388 Holiday rentals and Airbnb in Big Pine Key, FL
8.8 5 reviews
Big Pine Key, FL
25/07 – 22/08
208 €/nighttotal: 5824 € (28 )
Waterfront Home With Boat Dock, 2 Kayaks, 2 Bikes, Ac & W/d - Dog-friendly
3 6
apartment , Big Pine Key
This waterfront flat in Big Pine Key offers direct canal access to the Gulf and ocean via the Bogie Channel, with Florida Keys Beaches and Coupon Bight Aquatic Preserve nearby, and is located 45.7 meters from the seawall with a private dock. This 111 square meter property accommodates up to six guests across three bedrooms and two bathrooms, featuring a well-equipped kitchen with stainless steel appliances, central air conditioning, a furnished balcony with palm tree views, and includes two bicycles, two kayaks, and beach chairs for exploring local attractions like the Blue Hole.
9.4 2 reviews
Big Pine Key, FL
25/07 – 22/08
197 €/nighttotal: 5516 € (28 )
Cayman Cottage | 3 Bed/2 Bath Canalfront Home
3 6
apartment , Big Pine Key
This three-bedroom holiday home is located in Breezeswept Beach Estates, just 5 kilometres from Coupon Bight Aquatic Preserve and 10 kilometres from Florida Keys Beaches and Big Pine Key Flea Market, offering a peaceful escape from the hustle and bustle of the island. It boasts excellent ratings for location, cleanliness, and user experience. The 105 square metre house comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a washing machine, a balcony, a TV, a barbecue grill, and a garden. Enjoy easy access to nature with kayaking, snorkeling, and exploring the beautiful natural beauty of the area, and observe the endangered Key Deer in their natural habitat at the nearby National Key Deer Refuge Visitor Center.
9.2 5 reviews
Big Pine Key, FL
25/07 – 22/08
153 €/nighttotal: 4284 € (28 )
Bungalow Oasis With Lots Of Room
2 6
apartment , Big Pine Key
This waterfront property is located just 1.6 kilometres from Blue Hole and 9.6 kilometres from the Florida Keys Wilderness and National Key Deer Refuge Visitor Center, offering easy access to both natural beauty and local attractions. The property has received very good ratings from previous guests. This two-bedroom, two-bathroom house spans 106 square metres and can accommodate up to six guests. Enjoy a fully equipped kitchen, a private fenced yard, a terrace or balcony, free WiFi, and barbecue grills, perfect for relaxing and enjoying the beautiful surroundings.
10 2 reviews
Big Pine Key, FL
25/07 – 22/08
268 €/nighttotal: 7504 € (28 )
New House On Little Torch Key
1 6
apartment , Big Pine Key
This newly constructed apartment in Big Pine Key offers a secluded experience on a private drive, with direct access to open water ideal for aquatic pursuits. Accommodating up to eight guests, this modern flat boasts a state-of-the-art kitchen, a 75-inch television, two king-sized bedrooms, a bunk room, and extensive outdoor amenities including a new dock, kayak ramp, outdoor shower, and commercial ice machine.
9.4 62 reviews
Big Pine Key, FL
13/10 – 15/10
281 €/nighttotal: 562 € (2 )
1 Bedroom Floating Cabin # 9 Hammerhead
1 3
barge , Big Pine Key
This floating cabin is situated at the Old Wooden Bridge Resort and Marina in Big Pine Key, Florida, just a short drive from the famous Looe Key Reef. The barge has received excellent ratings for its cleanliness, location and overall experience. The barge offers one bedroom and can accommodate up to four guests. Guests can enjoy amenities such as a swimming pool, a garden, parking, internet access, air conditioning, and a kitchen with a fridge and microwave.
9.6 254 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.
9.9 61 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.
