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Big Pine Key, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Big Pine Key, FL

Best Big Pine Key, FL vacation rentals with a balcony

Barnacle Resort - Big Pine Key, FL
8.0 48 reviews
Big Pine Key, FL
10/13 – 10/15
$447/nighttotal: $894 (2 )

Barnacle Resort

1 3
resort , Big Pine Key
Barnacle Resort, a beachfront bed and breakfast in Big Pine Key's Long Beach Estates, offers easy access to Coupon Bight Aquatic Preserve and is within a 15-minute drive of Newfound Harbor Keys and Cook Island.
This lodging provides guests with free continental breakfast, free WiFi in public areas, free self-parking, free bicycle use, a rooftop terrace with scenic views, and gas grills for guest use.
Old Wooden Bridge Resort & Marina - Big Pine Key, FL
8.5 767 reviews
Big Pine Key, FL
10/13 – 10/15
$264/nighttotal: $528 (2 )

Old Wooden Bridge Resort & Marina

1 3
house , Big Pine Key
This house is located in Big Pine Key, just 25 miles from Florida Keys Aquarium Encounters and 15 miles from Seven Mile Bridge, offering easy access to the area's attractions. Guests have consistently rated the house very good for cleanliness and excellent for location.
The house features a kitchen with a fridge, microwave oven, and dishwasher, as well as a swimming pool, terrace, and garden. Guests can enjoy stunning sea views, take advantage of free Wi-Fi, and relax on the sun terrace.
Old Florida Style, Wrap Around Porch, Boat Basin For Dockage, Open Water - Big Pine Key, FL
9.6 105 reviews
Big Pine Key, FL
10/13 – 10/15
$681/nighttotal: $1362 (2 )

Old Florida Style, Wrap Around Porch, Boat Basin For Dockage, Open Water

3 3
apartment , Big Pine Key
This waterfront Big Pine Key vacation home boasts stunning views and direct water access, situated within three miles of Florida Keys Beaches and the Big Pine Key Flea Market, and six miles from the Key West Visitor Center.
This 1700-square-foot house features three bedrooms, two bathrooms, and accommodates six guests, offering a fully equipped kitchen, in-house laundry, and a terrace—perfect for enjoying the Key's natural beauty.
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
10/13 – 10/15
$599/nighttotal: $1198 (2 )

Charming 3-bedroom House In \Nbig Pine Key Near Beach And Key West

3 3
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.

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.

Waterfront Captain House With Boat Basin & Ramp! - Big Pine Key, FL
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.
Tiny Fish Haus - Big Pine Key, FL
9.9 103 reviews
Big Pine Key, FL
10/13 – 10/15
$356/nighttotal: $712 (2 )

Tiny Fish Haus

1 3
cabin , Big Pine Key
This Big Pine Key vacation home is located in a quiet RV park, just a short drive from the main Key West attractions and across the highway from an oceanfront park. The property has earned excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, one-bathroom home can comfortably sleep up to four guests. It offers modern amenities like Wi-Fi, Alexa, and a mini washing machine, along with an outdoor patio featuring a sink, black stone grill, and an outdoor shower.

Frequently Asked Questions about vacation rentals in Big Pine Key, FL

Destinations nearby

Best Big Pine Key, FL vacation rentals with parking

Ocean View Room At Barnacle Resort - Big Pine Key, FL
8.5 15 reviews
Big Pine Key, FL
10/13 – 10/15
$505/nighttotal: $1010 (2 )

Ocean View Room At Barnacle Resort

1 3
studio , Big Pine Key
Ocean View Room at Barnacle Resort, a beachfront vacation home in Big Pine Key, Florida, is located 15 miles from the Seven Mile Bridge and 22 miles from Florida Keys Aquarium Encounters.
This 600-square-foot rental boasts one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchenette, free Wi-Fi, a private patio, and access to a garden.
Waterfront Anchor House With Boat Basin & Ramp! - Big Pine Key, FL
9.9 129 reviews
Big Pine Key, FL
10/13 – 10/15
$1076/nighttotal: $2152 (2 )

Waterfront Anchor House With Boat Basin & Ramp!

