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Big Pine Key Vacation Rentals, Cottages & Private Rental Homes.

Large selection of Rentals, book your Big Pine Key Vacation Rental Home Here and Save!

Many rental properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Florida visit the perfect getaway.

Rentals by Owner in Big Pine Key Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of Short Term Rentals to choose from, we now have the selection and value to offer our visitors searching for places to rent in Big Pine Key Florida.

Select from the following Rental Properties:

2 bedroom accommodation in Big Pine Key

Big Pine Key Vacation Rental

Enjoy uninterrupted natural vistas from this gorgeous home in one of the Lower Keys\' best boating neighborhoods, Pine Channel Estates. This stilted canalfront home with ample concrete dockage on a clean, deep canal is just a few houses in from the channel and just 30 miles from Key West. There are no neighbors across the canal, just trees and key .......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Big Pine Key



RV 20ft long delivered to the campsite of your choice!

Big Pine Key Vacation Rental Star 5.0 Star Review

THIS PRICE IS FOR CAMPER ONLY. You must pay campground fee separately. I will deliver and set it up for you at any campground in all the Keys for the same price. This 20 ft long camper is great for a couple or 3 people. 1 queen bed, 1 jack knife sofa and table turns into a bed as well. AC/ hot water - everything you need is there including coffee m.......read more

1 Bedrooms - Sleeps 3
Vacation Rental Home in Big Pine Key



Big Pine Canal Front Beachhouse Bungalow

Big Pine Key Vacation Rental

Welcome to this beautiful beach house bungalow. It boasts a large gated, fenced property with loads of room for entertaining the entire family. Complete with paver patio, outdoor shower, ice maker, refrigerator and freezer. Two separate large bedroom and bathrooms downstairs make it an ideal setup for a larger family or two. Upstairs you\'ll find a.......read more

4 Bedrooms
Vacation Rental Home in Big Pine Key



Pristine Waterfront Charmer - Outdoor Living & Dining, Dock, AC - Snowbirds OK

Big Pine Key Vacation Rental

Tradewinds Treat

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Nestled directly on a canal with prime water access, this charming family home has been completely renovated to meet your every vacation need. The stunning interior offers an open .......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Big Pine Key



Airstream Glamping on the Ocean, MM 33 in the Fl Keys!

Big Pine Key Vacation Rental

Luxury Airstream Travel Trailer fully equipped kitchen and bed linens. Book you stay and wake up to a water view every morning and sunsets by the canal every evening. Take advantage of the resorts large deck top pool, marina and boat docks. The general store is perfect for those last minute camping necessities........read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Big Pine Key



Canal Front Home With Pool And Hot Tub

Big Pine Key Vacation Rental Star 5.0 Star Review

Terrific tropical getaway for rent!! 2 Bedroom 3 full bath canal front home with large in ground pool, hot tub and 60 feet of dock age! Located in desirable Doctor\'s Arm neighborhood, this house is located just steps from the famous No Name Pub on Big Pine Key. The boating cannel is just 200 yards to open water onto Bogie Channel and Spanish Ha.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Big Pine Key



Waterfront Big Pine Key Paradise

Big Pine Key Vacation Rental Star 5.0 Star Review

Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the exclusive Doctors Arm area of Big Pine Key, in the lower keys, just 25-miles from Key West. This water front property sits on a canal with easy access to the Gulf and Atlantic for some of the best fishing and lobster trapping in the world. The home is newly remodeled and high-te.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Big Pine Key



4 bedroom accommodation in Big Pine Key

Big Pine Key Vacation Rental

**Gorgeous custom pool and spa on the way for winter 2023!**

 

Like-new 4-bedroom, 3-bathroom boating home just four houses in from Pine Channel on the oceanside of Big Pine Key with a custom concrete pool and spa scheduled for completion in fall 2022. 60-foot concrete dock with large fender piles for your big boat. Convenient steps.......read more

4 Bedrooms - Sleeps 10
Vacation Rental Home in Big Pine Key



Beautiful Keys Getaway! Located on deep water canal for quick access to

Big Pine Key Vacation Rental

This is a 2 bedroom, 2 bathroom concrete block house. It is located on a clean swimming canal right off Pine Channel. This Big Pine Key home has an open floor plan with updated kitchen, dinning room and living/TV room. The master bedroom has a King size bed with its own en suite. The second bedroom has a Queen size bed and a twin bed. Each bedro.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Big Pine Key



2 bedroom accommodation in Big Pine Key

Big Pine Key Vacation Rental

An angler\'s dream! Comfy 2 bedroom / 2 bathroom home on a large and lush canalfront property just minutes from the channel. Lots of relaxing outdoor living space. Fully fenced and very private. Close to the community park. Fully outfitted kitchen. Each bedroom has a king bed, and there\'s a queen sofa bed in the living room. Plenty of dockage. Exc.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Big Pine Key



Canal Front Home in Big Pine Key

BIG PINE KEY Vacation Rental Star 5.0 Star Review

3 Bedrooms, 2 Baths, Sleeps 6

The 3 bedroom 2 bath canal front home is located in a quiet neighborhood located on Big Pine Key.

Unwind in the sunny living room, furnished with a plush sofa. Watch favorite shows on the 55” flat-screen TV. Sofa has a pull out queen hide-a-bed. Prepare recipes in the fully stocked kitchen, outfitted w.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in BIG PINE KEY



Canal Front Home in Big Pine Key

Big Pine Key Vacation Rental Star 4.9 Star Review

This two bedroom two bath home open floor concept is very comfortable. Master bedroom has sliding doors to screened in balcony that faces canal. Has a private bath and large closet. Additional room has two twin beds with very spacious walk in closet. Living room,dinning room and kitchen are open floor plan which makes it very comfortable for fa.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Big Pine Key



Find the Top Vacation Rentals in Big Pine Key, Florida Keys.

We have 2,3 or 4 Bedroom Homes with ocean view for the entire family. Book Direct Here!

Big Pine Key has beautiful scenery and offers lots of tranquility. There are plenty of outdoor activities that you can enjoy, such as fishing, walking and biking. It is located close to Key West and many people visit Big Pine Key for excellent snorkeling and diving.

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