10 1 review
Big Pine Key, FL
25/07 – 22/08
203 €/nighttotal: 5684 € (28 )
Escape The Ordinary And Experience Island Paradise
2 6
apartment , Big Pine Key
Tarpon Retreat, a self-catering property in Doctor's Arm on Big Pine Key, Florida, offers a secluded location within the Big Pine Key Deer Refuge, providing easy access to both the Gulf of Mexico and the Atlantic Ocean. This two-bedroom, two-bathroom house boasts 106 square metres of living space, featuring an open-plan layout, king-size suites, walk-in closets, a full kitchen, private dock, and bicycles for exploring the neighbourhood; accommodating up to eight guests.
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.
Big Pine Key, FL
25/07 – 22/08
206 €/nighttotal: 5768 € (28 )
Charming Canal-front Retreat Private Pool, Ac, Wi-fi, Washer/dryer
3 6
apartment , Big Pine Key
This waterfront Big Pine Key residence provides a private tropical retreat, situated conveniently 32 kilometres from Marathon and 64 kilometres from Key West, with nearby access to boat ramps within a 5-7 minute drive. This 126 square metre holiday home accommodates up to seven guests, featuring three bedrooms, two bathrooms, a private heated pool with a spa, a large balcony with canal views, and covered parking.
Big Pine Key, FL
25/07 – 22/08
144 €/nighttotal: 4032 € (28 )
108 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 6
house , Big Pine Key
This newly renovated detached house is located within the National Key Deer Wildlife Refuge in Big Pine Key, offering direct water access to the Gulf of Mexico and Atlantic Ocean, and is situated 24 kilometres from Bahia Honda State Park. This 108 square metre property, ideal for up to six guests, features two bedrooms and two bathrooms, with amenities including a fridge, freezer, microwave, dishwasher, air conditioning, a terrace, garden, and parking, plus on-site facilities for fishing and boating enthusiasts.
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.
Best family friendly Big Pine Key, FL holiday rentals
Among the 388 accommodations in Big Pine Key, FL, here are the 4 best family friendly rentals
Big Pine Key, FL
25/07 – 22/08
376 €/nighttotal: 10528 € (28 )
3-bedroom House In Lower Keys With Hot Tub, Sleeps 10+, Pet Freindly
3 6
apartment , Big Pine Key
This waterfront property in Pine Channel Estates, Big Pine Key, offers easy access to both the bay and ocean, and is conveniently located near attractions such as Blue Hole and Big Munson Island. Sleeping up to twelve guests, this three-bedroom, two-bathroom house boasts a king-size bed, a queen-size bed, bunk beds, a jacuzzi, a full kitchen with dishwasher, and a 75-foot two-level dock perfect for boating and fishing; WiFi and laundry facilities are also provided.
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.
Big Pine Key, FL
25/07 – 22/08
211 €/nighttotal: 5908 € (28 )
Paradise In The Keys
1 6
apartment , Big Pine Key
This Big Pine Key waterfront property offers unparalleled views and is conveniently located near local attractions, though precise distances require further clarification. The two-bedroom, one-bathroom house sleeps six guests and boasts a kitchen, air conditioning, jacuzzi, parking, and internet access; further details on outdoor space and specific relaxation amenities are needed.
Big Pine Key, FL
25/07 – 22/08
141 €/nighttotal: 3948 € (28 )
Hibiscus House - Heated Pool
4 6
apartment , Big Pine Key
This Big Pine Key holiday home is situated near the National Key Deer Refuge, approximately 24 kilometres from Bahia Honda State Park and 48 kilometres from Key West or Marathon. Sleeping up to ten guests, this newly renovated four-bedroom property boasts a heated saltwater swimming pool with a tiki hut, three parking spaces plus boat trailer parking near a boat ramp, and two porches offering views of the refuge.
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
9.1 9 reviews
Big Pine Key, FL
13/10 – 15/10
304 €/nighttotal: 608 € (2 )
1 Bedroom Floating Cabin # 3 Hogfish
1 3
barge , Big Pine Key
This floating cabin is situated at the Old Wooden Bridge Resort and Marina in Big Pine Key, Florida, just a short distance from the bridge and a few kilometres from the southernmost point of the continental United States. The property has received excellent ratings for its cleanliness, location and user experience. This unique one-bedroom barge can accommodate up to six guests. It offers access to resort amenities, including a swimming pool, and is located in a marina with houseboats and rental boats, providing easy access to water activities.
