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Best Vacation rentals and Airbnb offers in Big Pine Key, FL
10 1 review
Big Pine Key, FL
07/25 – 08/22
$209/nighttotal: $5852 (28 )
Beautiful 2br Waterview | Dock | Balcony | W/d
2 6
apartment , Big Pine Key
This Big Pine Key condo offers a waterside location with shimmering water views, located a short drive from the National Key Deer Refuge Nature Center and Big Pine Key Park. This 2-bedroom, 2-bathroom condo accommodates up to 6 guests and features a full kitchen with stainless steel appliances, an outdoor grill, a spacious living area with a smart TV, and a main bedroom with a luxury shower.
10 11 reviews
Big Pine Key, FL
07/25 – 08/22
$179/nighttotal: $5012 (28 )
Hibiscus House
1 6
apartment , Big Pine Key
This Big Pine Key vacation home is conveniently located near the National Key Deer Refuge, a 15-minute drive from Bahia Honda State Park, and 30 minutes from both Key West and Marathon. The newly renovated 4-bedroom, 2-bathroom house comfortably sleeps 10 guests, boasting a private heated saltwater pool, free WiFi, and proximity to boating and fishing opportunities.
8.4 12 reviews
Big Pine Key, FL
12/30 – 01/03
$901/nighttotal: $3604 (4 )
Charming 3-bedroom House In \Nbig Pine Key Near Beach And Key West
3 8
apartment , Big Pine Key
This 3-bedroom, 2-bathroom vacation home is located in the Sands district of Big Pine Key, a short walk to the Key West Visitors Center and Coupon Bight Aquatic Preserve. This pet-friendly apartment accommodates up to 11 guests with a fully equipped kitchen, in-unit washer/dryer, complimentary Wi-Fi, and on-site parking, offering easy access to attractions like Plages de l’archipel des Keys and Blue Hole.
9.8 66 reviews
Big Pine Key, FL
10/13 – 10/15
$442/nighttotal: $884 (2 )
New Deluxe Duplex Unit, 2 Queen Beds, Unit J-7
1 3
apartment , Big Pine Key
This Big Pine Key apartment is located near Old Wooden Bridge Marina, a popular spot for fishing and boating. The apartment offers stunning views of the marina and surrounding area. The apartment is a duplex unit with two bedrooms and can accommodate up to six guests. It comes equipped with modern amenities such as central AC, a dishwasher, and brand new furnishings, making it ideal for families or groups of friends.
9.2 99 reviews
Big Pine Key, FL
10/13 – 10/15
$313/nighttotal: $626 (2 )
2 Bedroom Pink Cabin Half/duplex # 11
2 3
cabin , Big Pine Key
This Big Pine Key cabin offers a tranquil escape, just a short drive from the island's best beaches and attractions. It consistently receives excellent ratings for its cleanliness, location, and overall experience. The two-bedroom, one-bathroom cabin comfortably accommodates up to seven guests. Enjoy a fully equipped kitchen, air conditioning, a private pool, and a lush garden perfect for relaxing and enjoying the peaceful surroundings.
8.7 17 reviews
Big Pine Key, FL
10/13 – 10/15
$330/nighttotal: $660 (2 )
2 Bedroom Pink Cabin Half/duplex # 10
1 3
cabin , Big Pine Key
This cozy cabin is located at the Old Wooden Bridge Resort and Marina in Big Pine Key, Florida, just a short drive from Bahia Honda State Park and the Seven Mile Bridge. The cabin has received very good user ratings, an excellent location rating, and a very good cleanliness rating. The cabin features two bedrooms and one bathroom, comfortably accommodating up to seven guests. Enjoy access to a full kitchen, a living room, a swimming pool, a garden, and parking. You also have full access to the resort's amenities, including the marina and other recreational facilities.
Big Pine Key, FL
07/25 – 08/22
$223/nighttotal: $6244 (28 )
Bp04flr- Sunset Villa
2 6
house , Big Pine Key
Sunset Villa in Big Pine Key is located 18 miles from Seven Mile Bridge and 24 miles from Captain Hook's Marina Dive Center, offering convenient access to Florida Keys Aquarium Encounters (24 miles) and Key West International Airport (29 miles). This vacation home features 1190 square feet with two bedrooms, two bathrooms, a full kitchen with a dishwasher and microwave, air conditioning, a terrace with an ocean view, and a garden, with an on-site concierge available for guest assistance.
