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Big Pine Key, FL accommodations
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548 Lodgings in Big Pine Key, FL

Top-Rated Oceanfront Lodgings in Big Pine Key, FL

Plan a refreshing beach-town holiday at these seaside accommodations in Big Pine Key, FL, located just a short distance from popular coastal attractions.

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 studio apartment in Summerland Key is located 3 miles from Looe Key Reef and 4 miles from Bahia Honda State Park, offering convenient access to diving and nature exploration.
This pet-friendly unit accommodates up to two guests and features a kitchenette with a fridge and microwave, air conditioning, a private terrace, shared heated pool access, and complimentary kayaks, paddleboards, and bikes for waterfront relaxation.

Best family friendly Big Pine Key, FL lodging

Among the 548 accommodations in Big Pine Key, FL, here are the 4 best for families

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 vacation home is located on Big Pine Key, just a short drive from the Big Pine Key Flea Market and the National Key Deer Refuge Visitor Center. The property has received excellent ratings from previous guests.
This 4-bedroom, 4-bathroom house can comfortably accommodate up to 8 guests. Enjoy a private pool, a fully equipped kitchen, a spacious patio, and a washing machine for added convenience.
Cottage 30 Min From Key West, Free Parking, Pool - Big Pine Key, FL
9.7 126 reviews

Cottage 30 Min From Key West, Free Parking, Pool

cottage, Big Pine Key
This Big Pine Key tiny house, located in the Breezy RV Estates community, offers a peaceful escape in the Florida Keys.
The 500-square-foot dwelling features one bedroom with three beds sleeping up to four guests, a full kitchen, and access to community amenities including a pool and laundry facilities.
Peaceful Studio W/ Pool & Beach Access | Breakfast Included - Big Pine Key, FL
No reviews

Peaceful Studio W/ Pool & Beach Access | Breakfast Included

studio, Big Pine Key
This studio apartment in Summerland Key, Florida, is located just minutes from Looe Key Reef and Bahia Honda State Park, offering convenient access to popular diving and outdoor recreation spots.
This pet-friendly accommodation for two features air conditioning, internet, a kitchenette with a fridge and microwave, and a terrace, with a shared outdoor pool, complimentary kayaks, paddleboards, and bikes available for guests.
Lower Keys Retreat - Big Pine Key, FL
No reviews

Lower Keys Retreat

house, Big Pine Key
Blackbeard Retreat, a one-bedroom house in Little Torch Key, offers a peaceful escape 19 miles from the Seven Mile Bridge and 29 miles from Key West attractions.
This Big Pine Key vacation rental boasts two bathrooms, sleeps 11 guests, includes a fully equipped kitchen with a dishwasher and microwave, free Wi-Fi, private parking, and a relaxing garden.

Frequently Asked Questions about accommodations in Big Pine Key, FL

  • What outdoor activities can visitors enjoy in and around Big Pine Key, FL?

    Big Pine Key is a paradise for outdoor enthusiasts. You can go fishing, kayaking, diving, snorkeling, or just relax on the beach. There are also plenty of hiking and biking trails in the area, like the one along the Overseas Highway. If you're feeling adventurous, you can even rent a boat and explore the backcountry.
  • What are the best accommodations in Big Pine Key, FL?

    Among the accommodations in Big Pine Key, FL, Little Torch Cottages, Old Island Life and Old Wooden Bridge Resort & Marina are the most popular ones.

  • When is the ideal time to plan a trip to 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. You'll avoid the summer humidity and the hurricane season, which runs from June to November. But even during the summer, you can find some great deals and enjoy the less crowded beaches.
  • What are the best accommodations with a pool in Big Pine Key, FL?

    Little Torch Cottages, Old Wooden Bridge Resort & Marina and Looe Key Reef Resort And Dive Center are the best accommodations with a pool in Big Pine Key, FL.

