key, FL
13/10 – 15/10
905 €/nighttotal: 1810 € (2 )
Waterfront Anchor House With Boat Basin & Ramp!
1 3
apartment , Big Pine Key
This four-bedroom apartment is located on Big Pine Key, directly on the waterfront with a private boat basin and ramp, just a short distance from the ocean. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment is spacious, covering 133 square metres and comfortably accommodating up to 10 guests. It offers a range of amenities, including a fully equipped kitchen, laundry facilities, a private terrace, a garden, and parking, as well as access to a variety of activities such as swimming, fishing, and snorkelling.
9.9 63 reviews
Big Pine Key, FL
13/10 – 15/10
412 €/nighttotal: 824 € (2 )
New Deluxe Duplex Unit, 2 Queen Beds, Unit H-5
1 3
apartment , Big Pine Key
This two-bedroom apartment is situated in a tranquil part of Big Pine Key, just a short drive from the restaurants and shops of the main town centre. The apartment offers a peaceful setting, perfect for a relaxing escape. The apartment has one bathroom and can comfortably accommodate up to six guests. It comes equipped with a kitchen including a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking.
9.5 105 reviews
Big Pine Key, FL
13/10 – 15/10
324 €/nighttotal: 648 € (2 )
2 Bedroom Aqualodge # 13 Barracuda
1 3
barge , Big Pine Key
This two-bedroom barge is situated in the Old Wooden Bridge Resort and Marina on Big Pine Key, Florida. The barge offers a unique stay with access to resort amenities such as a saltwater swimming pool and a fish cleaning station, perfect for anglers.
10 1 review
Big Pine Key, FL
13/10 – 15/10
999 €/nighttotal: 1998 € (2 )
Waterfront Beach House With Dock & Heated Pool!
4 3
apartment , Big Pine Key
This waterfront property, situated in Summerland Key at mile marker 28.5, offers easy access to Big Pine Key's Blue Hole trails and is a short drive (approximately 8km) from the island's attractions. This 186 square metre (2000 square foot) house boasts four bedrooms, three bathrooms, sleeping up to eight guests, and features a private heated pool, 200-foot dock, and proximity to Kiki's Sandbar Restaurant.
9.8 8 reviews
Big Pine Key, FL
13/10 – 15/10
843 €/nighttotal: 1686 € (2 )
Waterfront Captain House With Boat Basin & Ramp!
3 3
apartment , Big Pine Key
This Summerland Key holiday home is situated within 5km of Florida Keys Beaches and the Big Pine Key Flea Market, and 10km from the Key West Visitors Centre. This 142 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, Jacuzzi, patio and parking; nearby attractions include the National Key Deer Refuge Visitor Centre.
9.6 105 reviews
Big Pine Key, FL
13/10 – 15/10
589 €/nighttotal: 1178 € (2 )
Old Florida Style, Wrap Around Porch, Boat Basin For Dockage, Open Water
3 3
apartment , Big Pine Key
This Big Pine Key waterfront property is situated within 5km of Florida Keys Beaches and the Big Pine Key Flea Market, and within 10km of the Key West Visitor Centre, offering easy access to local attractions. This three-bedroom, two-bathroom holiday home boasts 158 square metres of living space, a fully equipped kitchen, laundry facilities, and can comfortably accommodate six guests, with a terrace and garden providing additional outdoor space.
9.6 257 reviews
Big Pine Key, FL
13/10 – 15/10
273 €/nighttotal: 546 € (2 )
Tiny House | 35 Min To Kw + Free Parking & Pool
1 3
house , Big Pine Key
This charming house is located in Breezy Pines RV Resort, just 10 kilometres from the village of Big Pine Key and a 40-kilometre drive from Key West, making it a peaceful retreat for exploring the area. The accommodation has received excellent ratings for its cleanliness, location, and overall user experience. The house is a cosy and spacious two-bedroom property with a full bathroom, comfortably accommodating up to four guests. It features a private patio with rattan furniture and a grill, a well-equipped kitchen with a mini-refrigerator, microwave, and cooktop, and access to a swimming pool, laundry facilities, and boat, kayak, and bike rentals.