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.
9.8 32 reviews
Big Pine Key, FL
25/07 – 22/08
242 €/nighttotal: 6776 € (28 )
Free Kayaks & Bikes! Private Pool Home. Little Torch Key. Great Fishing Area.
3 6
apartment , Big Pine Key
This apartment is situated on Little Torch Key, a small island just 16 kilometres from Key West and 13 kilometres from Marathon, offering a peaceful escape from the bustling city. The property has received excellent user ratings, making it a popular choice for travellers. This spacious home spans 96 square metres and can comfortably accommodate up to eight guests. The apartment includes a range of amenities, such as a private pool, hot tub, and barbecue area, perfect for enjoying the beautiful weather and relaxing with family and friends.
Big Pine Key, FL
25/07 – 22/08
334 €/nighttotal: 9352 € (28 )
Newly Renovated 3/2 With Pool And Canal Access!!!
3 6
apartment , Big Pine Key
Turtle Cove is a newly renovated holiday home located in Port Pine Heights, Big Pine Key, offering waterfront tranquility within 3 kilometers of Florida Keys Beaches and Coupon Bight Aquatic Preserve. This 3-bedroom, 2-bathroom apartment accommodates up to 8 guests and features a microwave oven, dishwasher, air conditioning, swimming pool, and parking, with a check-out time of 12:00 PM.
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
25/07 – 22/08
245 €/nighttotal: 6860 € (28 )
129 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 6
house , Big Pine Key
This oceanfront dwelling on South Pine Channel in Big Pine Key offers direct water access and is located a short distance from the Looe Key Dive Centre and the Tiki Bar. This 129 square metre property accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a private pool, screened porch, a dock for fishing or jet ski tie-up, and two kayaks for exploring the waters.
9.0 209 reviews
Big Pine Key, FL
13/10 – 15/10
857 €/nighttotal: 1714 € (2 )
Ocean Front Paradise/290 Ft Private Dock/awesome Views
3 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.
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.
9.6 4 reviews
Big Pine Key, FL
25/07 – 22/08
233 €/nighttotal: 6524 € (28 )
Beautiful Waterfront Home With Central Ac, Dock, Lovely Balcony & Patio
2 6
apartment , Big Pine Key
This waterfront flat in the Doctor's Arm district of Big Pine Key offers direct water views from its balcony and is situated 1.2 kilometres from the National Key Deer Refuge Nature Centre and a short drive from Big Pine Key Park. This 121 square metre residence accommodates up to six guests, featuring two bedrooms and two bathrooms, a full kitchen with stainless steel appliances, air conditioning, a terrace, garden, parking, and a luxury shower in the main bedroom.
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
25/07 – 22/08
196 €/nighttotal: 5488 € (28 )
House ∙ 3 Bedrooms ∙ 6 Guests
3 6
house , Big Pine Key
This canal-front holiday home is situated in Little Torch Key, approximately 26 kilometres south-west of Key West's historical sites, shopping, and dining. This three-bedroom, two-bathroom property accommodates up to six guests and features direct water access with a 60-metre seawall and fish cleaning station, alongside a private screened deck, gas BBQ, two bicycles, and a kayak.
10 1 review
Big Pine Key, FL
25/07 – 22/08
305 €/nighttotal: 8540 € (28 )
Canal-front Keys Retreat / Jacuzzi Sleeps 14
3 6
apartment , Big Pine Key
This canal-front property is located in the Eden Pines neighbourhood of Big Pine Key, providing direct access to local attractions and situated approximately 64 kilometres from Key West. This spacious 111 square metre holiday home accommodates up to 14 guests with 3 bedrooms and 2 bathrooms, featuring a private outdoor jacuzzi, a 23-metre boat dock with a boat lift, and ample parking for 6-7 vehicles, all within easy reach of the protected Key Deer Sanctuary.