276+ Private Villas and Holiday Rentals in Big Pine Key |
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Big Pine Key Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Big Pine Key

Discover more than 276 vacation rentals available in Big Pine Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Big Pine Key.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Big Pine Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Big Pine Key. On average, places to stay near Big Pine Key offer 759.65 ft², with nightly prices averaging US $383.

With Casai, finding and comparing holiday rentals in Big Pine Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Big Pine Key

Type Count
Vacation Homes 243
Holiday Apartments 11
Cottages 3
Villas 1

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Big Pine Key.

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

Top Attractions Around Big Pine Key, FL

Casai offers a large selection of top attractions around Big Pine Key . Research things to do on your vacation before you visit Big Pine Key.


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

Other Places to Stay in Big Pine Key, FL


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 holiday rentals in Big Pine Key?

With numerous options available in Big Pine Key, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Big Pine Key:

How many holiday rentals have private pools in Big Pine Key?

Discover a selection of holiday rentals with private pools near Big Pine Key with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Big Pine Key are best for families?

If you're searching for a family-friendly holiday home in Big Pine Key, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Big Pine Key:

How many Casai.com holiday rentals are available in Big Pine Key?

As of 2025, Casai boasts over 276 properties listed in the Big Pine Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties 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
Port Pine Heights Vacation Rentals in Big Pine Key, Florida 98
Doctor's Arm Vacation Rentals in Big Pine Key, Florida 150
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

People Also Ask

There are 276 Big Pine Key, FL Holiday Rentals

Recently Booked Holiday Rentals in Big Pine Key