Best family friendly Big Pine Key, FL holiday rentals
Among the 388 accommodations in Big Pine Key, FL, here are the 3 best family friendly rentals
8.5 767 reviews
Big Pine Key, FL
13/10 – 15/10
250 €/nighttotal: 500 € (2 )
Old Wooden Bridge Resort & Marina
1 3
house , Big Pine Key
This property is located in Big Pine Key, just 25 miles from Florida Keys Aquarium Encounters and 15 miles from Seven Mile Bridge, offering a peaceful escape with easy access to local attractions. The house has received very good user ratings for its cleanliness and overall experience, and the location has been rated excellent. The accommodation features a fully equipped kitchen, a private bathroom, and a terrace or balcony. Guests can enjoy the swimming pool, the garden, and the bar, as well as free Wi-Fi, parking, and a grill for outdoor cooking.
8.4 12 reviews
Big Pine Key, FL
13/10 – 15/10
518 €/nighttotal: 1036 € (2 )
Charming 3-bedroom House In \Nbig Pine Key Near Beach And Key West
3 3
apartment , Big Pine Key
This holiday flat in the Sands district of Big Pine Key is a short walk from the Key West Visitors Centre and Coupon Bight Aquatic Preserve, offering convenient access to local attractions. Accommodating up to 11 guests across 3 bedrooms and 2 bathrooms, this property boasts a fully equipped kitchen with a lobster pot, complimentary Wi-Fi, and an on-site car park, with the Beaches of the Keys and Blue Hole within easy reach.
9.7 13 reviews
Big Pine Key, FL
13/10 – 15/10
454 €/nighttotal: 908 € (2 )
Keys Beach Retreat Close To Key West
1 3
apartment , Big Pine Key
This Big Pine Key flat offers a prime location, situated 4.8 kilometres from Bahia Honda Beach and 43.5 kilometres from Key West, with easy access to the National Key Deer Refuge and Looe Key Reef. This family-friendly property accommodates up to 11 guests and features three bedrooms, two bathrooms, air conditioning, a garden, parking, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside complimentary internet.
Best Big Pine Key, FL holiday rentals with a pool
Among the 388 accommodations in Big Pine Key, FL, here are the 4 best rentals with a pool
9.4 14 reviews
Big Pine Key, FL
13/10 – 15/10
195 €/nighttotal: 390 € (2 )
Airstream Flying Cloud
1 3
apartment , Big Pine Key
This 27-foot Airstream trailer is situated in Big Pine Key, just a short drive from the renowned Bahia Honda State Park, offering a peaceful escape from the hustle and bustle of everyday life. The property has received excellent ratings for its location, cleanliness, and overall user experience. The mobile home comfortably accommodates up to four guests and features a queen bed, a convertible table and couch for additional sleeping areas. It comes equipped with a fully functional kitchen, two air conditioning units, and parking, making it a convenient and comfortable stay for exploring the island's attractions.
8.7 17 reviews
Big Pine Key, FL
13/10 – 15/10
286 €/nighttotal: 572 € (2 )
2 Bedroom Pink Cabin Half/duplex # 10
1 3
cabin , Big Pine Key
This two-bedroom cabin is situated at the Old Wooden Bridge Resort and Marina in Big Pine Key, Florida, just a short distance from the famous Looe Key Reef and the Big Pine Key National Wildlife Refuge. The cabin, which sleeps up to seven guests, offers a full kitchen, air conditioning, a private garden, and access to resort amenities such as swimming pools, fishing docks, and boat rentals.
