Holiday Rentals in Big Pine Key
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Big Pine Key
Holiday Rentals in Big Pine Key

Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Yacht Haven Marina

Cabins at Bonefish Bay

Tropical Cottages

Skipjack Resort & Marina

Private Island ~Oceanfront-Fishing-Diving~ FL Keys

Knight's Key Suites

The Hammocks at Marathon

Aqua Lodge Rentals At Coconut Cay

Aqua Lodges at 47th Street Gulfside

Old Florida Style, wrap around porch, boat basin for dockage, open water

Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
Other types of properties in Big Pine Key you may be interested in

Old Wooden Bridge Resort and Marina
Holiday Accommodation Big Pine Key
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Big Pine Key are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Big Pine Key itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Big Pine Key holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Big Pine Key, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Big Pine Key with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Top Holiday Rental Destinations
More accommodation in Big Pine Key
Top 20 Big Pine Key Hotels
More destinations for you
- Hotels with a Waterpark in Pensacola
- Melbourne Accommodation
- Hotels with a Waterpark in Destin
- Beach Hotels in Tallahassee
- Davenport Accommodation
- Romantic Hotels in Tallahassee
- Hotels with a Waterpark in St. Augustine
- Hotels with a Waterpark in Daytona Beach
- Christmas Accommodation
- All Inclusive Hotels in Daytona Beach
- St. Augustine Accommodation
- All Inclusive Hotels in Pensacola Beach
- Pet Friendly Hotels in Palm Beach
- Pet Friendly Hotels in Clermont
- Daytona Beach Accommodation
- Luxury Hotels in Cape Canaveral
- North Port Accommodation
- Key West Accommodation
- Luxury Hotels in Titusville
- Panama City Beach Accommodation