4 3
apartment , Big Pine Key
This Big Pine Key apartment is located just steps from the ocean and a short distance from the Little Torch Key boat ramp, offering easy access to both the beach and boating adventures. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The spacious 1430 square foot apartment can comfortably accommodate up to 10 guests in its four bedrooms and two bathrooms. Enjoy a fully equipped kitchen, laundry facilities, a private boat basin and ramp, a patio with BBQ grill, and plenty of space for outdoor activities, making it perfect for families or groups.
Treehouse Private Village Barnacle Resort - Big Pine Key, FL
8.6 4 reviews
Big Pine Key, FL
10/13 – 10/15
$624/nighttotal: $1248 (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 Florida Keys Beaches and Coupon Bight Aquatic Preserve, with Big Munson Island and Blue Hole also nearby.
The 700-square-foot home features one bedroom, one bathroom, sleeps four, and includes a kitchen, air conditioning, a terrace, a garden, parking, internet, and complimentary kayaks and bicycles.
Parmer's Resort - Big Pine Key, FL
Big Pine Key, FL
10/13 – 10/15
$242/nighttotal: $484 (2 )

Parmer's Resort

1 3
resort , Big Pine Key
Parmer's Resort is located in Summerland Key, just a short drive from the charming downtown area of Big Pine Key. The resort offers a convenient location for exploring the island's attractions, restaurants, and shops.
The resort offers a variety of amenities for a comfortable stay, including a picnic area, barbecue facilities, and free Wi-Fi. Guests can also enjoy laundry and concierge services, as well as the option of connecting rooms.

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.

2 Bedroom Aqualodge # 13 Barracuda - Big Pine Key, FL
9.5 105 reviews
Big Pine Key, FL
10/13 – 10/15
$375/nighttotal: $750 (2 )

2 Bedroom Aqualodge # 13 Barracuda

1 3
barge , Big Pine Key
This barge is located at the Old Wooden Bridge Resort and Marina in Big Pine Key, just a short distance from the beautiful saltwater pool and fish cleaning stations. It has received excellent ratings for its location, cleanliness, and overall user experience.
This charming vessel features two bedrooms and can comfortably accommodate up to six guests. The barge offers a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden, parking, and internet access.
Waterfront Beach Houses With Dock & Heated Pool! - Big Pine Key, FL
9.9 160 reviews
Big Pine Key, FL
10/13 – 10/15
$2156/nighttotal: $4312 (2 )

Waterfront Beach Houses With Dock & Heated Pool!

1 3
apartment , Big Pine Key
This Big Pine Key waterfront home is located 2.3 miles from the Big Pine Key Flea Market and 2.4 miles from the National Key Deer Refuge Visitor Center, offering easy access to local attractions and wildlife viewing.
This 3400-square-foot vacation rental boasts eight bedrooms, five bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating large groups with amenities including free Wi-Fi, a DVD player, and outdoor barbecue grills.
Rv In The Keys | Tropical Retreat - Big Pine Key, FL
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.
2 Bedroom Pink Cabin Half/duplex # 10 - Big Pine Key, FL
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.

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.

2 Bedroom Aqua Lodge # 15 Porgie - Big Pine Key, FL
10 6 reviews
Big Pine Key, FL
10/13 – 10/15
$408/nighttotal: $816 (2 )

2 Bedroom Aqua Lodge # 15 Porgie

1 3
boat , Big Pine Key
New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4 - Big Pine Key, FL
9.6 99 reviews
Big Pine Key, FL
10/13 – 10/15
$442/nighttotal: $884 (2 )

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

1 3
apartment , Big Pine Key
Ocean View Suite Barnacle Resort - Big Pine Key, FL
Big Pine Key, FL
10/13 – 10/15
$684/nighttotal: $1368 (2 )

Ocean View Suite Barnacle Resort

1 3
apartment , Big Pine Key
1 Bedroom Floating Cabin # 3 Hogfish - Big Pine Key, FL
9.1 9 reviews
Big Pine Key, FL
10/13 – 10/15
$351/nighttotal: $702 (2 )

1 Bedroom Floating Cabin # 3 Hogfish

1 3
barge , Big Pine Key

Browse Luxury Vacation Rentals in Big Pine Key, FL

Premium waterfront rentals in Big Pine Key, FL combine upscale design with refined service for a truly superior getaway.

1 Bedroom Floating Cabin # 9 Hammerhead - Big Pine Key, FL
9.4 62 reviews
Big Pine Key, FL
10/13 – 10/15
$325/nighttotal: $650 (2 )

1 Bedroom Floating Cabin # 9 Hammerhead

1 3
barge , Big Pine Key

Choose the Right Vacation Rentals with a Steam Room in Big Pine Key, FL

Elevate your wellness routine with a vacation rental featuring a sauna in Big Pine Key, FL , ideal for a restorative end to your day.

2 Bedroom Turquoise Cabin - Big Pine Key, FL
9.1 33 reviews
Big Pine Key, FL
10/13 – 10/15
$330/nighttotal: $660 (2 )

2 Bedroom Turquoise Cabin

1 3
cabin , Big Pine Key
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