10 6 reviews
Big Pine Key, FL
13/10 – 15/10
353 €/nighttotal: 706 € (2 )
2 Bedroom Aqua Lodge # 15 Porgie
1 3
boat , Big Pine Key
This Big Pine Key houseboat, situated at the Old Wooden Bridge Resort and Marina, offers convenient access to resort amenities and is a short distance from Big Pine Key's natural attractions. The self-catering vessel sleeps six guests in one bedroom and one bathroom, boasting a kitchen, air conditioning, and internet access; on-site parking and swimming pool are also available.
9.3 26 reviews
Big Pine Key, FL
13/10 – 15/10
264 €/nighttotal: 528 € (2 )
Rv In The Keys | Tropical Retreat
1 3
cabin , Big Pine Key
This Big Pine Key motorhome rental, ‘Rv In The Keys | Inside/outside Living W/patio’, is situated in a convenient RV park, approximately 48km from Key West and 32km from Marathon, offering easy access to both destinations. The 1-bedroom, 1-bathroom mobile home sleeps four guests, features a fully equipped kitchen, two TVs, air conditioning, and access to an on-site swimming pool, garden, and laundry facilities; its unique design allows for indoor/outdoor living via a convertible patio area.
Frequently asked questions about holiday rentals in Big Pine Key, FL
What are some interesting places to visit in or near Big Pine Key, FL?
Well, you've got to check out the Big Pine Key National Wildlife Refuge, it's a haven for endangered Key deer. If you're into history, the Old Wooden Bridge on the Overseas Highway is a must-see. And if you're looking for a great beach, Bahia Honda State Park is just a short drive away.
What are the best Airbnb and holiday rentals in Big Pine Key, FL?
Which walking or cycling routes are the best in Big Pine Key, FL?
The Big Pine Key Trail is a popular choice for both walking and cycling. It runs along the waterfront and offers stunning views of the water. You can also check out the paved bike path along the Overseas Highway, which is a great option for a longer ride.
What are the most popular Airbnbs in Big Pine Key, FL?
What sports or outdoor activites can visitors enjoy in and around Big Pine Key, FL?
Big Pine Key is a great spot for fishing, kayaking, and paddleboarding. You can also rent a boat and explore the surrounding waters. If you're looking for something a bit more adventurous, try diving or snorkeling at Looe Key Reef, which is just a short boat ride away.
What are the best holiday rentals with a pool in Big Pine Key, FL?
What other towns or cities can be easily accessed from Big Pine Key, FL?
You can easily drive to Marathon, Key West, and Islamorada from Big Pine Key. Marathon is about 20 minutes away, Key West is about an hour and a half, and Islamorada is about 30 minutes away. All of these towns offer a variety of attractions and activities.
What are the best rentals for families and kids in Big Pine Key, FL?
What amenities are commonly available in vacation rentals in Big Pine Key, FL?
Most vacation rentals in Big Pine Key come with basic amenities like air conditioning, Wi-Fi, and a kitchen. Many also have private pools, hot tubs, and outdoor living spaces. You can often find rentals with kayaks, paddleboards, and other water toys available for use.
What are the best rentals or Airbnbs with a jacuzzi in Big Pine Key, FL?
What time of year is best to rent a vacation rental Big Pine Key, FL?
The best time to visit Big Pine Key is during the winter months, from November to April. The weather is warm and sunny, and the crowds are smaller. However, if you're looking for a more affordable vacation, you can visit during the shoulder seasons, from May to June or September to October.
Destinations nearby
Best Big Pine Key, FL holiday rentals with a balcony
Big Pine Key, FL
13/10 – 15/10
592 €/nighttotal: 1184 € (2 )
Ocean View Suite Barnacle Resort
1 3
apartment , Big Pine Key
This oceanfront apartment in Long Beach Estates, Big Pine Key, is situated 11km from Bahia Honda State Park and 55km from Key West. The 56-square-metre property, sleeping four guests, offers a bedroom, bathroom, kitchen with fridge and microwave, air conditioning, terrace, garden, parking, internet access, plus complimentary kayaks and bicycles.