8.5 91 reviews
Big Pine Key, FL
12/30 – 01/03
$1077/nighttotal: $4308 (4 )
Sunshine Key Rv Resort & Marina
3 8
glamping , Big Pine Key
This mobile home is located in Big Pine Key, Florida, a short walk from Sandspur Beach and a short drive from the Seven Mile Bridge and Bahia Honda State Park. The property has excellent user, location, and cleanliness ratings. The mobile home is 400 square feet with one bathroom. It includes a kitchenette, air conditioning, a private bathroom, and access to a swimming pool, hot tub, playground, and marina.
9.8 10 reviews
Big Pine Key, FL
07/25 – 08/22
$331/nighttotal: $9268 (28 )
Big Pine Key Vacation Home
3 6
apartment , Big Pine Key
This 3-bedroom, 2-bath house in Big Pine Key is located a block and a half from the water with partial views, a 10-minute drive to Bahia Honda State Park, and blocks from shops and restaurants. This pet-friendly rental offers a full kitchen, air conditioning, a garden, parking, and beach gear, with a minimum 28-day stay required.
9.3 26 reviews
Big Pine Key, FL
10/13 – 10/15
$305/nighttotal: $610 (2 )
Rv In The Keys | Tropical Retreat
1 3
cabin , Big Pine Key
"Rv In The Keys" offers a Big Pine Key campervan rental conveniently located in an RV park, 30 miles from Key West and 20 miles from Marathon, providing easy access to both destinations. This one-bedroom, one-bathroom toy hauler sleeps four, features a full kitchen with fridge, freezer, and microwave, and boasts on-site amenities including a swimming pool, laundry facilities, and BBQ grills, plus a unique convertible patio for indoor/outdoor living.
10 11 reviews
Big Pine Key, FL
10/13 – 10/15
$1119/nighttotal: $2238 (2 )
Waterfront Beach House With Dock & Heated Pool!
1 3
apartment , Big Pine Key
This Big Pine Key waterfront home boasts a 200-foot private dock, direct ocean access, and proximity to Little Torch Key's boat ramp. The four-bedroom, three-bathroom house sleeps eight, features a heated pool with ocean views, a full kitchen, washer/dryer, BBQ grills, and ample parking for your Big Pine Key vacation.
Best Big Pine Key, FL vacation rentals with a balcony
Big Pine Key, FL
12/01 – 12/04
$495/nighttotal: $1485 (3 )
Ocean View Suite Barnacle Resort
1 1
apartment , Big Pine Key
This oceanfront Big Pine Key vacation rental, located in Long Beach Estates, is 6.8 miles from Bahia Honda State Park and 34 miles from Key West. The 600-square-foot apartment features one bedroom, one bathroom, sleeps four, and includes a kitchen, private beach access, kayaks, bicycles, and a terrace; breakfast is also provided.
Big Pine Key, FL
07/25 – 08/22
$221/nighttotal: $6188 (28 )
Bp10flr Big Pine Bungalow
3 6
house , Big Pine Key
The Big Pine Bungalow in Big Pine Key offers a tranquil island escape, located 23 miles from Florida Keys Aquarium Encounters and 30 miles from the Ernest Hemingway Home and Museum and Duval Street. This 1360 square foot home accommodates up to 13 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, a private balcony, a garden, a tennis court, and an outdoor swimming pool.
10 6 reviews
Big Pine Key, FL
07/25 – 08/22
$267/nighttotal: $7476 (28 )
167 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 6
house , Big Pine Key
This oceanfront residence on Ramrod Key offers direct Atlantic Ocean views and immediate access to Niles Channel, a crucial passage connecting the Atlantic and Gulf in the lower Florida Keys. This 1800 sq ft vacation home accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a new heated swim/spa pool, an 85 ft concrete seawall, and nearly 70 ft of deep water dockage for boating and fishing enthusiasts.
