287+ Vacation Rentals & Holiday Homes in Big Pine Key |
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Big Pine Key Accommodations - Hotels & Rentals

About Big Pine Key Vacation Rentals

Discover More than 287 Incredible Getaway Rentals Available in Big Pine Key. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Big Pine Key.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Big Pine Key, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Big Pine Key. The Average Size of Places to Stay Near Big Pine Key is 767.61 ft², with Prices Averaging US $382 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Big Pine Key. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Big Pine Key

Type Count
Vacation Homes 254
Holiday Apartments 11
Cottages 3
Villas 1

Use these Quick Filters to Find a Vacation Rental in Big Pine Key

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Big Pine Key with Online Reservations.

Weather in Big Pine Key, FL

View the weather forecast for Big Pine Key before booking your Big Pine Key Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Activities Big Pine KeyGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Big Pine KeyGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Bahia Honda State Park and Beach
Looe Key National Marine Sanctuary
National Key Deer Refuge Visitor Center
Key West Visitors Center
No Name Key
Calusa Beach
Blue Hole
Big Pine Flea Market
Loggerhead Beach
Sandspur Beach
Veterans Memorial Park & Beach
Bahia Honda State Park
Sombrero Beach
Dolphin Research Center
Florida Keys Beaches
Seven Mile Bridge
Saddlebunch Keys
The Turtle Hospital
Vaca Key
Florida Keys Country Club

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Pine Channel Estates 415 Properties
Eden Pines 404 Properties
Whispering Pines 334 Properties
Atlantis Estates 325 Properties
Sands 318 Properties
Tropical Bay Estates 317 Properties
Punta Brisa 260 Properties
Lambert 247 Properties
Long Beach Estates 154 Properties
Doctor's Arm 150 Properties
Port Pine Heights 98 Properties
Coupon Bight Aquatic Preserve 36 Properties

Frequently Asked Questions About Big Pine Key?

What are the top hotels, lake houses & vacation rentals in Big Pine Key?

We provide an array of great vacation destinations in Big Pine Key. If you are looking to stay in or around the Big Pine Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Big Pine Key:

How many Hotels & Vacation Rentals have private pools in Big Pine Key?

We have 55 Hotels & Vacation Rentals featuring a private pool in and near Big Pine Key. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Big Pine Key is best for families?

Searching for a family-friendly getaway in Big Pine Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Big Pine Key?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 287 in the Big Pine Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Big Pine Key.

Nearby Neighborhood (11) 
Neighborhood Property Count
Eden Pines Vacation Rentals in Big Pine Key, Florida 404
Long Beach Estates Vacation Rentals in Big Pine Key, Florida 154
Doctor's Arm Vacation Rentals in Big Pine Key, Florida 150
Port Pine Heights Vacation Rentals in Big Pine Key, Florida 98
Sands Vacation Rentals in Big Pine Key, Florida 318
Pine Channel Estates Vacation Rentals in Big Pine Key, Florida 415
Whispering Pines Vacation Rentals in Big Pine Key, Florida 334
Tropical Bay Estates Vacation Rentals in Big Pine Key, Florida 317
Punta Brisa Vacation Rentals in Big Pine Key, Florida 260
Lambert Vacation Rentals in Big Pine Key, Florida 247
Atlantis Estates Vacation Rentals in Big Pine Key, Florida 325

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