Vacation Rentals in Big Pine Key, FL

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Big Pine Key, FL vacation rentals
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478 Vacation rentals and Airbnb in Big Pine Key, FL

Best family friendly Big Pine Key, FL vacation rentals

Among the 478 accommodations in Big Pine Key, FL, here are the 4 best family friendly rentals

Waterfront Beach House With Dock & Heated Pool! - Big Pine Key, FL
10 1 review

Waterfront Beach House With Dock & Heated Pool!

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.
Parmer's Resort - Big Pine Key, FL
8.9 1607 reviews

Parmer's Resort

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.
Queen Studio W/ Kitchen, Pool & Beach Access | Breakfast Included - Big Pine Key, FL
No reviews

Queen Studio W/ Kitchen, Pool & Beach Access | Breakfast Included

studio, Big Pine Key
This Summerland Key apartment is conveniently located in Big Pine Key, a mere few minutes from Looe Key Reef for diving and Bahia Honda State Park.
This pet-friendly studio accommodates two guests and offers waterfront relaxation with complimentary kayaks, paddleboards, bikes, and an on-site heated outdoor shared pool, alongside a kitchen with basic amenities.
Tiny House | 35 Min To Kw + Free Parking & Pool - Big Pine Key, FL
9.6 265 reviews

Tiny House | 35 Min To Kw + Free Parking & Pool

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 Big Pine Key, FL vacation rentals with a pool

Among the 478 accommodations in Big Pine Key, FL, here are the 4 best rentals with a pool

Airstream Flying Cloud - Big Pine Key, FL
9.5 15 reviews

Airstream Flying Cloud

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.
2 Bedroom Aqualodge # 11 Grouper - Big Pine Key, FL
9.4 345 reviews

2 Bedroom Aqualodge # 11 Grouper

barge, Big Pine Key
This barge is situated at the Old Wooden Bridge Resort and Marina in Big Pine Key, Florida, just a short distance from the Bahia Honda State Park, offering a peaceful escape in a beautiful setting. The barge has received excellent ratings for its location, cleanliness, and overall experience.
This floating accommodation has two bedrooms and can comfortably sleep up to six guests. The barge offers access to all the resort amenities, including a swimming pool, and is close to activities such as fishing charters, kayaking tours, and local shops and restaurants.
2 Bedroom Turquoise Cabin - Big Pine Key, FL
9.2 36 reviews

2 Bedroom Turquoise Cabin

cabin, Big Pine Key
This charming cabin is situated on Big Pine Key, just a short distance from the island's beautiful beaches and natural attractions, offering a tranquil escape. The cabin consistently receives excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cabin comfortably accommodates up to seven guests, providing a spacious and inviting space for families or groups of friends. The cabin features a well-equipped kitchen, air conditioning, a swimming pool, and a garden, ensuring a comfortable and enjoyable stay. Guests can also enjoy nearby activities such as fishing, kayaking, and snorkeling, as well as dining options in the area.
1 Bedroom Floating Cabin # 9 Hammerhead - Big Pine Key, FL
9.4 62 reviews

1 Bedroom Floating Cabin # 9 Hammerhead

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.

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?

    Big Pine Key is a beautiful island with a laid-back vibe. You can visit the National Key Deer Refuge, where you can see the endangered Key deer. The Bahia Honda State Park is a great spot for swimming, fishing, and camping. Just a short drive away, you can explore the historic Old Seven Mile Bridge, offering stunning views.
  • What are the best Airbnb and vacation rentals in Big Pine Key, FL?

    Old Wooden Bridge Resort & Marina, Waterfront Beach House With Dock & Heated Pool and Cheerful Tiny House In The Florida Keys are the most popular Airbnb and vacation rentals in Big Pine Key, FL among travelers.

  • Which walking or cycling routes are the best in Big Pine Key, FL?

    The best walking or cycling route is definitely the Big Pine Key Loop Road. It's a scenic 10km loop that takes you past the beautiful beaches, mangrove forests, and the historic Old Seven Mile Bridge. You can also explore the National Key Deer Refuge on foot or by bike, keeping an eye out for the adorable Key deer.
  • 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 paradise for outdoor enthusiasts. You can enjoy swimming, sunbathing, and kayaking at the beautiful beaches. Fishing is a popular activity, with plenty of charter boats available. For those seeking adventure, there's scuba diving and snorkeling at the nearby Looe Key Reef, known for its vibrant coral and marine life.
  • What are the best vacation rentals with a pool in Big Pine Key, FL?