Big Pine Key, FL
07/25 – 08/22
$163/nighttotal: $4564 (28 )
Hibiscus House - Heated Pool
4 6
apartment , Big Pine Key
This Big Pine Key vacation home is located near the National Key Deer Refuge, a 15-minute drive from Bahia Honda State Park and 30 minutes from Key West or Marathon. This newly renovated four-bedroom house sleeps ten guests and boasts a heated saltwater pool, tiki hut, three-car parking, plus boat trailer parking near a boat ramp, and porches offering refuge views of the Key Deer.
Our Favorite Family-Friendly Vacation Rentals in Big Pine Key, FL
Find the perfect family vacation rental or Airbnb in Big Pine Key, FL with plenty of room to spread out near local beaches.
9.9 19 reviews
Big Pine Key, FL
07/25 – 08/22
$257/nighttotal: $7196 (28 )
Dates Available Oct, Nov, Dec 2023
2 6
apartment , Big Pine Key
This Big Pine Key vacation home in Doctor's Arm offers convenient access to Blue Hole (within 3 miles), the National Key Deer Refuge Visitor Center (under 3 miles), and the Big Pine Key Flea Market (less than 3 miles). The two-bedroom, two-bathroom house sleeps seven and boasts a fully equipped kitchen, Jacuzzi, fitness center, terrace, and free Wi-Fi, plus barbecue grills for outdoor dining.
9.8 32 reviews
Big Pine Key, FL
07/25 – 08/22
$280/nighttotal: $7840 (28 )
Free Kayaks & Bikes! Private Pool Home. Little Torch Key. Great Fishing Area.
3 6
apartment , Big Pine Key
This apartment is located on Little Torch Key, a small island just off the Overseas Highway (US Route 1) at mile marker 28, offering a peaceful and secluded getaway. The property is approximately 30 minutes from Key West and 20 minutes from Marathon. Guests have consistently rated this rental as excellent. This 3-bedroom, 3-bathroom apartment is perfect for families or groups of up to 8 people. The apartment has a private pool, a hot tub, a wet bar, a barbecue area, and a large dock for fishing and boating.
Big Pine Key, FL
07/25 – 08/22
$435/nighttotal: $12180 (28 )
3-bedroom House In Lower Keys With Hot Tub, Sleeps 10+, Pet Freindly
3 6
apartment , Big Pine Key
This Big Pine Key waterfront home, located in the Pine Channel Estates neighborhood, offers easy access to both the Gulf of Mexico and the Atlantic Ocean, placing you near attractions like the Blue Hole and Big Munson Island. The three-bedroom, two-bathroom house features a king bed, queen bed, two bunk beds, a 75-foot two-level dock, a hot tub, full laundry facilities, WiFi, and can comfortably accommodate up to 12 guests.
Frequently Asked Questions about vacation rentals in Big Pine Key, FL
What sports or outdoor activites can visitors enjoy in and around Big Pine Key, FL?
Fishing is definitely king here, with great spots for both inshore and offshore fishing. You can also go kayaking, paddleboarding, or windsurfing in the calm waters. For the adventurous, there's scuba diving and snorkeling, with amazing coral reefs and marine life just off the coast.
What are the best Airbnb and vacation rentals 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, which is about 15 minutes away and has a lot of shops and restaurants. Key West is about an hour and a half drive, and offers a lot of attractions and nightlife. If you want to explore the mainland, Miami is about a 3-hour drive.
What are the most popular Airbnbs 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 fully equipped kitchen. Many also have private pools, hot tubs, and laundry facilities. You can find rentals with boats, kayaks, or paddleboards for exploring the waters.
What are the best vacation rentals with a pool 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, when the weather is warm and sunny with little rain. The summer months can be hot and humid with occasional storms.
What are the best rentals for families and kids in Big Pine Key, FL?
What are the local dishes in Big Pine Key, FL region?
Fresh seafood is a big part of the local cuisine, with conch fritters, stone crab claws, and grouper sandwiches being popular choices. You can also find some great Key lime pie, a sweet and tangy treat that is a must-try while you're here.
What are the best rentals or Airbnbs with a jacuzzi in Big Pine Key, FL?
Best Big Pine Key, FL vacation rentals with parking
9.8 8 reviews
Big Pine Key, FL
10/13 – 10/15
$975/nighttotal: $1950 (2 )
Waterfront Captain House With Boat Basin & Ramp!