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

    The Overseas Highway is a great place to walk or bike, especially on the weekends when traffic is lighter. You can also explore the Big Pine Key National Wildlife Refuge on foot or by bike. There's a nice paved trail that goes through the refuge, offering beautiful views of the mangrove forests and the ocean.
  • What are the best accommodations with a jacuzzi in Big Pine Key, FL?

  • What nearby towns or cities can be explored from Big Pine Key, FL?

    Big Pine Key is a great base for exploring the rest of the Florida Keys. You can easily drive to Key West, Marathon, and Islamorada, all of which have their own unique charm and attractions. If you're looking for a more laid-back experience, you can also check out the smaller towns of Cudjoe Key and Summerland Key.
  • What are the best accommodations for families and kids in Big Pine Key, FL?

  • What amenities can travelers expect from accommodations in Big Pine Key, FL?

    You'll find a variety of accommodations in Big Pine Key, from cozy guesthouses to luxurious resorts. Many places offer swimming pools, restaurants, and bars, as well as amenities like boat docks and fishing charters. You can also find places with direct access to the beach.
  • What are the best pet friendly accommodations in Big Pine Key, FL?

    The best pet friendly accommodations in Big Pine Key, FL are Little Torch Cottages, Old Wooden Bridge Resort & Marina and Looe Key Reef Resort And Dive Center.

  • What are the best accommodations with parking in Big Pine Key, FL?

    Little Torch Cottages, Old Island Life and Old Wooden Bridge Resort & Marina are the best accommodations with parking in Big Pine Key, FL.

Popular destinations

Top Lodgings with a Pool in Big Pine Key, FL

These lodgings in Big Pine Key, FL include a swimming pool, the perfect way to complement a day by the water.

Frigate's Nest Extraordinary 8bed/8bath Nightly Re - Big Pine Key, FL
10 2 reviews

Frigate's Nest Extraordinary 8bed/8bath Nightly Re

apartment, Big Pine Key
Frigate's Nest, an eight-bedroom, eight-bathroom house in Little Torch Key, offers easy access to Looe Key Reef and is a short drive from Big Pine Key.
This luxurious vacation home boasts a private pool, dock with open water views, fully equipped kitchen and kitchenette, and accommodates up to sixteen guests.
Lower Keys Retreat - Big Pine Key, FL
No reviews

Lower Keys Retreat

apartment, Big Pine Key
This waterfront rental property in Big Pine Key features 200 ft of private dockage, including 100 ft on the basin side with 18 ft depth, perfect for large boats and watercraft.
This 5-bedroom, 4-bathroom house accommodates up to 14 guests and includes a private swimming pool, a full kitchen with dishwasher and microwave, and two separate 1/1 units each with a kitchenette.
2 Bedroom Aqualodge # 10 Sailfish - Big Pine Key, FL
9.4 346 reviews

2 Bedroom Aqualodge # 10 Sailfish

barge, Big Pine Key
This barge is docked at the Old Wooden Bridge Resort and Marina in Big Pine Key, Florida, near the southern end of the island, offering easy access to the island's beautiful beaches and natural attractions. The barge has received excellent ratings for location, cleanliness, and user experience.
The floating accommodation features two bedrooms and one bathroom, comfortably accommodating up to six guests. Guests can enjoy the resort's swimming pool, direct access to the marina, and a variety of other amenities, including a kitchen with a fridge and microwave, air conditioning, internet access, and a garden.
2 Bedroom Aqualodge # 14 Yellowtail - Big Pine Key, FL
9.8 12 reviews

2 Bedroom Aqualodge # 14 Yellowtail

boat, Big Pine Key
This Big Pine Key houseboat, named Aqualodge, is located at the Old Wooden Bridge Marina.
The 2-bedroom, 1-bathroom floating home sleeps 6, features a kitchen, air conditioning, and offers access to marina amenities, including a swimming pool and on-site parking; pets are allowed for an extra fee.