  • What other towns or cities can be easily accessed from Big Pine Key, FL?

    Big Pine Key is part of the Florida Keys, a chain of islands connected by bridges. You can easily drive to the nearby towns of Marathon, Islamorada, and Key West. Marathon is known for its fishing and dolphin watching, while Islamorada is a popular spot for boating and watersports. Key West is the southernmost point of the US and offers a vibrant nightlife and historical attractions.
  • 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?

    Vacation rentals in Big Pine Key usually offer a range of amenities to make your stay comfortable. Most properties include air conditioning, Wi-Fi, and a fully equipped kitchen. You can also find rentals with private pools, hot tubs, and outdoor grills. Some rentals even offer kayaks or paddleboards for exploring the surrounding waters.
  • 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, when the weather is warm and sunny. This is also the peak season, so expect higher prices and more crowds. If you prefer a quieter and more affordable trip, consider visiting during the shoulder seasons, from April to June or September to November.
  • What are the local dishes in Big Pine Key, FL region?

    The local cuisine in the Florida Keys is a mix of Caribbean and American influences. Some popular dishes include fresh seafood like conch fritters, stone crab claws, and Key lime pie. You can also find delicious Cuban sandwiches and other Latin American specialties. Don't forget to try the local Key lime juice, a refreshing and tart drink made from the famous Key lime.

Popular destinations

Best Big Pine Key, FL holiday rentals with a balcony

Ocean Front Paradise/ Private Dock/awesome Views - Big Pine Key, FL
9.1 212 reviews

Ocean Front Paradise/ Private Dock/awesome Views

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.
Ocean View Suite Barnacle Resort - Big Pine Key, FL
No reviews

Ocean View Suite Barnacle Resort

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.
Treehouse Private Village Barnacle Resort - Big Pine Key, FL
8.6 4 reviews

Treehouse Private Village Barnacle Resort

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.
Old Wooden Bridge Resort & Marina - Big Pine Key, FL
8.5 889 reviews

Old Wooden Bridge Resort & Marina

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.

Best Big Pine Key, FL holiday rentals with parking

New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2 - Big Pine Key, FL
9.8 24 reviews

New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2

apartment, Big Pine Key
This one-bedroom apartment is located just a short distance from the beautiful beaches of Big Pine Key, offering easy access to swimming, sunbathing, and water sports. The surrounding area is peaceful and quiet, perfect for a relaxing getaway.
This self-catering apartment comfortably accommodates up to four guests. It comes with a fully equipped kitchen, air conditioning, and parking, ensuring a comfortable and convenient stay.
2 Bedroom Aqualodge # 14 Yellowtail - Big Pine Key, FL
9.8 10 reviews

2 Bedroom Aqualodge # 14 Yellowtail

boat, Big Pine Key
This brand-new houseboat, situated at Old Wooden Bridge Marina in Big Pine Key, Florida, offers convenient access to resort amenities.
The one-bedroom, one-bathroom vessel sleeps six guests and boasts a kitchen, air conditioning, and internet access, plus the unique experience of staying on a houseboat with swimming pool and parking.
New Deluxe Duplex Unit, 2 Queen Beds, Unit H-5 - Big Pine Key, FL
9.9 64 reviews

New Deluxe Duplex Unit, 2 Queen Beds, Unit H-5

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.
New Deluxe Duplex Unit, 1 Queen Bed, Unit D-1 - Big Pine Key, FL
9.6 5 reviews

New Deluxe Duplex Unit, 1 Queen Bed, Unit D-1

apartment, Big Pine Key
This one-bedroom apartment is located just a short drive from Big Pine Key's beautiful beaches and lively downtown area, offering a peaceful escape in a quiet setting. The apartment is perfect for a family getaway, with enough space for up to four guests.
The apartment offers a fully equipped kitchen, air conditioning, and parking, making it a comfortable and convenient choice for your stay. Enjoy a relaxing atmosphere with a private outdoor space, perfect for enjoying the fresh air.
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