288+ 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 288 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 768.88 ft², with Prices Averaging US $393 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 255
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 450 Properties
Eden Pines 413 Properties
Whispering Pines 363 Properties
Atlantis Estates 343 Properties
Sands 339 Properties
Tropical Bay Estates 329 Properties
Doctor's Arm 281 Properties
Punta Brisa 279 Properties
Lambert 267 Properties
Long Beach Estates 173 Properties
Port Pine Heights 112 Properties
Coupon Bight Aquatic Preserve 35 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:

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 2026 is over 288 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 413
Port Pine Heights Vacation Rentals in Big Pine Key, Florida 112
Long Beach Estates Vacation Rentals in Big Pine Key, Florida 173
Sands Vacation Rentals in Big Pine Key, Florida 339
Doctor's Arm Vacation Rentals in Big Pine Key, Florida 281
Pine Channel Estates Vacation Rentals in Big Pine Key, Florida 450
Whispering Pines Vacation Rentals in Big Pine Key, Florida 363
Tropical Bay Estates Vacation Rentals in Big Pine Key, Florida 329
Punta Brisa Vacation Rentals in Big Pine Key, Florida 279
Lambert Vacation Rentals in Big Pine Key, Florida 267
Atlantis Estates Vacation Rentals in Big Pine Key, Florida 343

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