Neighborhoods and points of interest in Big Pine Key, FL

Best Big Pine Key, FL accommodation with a kitchen

Your Perfect Florida Keys Escape - Big Pine Key, FL
10 1 review

Your Perfect Florida Keys Escape

apartment, Big Pine Key
This Big Pine Key condo offers prime waterfront access to the Gulf of Mexico and Atlantic Ocean, featuring a private boat slip for exploring the Keys' waters.
This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and includes a fully equipped kitchen, laundry area, and a Jacuzzi, with nearby opportunities to experience Big Pine Key's natural beauty and marine life.
1 Bedroom Floating Cabin # 4 Swordfish - Big Pine Key, FL
8.6 18 reviews

1 Bedroom Floating Cabin # 4 Swordfish

barge, Big Pine Key
This floating home is located in Big Pine Key, just a short walk from the No Name Pub and a quick drive from the Big Pine Key Fishing Club. It has received very good ratings for location, user experience, and cleanliness.
The 1-bedroom, 1-bathroom barge can accommodate up to 4 guests. It features air conditioning, a kitchen with a fridge and microwave, internet access, a swimming pool, parking, and a spacious deck.
Airstream Flying Cloud - Big Pine Key, FL
9.6 18 reviews

Airstream Flying Cloud

apartment, Big Pine Key
This Airstream travel trailer is located in Big Pine Key, a short drive from Bahia Honda State Park, offering a peaceful escape from the hustle and bustle of larger cities. The trailer has received excellent ratings for location, cleanliness, and user experience.
The Airstream comfortably sleeps four guests in a cozy space with a queen bed and convertible couch. Amenities include a fully equipped kitchen, two air conditioning units, and parking, allowing you to explore the island's natural beauty and enjoy the tranquil atmosphere.
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 peacefully situated in Big Pine Key, just a short distance from the beach and close to local shops and restaurants. The tranquil atmosphere makes it ideal for families seeking a relaxing getaway.
The rental sleeps up to six guests and offers a well-equipped kitchen with a refrigerator, microwave, and dishwasher. Enjoy the tropical climate in the garden, take a dip in the swimming pool, or simply relax in the air-conditioned apartment.

Best Big Pine Key, FL accommodation with a balcony

Parmer's Resort - Big Pine Key, FL
8.9 1616 reviews

Parmer's Resort

resort, Big Pine Key
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
Old Wooden Bridge Resort & Marina - Big Pine Key, FL
8.4 912 reviews

Old Wooden Bridge Resort & Marina

house, Big Pine Key
Treehouse Private Village At Barnacle Resort - Big Pine Key, FL
No reviews

Treehouse Private Village At Barnacle Resort

house, Big Pine Key

Compare 5-Star Accommodations in Big Pine Key, FL

Luxury lodging in Big Pine Key, FL elevates your stay with refined service, premium amenities, and a perfectly situated home base.

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

Browse Dog-Friendly Accommodations in Big Pine Key, FL

A quality pet-friendly lodging in Big Pine Key, FL means dog-friendly beaches and outdoor washing facilities are always part of the package.

1 Bedroom Floating Cabin # 3 Hogfish - Big Pine Key, FL
9.1 9 reviews

1 Bedroom Floating Cabin # 3 Hogfish

barge, Big Pine Key
Tranquility Bayview House-ocean Front With Pool, Boat Basin And Boat Ramp - Big Pine Key, FL
10 13 reviews

Tranquility Bayview House-ocean Front With Pool, Boat Basin And Boat Ramp

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

Beach View Room At Barnacle Resort

studio, Big Pine Key

Check Out Accommodations with On-Site Dining in Big Pine Key, FL

On-site dining featuring fresh local food comes with every of these lodgings in Big Pine Key, FL, so dinner is sorted without leaving the property.

1 Bedroom Cabin Half/duplex Unit B Up On Stilts - Big Pine Key, FL
9.0 33 reviews

1 Bedroom Cabin Half/duplex Unit B Up On Stilts

cabin, Big Pine Key
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