Big Pine Key Holiday Rentals

Compare Villas, Resorts, & Rentals in Big Pine Key, Florida, USA

Deer Run on the Atlantic
FromR8,333 per night
|
10.0 (3 Reviews)
4 Bedrooms 6 Guests
Sunshine Key RV Resort & Marina
8.8 (163 Reviews)
1 Bedroom 2 Guests
Star Room at Barnacle Resort
|
9.3 (4 Reviews)
1 Bedroom 2 Guests
Old Wooden Bridge Resort and Marina
8.6 (309 Reviews)
1 Bedroom 4 Guests
Excellent boating location-65 ft frontage on deep canal
10.0 (12 Reviews)
2 Bedrooms 6 Guests
Ocean View Room at Barnacle Resort
|
9.1 (10 Reviews)
1 Bedroom 4 Guests
Barnacle Resort
FromR6,492 per night
|
8.2 (46 Reviews)
1 Bedroom 2 Guests
Sunshine Key King Travel Trailer 4
|
8.9 (20 Reviews)
1 Bedroom 4 Guests
Canal Front Paradise! Just a few yards from open water!
10.0 (8 Reviews)
2 Bedrooms 8 Guests
Old Wooden Bridge Resort & Marina
8.2 (287 Reviews)
47 Bedrooms 150 Guests
Treehouse Private Village at Barnacle Resort
|
7.7 (3 Reviews)
1 Bedroom 4 Guests
Luxury and Lovely Water Front House
10.0 (5 Reviews)
3 Bedrooms 4 Guests
Ocean Depth Room at Barnacle Resort
|
7.3 (3 Reviews)
1 Bedroom 4 Guests
Dates available Oct, Nov, Dec 2023
10.0 (5 Reviews)
2 Bedrooms 7 Guests
Tiki Beach - Big Pine Key
6.0 (2 Reviews)
4 Bedrooms 10 Guests
Perfect getaway keys
10.0 (5 Reviews)
2 Bedrooms 6 Guests
Big Pine Key Dreams
FromR4,383 per night
|
New
1 Bedroom 6 Guests
Newly Remodeled Corner House on the Water
10.0 (4 Reviews)
3 Bedrooms 6 Guests
Sunset Villa
FromR3,500 per night
|
New
3 Bedrooms 6 Guests
Beach View Room at Barnacle Resort
|
New
1 Bedroom 2 Guests
Tradewinds Treat
|
New
1 Bedroom 6 Guests
Unwind in the Keys! Extended-Stay Big Pine Home
10.0 (3 Reviews)
2 Bedrooms 5 Guests
Florida Keys /Big Pine Key/ Dear Haven
New
2 Bedrooms 4 Guests
Canal Front Home With Pool And Hot Tub
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Fishermen`s Paradise
New
3 Bedrooms 8 Guests
Manatee Watch
FromR9,583 per night
New
5 Bedrooms 12 Guests
Casa Blanca | Georgeous home on Big Pine Key
10.0 (1 Review)
2 Bedrooms 6 Guests
Magnolia's By The Sea
FromR7,901 per night
New
2 Bedrooms 11 Guests
Hellenga Haven
FromR6,850 per night
New
3 Bedrooms 8 Guests
Airstream Travel Trailer
10.0 (1 Review)
1 Bedroom 4 Guests
Escape the Ordinary and Experience Island Paradise
10.0 (1 Review)
2 Bedrooms 8 Guests
Tarpon Tales | Fantastic boating, pet-friendly
10.0 (1 Review)
2 Bedrooms 4 Guests
CASA COCO BY THE CANAL!
FromR3,868 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
Waterfront Pool Home! - Heavenly Hideout - Big Pine Key
10.0 (1 Review)
2 Bedrooms 6 Guests
RV In The Keys a Tropical Retreat
New
1 Bedroom 4 Guests
3 BEDROOM BEACH HOUSE CLOSE TO BEACH & KEY WEST
7.8 (16 Reviews)
1 Bedroom 2 Guests
Reel Paradise
FromR2,733 per night
New
2 Bedrooms 6 Guests
Barnacle Bed and Breakfast
FromR3,417 per night
|
9.2 (85 Reviews)
1 Bedroom 2 Guests
Twin Palms Canal Front
New
2 Bedrooms 6 Guests
Go Fish Inn
FromR2,500 per night
New
2 Bedrooms 6 Guests
Big Pine Key RV Park
8.3 (13 Reviews)
5 Bedrooms 18 Guests
Sunshine Key RV Resort & Marina
8.7 (64 Reviews)
12 Bedrooms 14 Guests
Big Pine Key Motel
FromR2,685 per night
7.3 (483 Reviews)
40 Bedrooms 16 Guests
Mickey and Lynn's House of Windows
10.0 (8 Reviews)
3 Bedrooms 7 Guests
Tropical Oasis with Beautiful Home, Pool, Dock and Tiki Hut
10.0 (7 Reviews)
3 Bedrooms 6 Guests
Beautiful Open-Water Property
10.0 (7 Reviews)
3 Bedrooms 6 Guests
Canal Front Home in Big Pine Key with Pool
10.0 (6 Reviews)
3 Bedrooms 6 Guests

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

Discover more than 307 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 783.27 ft², with nightly prices averaging R6,449.

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.

Frequently Asked Questions About Big Pine Key?

What are the top holiday rentals in Big Pine Key?

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

As of 2026, Casai boasts over 307 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)

NeighborhoodProperty Count
Eden Pines Vacation Rentals in Big Pine Key, Florida 439
Long Beach Estates Vacation Rentals in Big Pine Key, Florida 181
Port Pine Heights Vacation Rentals in Big Pine Key, Florida 116
Doctor's Arm Vacation Rentals in Big Pine Key, Florida 296
Pine Channel Estates Vacation Rentals in Big Pine Key, Florida 471
Sands Vacation Rentals in Big Pine Key, Florida 351
Whispering Pines Vacation Rentals in Big Pine Key, Florida 376
Tropical Bay Estates Vacation Rentals in Big Pine Key, Florida 347
Punta Brisa Vacation Rentals in Big Pine Key, Florida 297
Lambert Vacation Rentals in Big Pine Key, Florida 281
Atlantis Estates Vacation Rentals in Big Pine Key, Florida 352