3 3
apartment , Big Pine Key
This Summerland Key vacation home is located three miles from Florida Keys Beaches and the Big Pine Key Flea Market, and six miles from the Key West Visitor Center. This three-bedroom, two-bathroom house offers 1,530 square feet of space, accommodating up to eight guests and boasting a private patio, Jacuzzi, and fully equipped kitchen including a dishwasher.
This waterfront vacation rental on Summerland Key is located just minutes from Looe Key Reef and Bahia Honda State Park, offering prime access to coastal activities. This 660 sq. ft. condo accommodates up to six guests and features a kitchen, air conditioning, a shared heated pool, complimentary kayaks, paddleboards, and bikes, with pets welcome for an additional fee.
Neighborhoods and points of interest in Big Pine Key, FL
Search Vacation Rentals with Swimming Pool in Big Pine Key, FL
Complement your time by the water with a dip in the pool at these Big Pine Key, FL vacation rentals with on-site swimming facilities.
9.5 51 reviews
Big Pine Key, FL
10/13 – 10/15
$375/nighttotal: $750 (2 )
1 Bedroom Aqualodge # 6 Tarpon
1 3
barge , Big Pine Key
This floating home is located in a tranquil area of Big Pine Key, overlooking the Bogie Channel, just a short distance from the Florida Keys Resort and Marina. It has received excellent ratings for location, cleanliness, and user experience. The barge has one bedroom and one bathroom, accommodating up to four guests. Guests can enjoy access to resort amenities, including a swimming pool, and can explore the surrounding waterways by boat, kayak, or bike.
Big Pine Key, FL
07/25 – 08/22
$377/nighttotal: $10556 (28 )
Fishermans Dream House
3 6
apartment , Big Pine Key
This vacation rental is situated in Big Pine Key's Eden Pines neighborhood, providing 180 feet of seawall on a secluded corner lot with convenient access to boat ramps and the Coupon Bight Aquatic Preserve. This 3-bedroom, 2-bathroom house accommodates up to 8 guests and features an outdoor bar with an ice maker, a private pool, open decks, two living rooms, and opportunities for fishing and spotting key deer.
9.4 32 reviews
Big Pine Key, FL
12/30 – 01/03
$514/nighttotal: $2056 (4 )
Ocean Breeze House - Sleeps 8 - Escape The Cold; Our Pool Is Heated!
2 8
cottage , Cudjoe Key
This Summerland Key vacation home is less than 1.2 miles from Florida Keys beaches, Crab Key, and Pye Key, offering easy access to water activities and located within 6 miles of Coupon Bight Aquatic Preserve and Venture Out Keys. This 1500-square-foot rental boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a private pool, terrace, free Wi-Fi, a fully equipped kitchen, in-unit laundry, and an on-site arcade.
Big Pine Key, FL
07/25 – 08/22
$387/nighttotal: $10836 (28 )
Newly Renovated 3/2 With Pool And Canal Access!!!
3 6
apartment , Big Pine Key
This newly renovated 3-bedroom, 2-bathroom vacation home in Port Pine Heights, Big Pine Key, is located 0.2 miles from Florida Keys Beaches and near Coupon Bight Aquatic Preserve, Blue Hole, and Big Munson Island. This waterfront retreat accommodates up to 8 guests and features air conditioning, a microwave oven, a dishwasher, a swimming pool, and parking, offering an immersive Florida Keys experience.
Search Coastal Vacation Rentals near Big Pine Key, FL
Discover charming seaside vacation rentals in Big Pine Key, FL near the coast. Browse our favorite coastal picks to find your perfect beach-town match.
8.8 5 reviews
Big Pine Key, FL
12/01 – 12/04
$333/nighttotal: $999 (3 )
Star Room Barnacle Resort
1 1
apartment , Big Pine Key
Big Pine Key, FL
12/01 – 12/04
$225/nighttotal: $675 (3 )
149 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 1
house , Big Pine Key
Big Pine Key, FL
10/13 – 10/15
$12061/nighttotal: $24122 (2 )
Go Fish Inn
2 3
house , Big Pine Key
Big Pine Key, FL
07/25 – 08/22
$230/nighttotal: $6440 (28 )
Disfruta De La Sencillez De Este Alojamiento Tranquilo Y Céntrico.