8.6 4 reviews
Big Pine Key, FL
13/10 – 15/10
540 €/nighttotal: 1080 € (2 )
Treehouse Private Village Barnacle Resort
1 3
cabin , Big Pine Key
This beachfront cottage in Long Beach Estates, Big Pine Key, offers easy access to Coupon Bight Aquatic Preserve and is near Big Munson Island and Blue Hole. The 65 square metre (700 square foot) property sleeps four, boasting a bedroom, bathroom, kitchen with fridge, air conditioning, Wi-Fi, a terrace, garden, parking, and complimentary kayaks and bicycles.
8.0 48 reviews
Big Pine Key, FL
13/10 – 15/10
386 €/nighttotal: 772 € (2 )
Barnacle Resort
1 3
resort , Big Pine Key
This Long Beach Estates bed and breakfast is situated on the beach, just a short walk from Coupon Bight Aquatic Preserve and Florida Keys Beaches, with Cook Island and Newfound Harbor Keys within a 24km drive. It has received very good user ratings. The accommodation offers a rooftop terrace with ocean views and free use of bicycles to explore the island. Guests can enjoy a complimentary continental breakfast, free Wi-Fi in public areas, and free self parking.
Best Big Pine Key, FL holiday rentals with parking
8.5 15 reviews
Big Pine Key, FL
13/10 – 15/10
437 €/nighttotal: 874 € (2 )
Ocean View Room At Barnacle Resort
1 3
studio , Big Pine Key
Ocean View Suite, a self-catering guesthouse in Big Pine Key, Florida, is situated 19 kilometres from the Florida Keys Aquarium Encounters and 19 kilometres from the Seven Mile Bridge. This Big Pine Key holiday rental boasts a 56 square metre floor area, comprising one bedroom, one bathroom, and can accommodate up to four guests; features include a kitchenette, air conditioning, free Wi-Fi, on-site parking, a garden, and a private patio with ocean views.
8.8 105 reviews
Big Pine Key, FL
13/10 – 15/10
271 €/nighttotal: 542 € (2 )
1 Bedroom Cabin Half/duplex Unit A Up On Stilts
1 3
apartment , Big Pine Key
This apartment is situated in the Old Wooden Bridge Resort and Marina on Big Pine Key, just a short drive from the famous Looe Key Reef and Bahia Honda State Park. It has received very good user ratings and excellent ratings for location and cleanliness. The apartment has two full-size beds in the bedroom and a queen sofa sleeper in the living room, comfortably accommodating up to four guests. It offers access to a shared deck with stunning views over the marina, a swimming pool, boat rentals, kayak rentals, and parking right in front of the property.
Big Pine Key, FL
13/10 – 15/10
210 €/nighttotal: 420 € (2 )
Parmer's Resort
1 3
resort , Big Pine Key
Parmer's Resort is located in Summerland Key, just 6.4 kilometres from the centre of Big Pine Key. This peaceful resort offers a convenient base for exploring the island's natural beauty and attractions. Parmer's Resort provides a range of facilities and services to make your stay comfortable and enjoyable. These include a laundry service, a concierge, free Wi-Fi, parking, and picnic and barbecue areas.
9.9 142 reviews
Big Pine Key, FL
13/10 – 15/10
590 €/nighttotal: 1180 € (2 )
Waterfront Haven House With Boat Basin & Ramp!
3 3
apartment , Big Pine Key
This luxurious waterfront property, situated in Little Torch Key near State Road 4A, offers direct ocean access and stunning panoramic water views, ideal for fishing and snorkelling. The 104-square-metre (1120 sq ft) vessel boasts a fully equipped kitchen, one bathroom, sleeps eight guests, and includes amenities such as a heated massage recliner, smart TVs, and on-site fishing quarters with a bait freezer.