Vacation Rentals in Big Pine Key, FL

388 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Big Pine Key, FL vacation rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

388 Vacation rentals and Airbnb in Big Pine Key, FL

Best family friendly Big Pine Key, FL vacation rentals

Among the 388 accommodations in Big Pine Key, FL, here are the 4 best family friendly rentals

Old Wooden Bridge Resort & Marina - Big Pine Key, FL
8.5 767 reviews
Big Pine Key, FL
13/10 – 15/10
₹27538/nighttotal: ₹55076 (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.
Ocean Front Paradise/290 Ft Private Dock/awesome Views - Big Pine Key, FL
9.0 209 reviews
Big Pine Key, FL
13/10 – 15/10
₹93862/nighttotal: ₹187724 (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.
Tiny Fish Haus - Big Pine Key, FL
9.9 103 reviews
Big Pine Key, FL
13/10 – 15/10
₹33936/nighttotal: ₹67872 (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.
Charming 3-bedroom House In \Nbig Pine Key Near Beach And Key West - Big Pine Key, FL
8.4 12 reviews
Big Pine Key, FL
13/10 – 15/10
₹57184/nighttotal: ₹114368 (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.

Best Big Pine Key, FL vacation rentals with a pool

Among the 388 accommodations in Big Pine Key, FL, here are the 4 best rentals with a pool

New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4 - Big Pine Key, FL
9.6 99 reviews
Big Pine Key, FL
13/10 – 15/10
₹42213/nighttotal: ₹84426 (2 )

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

1 3
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.
Waterfront Beach Houses With Dock & Heated Pool! - Big Pine Key, FL
9.9 160 reviews
Big Pine Key, FL
13/10 – 15/10
₹205769/nighttotal: ₹411538 (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.
Rv In The Keys | Tropical Retreat - Big Pine Key, FL
9.3 26 reviews
Big Pine Key, FL
13/10 – 15/10
₹29135/nighttotal: ₹58270 (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.
1 Bedroom Floating Cabin # 9 Hammerhead - Big Pine Key, FL
9.4 62 reviews
Big Pine Key, FL
13/10 – 15/10
₹31012/nighttotal: ₹62024 (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.

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.

Destinations nearby

Best Big Pine Key, FL holiday rentals with a balcony

Treehouse Private Village Barnacle Resort - Big Pine Key, FL
8.6 4 reviews
Big Pine Key, FL
13/10 – 15/10
₹59613/nighttotal: ₹119226 (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.
Old Florida Style, Wrap Around Porch, Boat Basin For Dockage, Open Water - Big Pine Key, FL
9.6 105 reviews
Big Pine Key, FL
13/10 – 15/10
₹64974/nighttotal: ₹129948 (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.
Ocean View Suite Barnacle Resort - Big Pine Key, FL
Big Pine Key, FL
13/10 – 15/10
₹65295/nighttotal: ₹130590 (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.
Barnacle Resort - Big Pine Key, FL
8.0 48 reviews
Big Pine Key, FL
13/10 – 15/10
₹42644/nighttotal: ₹85288 (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

Waterfront Haven House With Boat Basin & Ramp! - Big Pine Key, FL
9.9 142 reviews
Big Pine Key, FL
13/10 – 15/10
₹65135/nighttotal: ₹130270 (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.
Waterfront Anchor House With Boat Basin & Ramp! - Big Pine Key, FL
9.9 129 reviews
Big Pine Key, FL
13/10 – 15/10
₹102732/nighttotal: ₹205464 (2 )

Waterfront Anchor House With Boat Basin & Ramp!

4 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.
Ocean View Room At Barnacle Resort - Big Pine Key, FL
8.5 15 reviews
Big Pine Key, FL
13/10 – 15/10
₹48246/nighttotal: ₹96492 (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.
©2026 cozycozy.com