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

Old Wooden Bridge Resort & Marina - Big Pine Key, FL
8.5 904 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.
Keys Beach Retreat Close To Key West - Big Pine Key, FL
9.5 22 reviews

Keys Beach Retreat Close To Key West

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.
Conch House - Ocean Front With Dock And Pool - Big Pine Key, FL
10 44 reviews

Conch House - Ocean Front With Dock And Pool

apartment, Big Pine Key
This waterfront property in Big Pine Key is conveniently located just 4km from the Big Pine Key Flea Market and 4.2km from the National Key Deer Refuge Visitor Center, making it a great base for exploring the area. The house has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This four-bedroom, four-bathroom home can comfortably accommodate up to eight guests. The property offers a range of amenities, including a private pool, a spacious terrace, a fully equipped kitchen, and a barbecue grill, perfect for enjoying the Florida sunshine and creating lasting memories.
Ocean Front Paradise/ Private Dock/awesome Views - Big Pine Key, FL
9.0 213 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.

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

2 Bedroom Aqualodge # 14 Yellowtail - Big Pine Key, FL
9.8 12 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, 1 Queen Bed, Unit C - Big Pine Key, FL
9.7 83 reviews

New Deluxe Duplex Unit, 1 Queen Bed, Unit C

apartment, Big Pine Key
This apartment is situated in Big Pine Key, overlooking Old Wooden Bridge Marina, just a short distance from the island's main attractions, offering a peaceful retreat from the hustle and bustle. The property has received excellent ratings for location, cleanliness and user experience.
The self-catering accommodation has a separate bedroom, living room, kitchen, and bathroom, providing a comfortable and spacious layout for up to four guests. The apartment features modern amenities, including air conditioning, a dishwasher, and a private porch with rocking swivel chairs, perfect for enjoying the views and fresh air.
Treehouse Private Village At Barnacle Resort - Big Pine Key, FL
No reviews

Treehouse Private Village At Barnacle Resort

house, Big Pine Key
Vacation house. You will be based in Big Pine Key.
Facilities and services include air conditioning, a barbecue and a terrace. Take advantage of the garden in this house!
Frigate's Nest Extraordinary 8bed/8bath Nightly Rental With Dockage & Private Pool - Big Pine Key, FL
8.8 6 reviews

Frigate's Nest Extraordinary 8bed/8bath Nightly Rental With Dockage & Private Pool

apartment, Big Pine Key
This waterfront residence is located in Little Torch Key, approximately 4.8 kilometres from Looe Key Reef and a short drive from the lower Florida Keys' islands.
This exclusive eight-bedroom, eight-bathroom holiday home accommodates sixteen guests and features a private pool, dockage for boats up to 10.6 metres, and kayaks, offering direct open water views.

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

Beach View Room Dormitory Room Barnacle Resort - Big Pine Key, FL
No reviews

Beach View Room Dormitory Room 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 46-square-metre self-catering flat offers one bedroom, one bathroom, sleeps two, and includes a private terrace, garden access, parking, Wi-Fi, and complimentary kayaks and bicycles; guests can also enjoy nearby restaurants and explore Coupon Bight Aquatic Preserve.
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.

Best Big Pine Key, FL holiday rentals with parking

New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4 - Big Pine Key, FL
9.6 102 reviews

New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4

apartment, Big Pine Key
This peaceful apartment is situated just a short drive (5km) from the vibrant restaurants and shops of Big Pine Key's downtown area. The property enjoys excellent ratings for its cleanliness, location, and overall guest experience.
The apartment is spacious and comfortably accommodates up to six guests. Enjoy a relaxing stay with amenities like air conditioning, a swimming pool, a garden, and parking, all within a tranquil setting.
1 Bedroom Cabin Half/duplex Unit A Up On Stilts - Big Pine Key, FL
8.8 107 reviews

1 Bedroom Cabin Half/duplex Unit A Up On Stilts

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.
Rv In The Keys | Tropical Retreat - Big Pine Key, FL
9.4 28 reviews

Rv In The Keys | Tropical Retreat

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.
Charming 2-bedroom 2- Bath Home Located In The Middle Of The Key Deer Refuge. - Big Pine Key, FL
10 10 reviews

Charming 2-bedroom 2- Bath Home Located In The Middle Of The Key Deer Refuge.

apartment, Big Pine Key
This Big Pine Key seaside property is a short walk (under 2km) from Coupon Bight Aquatic Preserve and the National Key Deer Refuge Visitor Centre, and within 1.6km of the Big Pine Key Flea Market and Key West Visitor Centre.
This two-bedroom, two-bathroom holiday home offers 111 square metres of living space, sleeps six guests, boasts a fully equipped kitchen, private patio, free Wi-Fi, and air conditioning.
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