Vacation rentals in Pineland

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Top-rated vacation rentals in Pineland

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Top guest favorite

An outdoor patio is presented with a colorful array of furniture, including a blue table and yellow benches. A shaded area features a seating arrangement with cushions, while vibrant greenery can be seen in the background. Natural light enhances the welcoming space.

Home in Bokeelia

4.98 out of 5 average rating, 51 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Welcome to the Florida retreat - The Clubhouse. Nestled on a quiet island 🏝️ location, the well appointed home is ready for you to breath deep and relax in the Florida sunshine. Use the bikes to explore the tropical Island, or walk just two blocks to the Marina and launch your boat. This is the perfect getaway for anyone who loves to boat, fish or relax. Enjoy a relaxed stay with your family and friends in the outdoor kitchen, fire pit and hot tub in the lanai. New bunk beds in lower level!

Superhost

A spacious bathroom is shown, featuring a walk-in shower with textured stone tiles and a grab bar for safety. A modern toilet is positioned next to the shower, which is enclosed by a stylish curtain. Natural light enhances the neutral tones of the decor.

Guesthouse in Bokeelia

4.89 out of 5 average rating, 44 reviews

Adorable & spacious efficiency w/ full kitchen

Relax on island time in this adorable & spacious efficiency. It is equipped with wifi, full kitchen, full bathroom, and full closet. There is also a queen sized bed and futon to accommodate guests. Indoor and outdoor dining options. Charcoal grill on site. Designated outdoor smoking section in rear of efficiency with a firepit. Located just 2 miles from the BEST fishing pier in Southwest Florida. Tour the island and experience local restaurant yummy bites. Please *no pets, smoking, or parties *.

Top guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 140 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

Top guest favorite

The open-concept dining area features a light wooden table surrounded by matching chairs, complemented by a spacious kitchen in the background. Large glass doors allow natural light to fill the space and provide access to the outdoor balcony, enhancing the airy ambiance.

Home in Bokeelia

5 out of 5 average rating, 14 reviews

3/3 Loft Style Home in the Heart of Bokeelia!

Discover this stunning brand-new build located in the heart of beautiful Bokeelia! This property offers: Three spacious bedrooms, each featuring luxurious king-sized beds and private bathrooms for maximum comfort and privacy. An open loft overlooking the living room and kitchen, providing a modern and airy feel. A balcony with picturesque canal views, with plenty of room for boat trailer parking and the public boat ramp conveniently located just across the street! *Pet Friendly, $150 pet fee.

Superhost

A round dining table is positioned in a well-lit area, surrounded by six teal chairs. A woven rug lies underneath, and decorative wall pieces add texture. A large pendant lamp hangs above, while a welcoming sign is displayed on a shelf nearby.

Apartment in Bokeelia

4.88 out of 5 average rating, 76 reviews

Doublemint Duplex B - Cozy & Stylish Getaway!

This cozy & stylish apartment is everything you've been looking for in that private little getaway! The DoubleMint Duplex is perfect for a couple's private escape, a little family looking to live like locals on the remote Pine Island, or a group of close friends ready to reconnect in the comfiest space possible. There is a boat ramp just down the street and the driveway has plenty of space for a vehicle and boat trailer! There is one dock space available for this unit just across the street!

Guest favorite

Home in Bokeelia

5 out of 5 average rating, 18 reviews

Bokeelia Golf Retreat

Welcome to BOKEELIA GOLF, a modern and stylish vacation retreat located in the popular Bokeelia, FL. This renovated house features a contemporary modern style with 6-beds, 4-Baths, an inviting open-concept living, dining area, IN/OUT kitchen, pool & play game room. Quiet neighborhood with free parking and a spacious yard featuring a BBQ for family enjoyment. Bokeelia Golf seamlessly combines a Golf Campus & Marina, creating an ideal setting for both golf and fishing enthusiasts.

Top guest favorite

Home in Bokeelia

4.96 out of 5 average rating, 24 reviews

Fishing and Nature Paradise

Savor Nature, Sip Cocktails and Embrace Sunsets. Beautifully designed 2 Bedroom home located right on the water. Take a kayak or Paddleboard down the canal and you are instantly in the most pristine waters of the Gulf of Mexico. Located one block away from the Jug Creek Marina where you will find Live entertainment, fresh seafood and any boating needs. Sit on the extensive screened in porch and watch the Manatees. We have everything you need to enjoy a wonderful getaway.

Top guest favorite

Guesthouse in Cape Coral

5 out of 5 average rating, 11 reviews

Cape Coral Tropical Paradise

"What sets our Cape Coral apartment apart is its combination of comfort, privacy, and tranquility. The spacious private terrace offers a peaceful retreat with stunning views, perfect for enjoying morning coffee or unwinding after a day of exploring. You'll love the thoughtful touches like the king-size bed for restful sleep, the convenience of in-unit laundry, and the flexibility of an air mattress for families. Located in a quiet neighborhood, you’ll feel right at home".

Guest favorite

A vibrant sunset is captured over the water, with the sun partially visible on the horizon. The sky is filled with warm hues of orange and yellow, reflecting on the water's surface, creating a serene and calming scene.

Home in Bokeelia

5 out of 5 average rating, 10 reviews

*Newly Renovated* Fishing Getaway Near Boat Ramps

Fish camp is a newly renovated 2 bedroom 1 bath mobile home with a nice yard. The living space has been completely renovated and is all new from floor to ceiling. Private bedrooms at opposite ends of the house make it perfect for two couples or a family of 4 to come and enjoy all that Pine Island has to offer. There are 4 different boat ramps within one mile of fish camp for access to all of Pine Island and Boca Grande pass, home of world-class fishing.

Top guest favorite

A screened-in porch is depicted, featuring comfortable seating arranged around a low coffee table. The view stretches towards a lake, framed by lush greenery and palm trees, with the patio's natural light creating a peaceful and inviting ambiance.

Home in Bokeelia

5 out of 5 average rating, 23 reviews

Tranquil Lakeview Home w/ Porch | Bokeelia Retreat

Escape to this tranquil lakeview retreat on Pine Island. Enjoy a screened-in porch, cozy living room, two peaceful bedrooms with smart TVs, and clean, modern bathrooms. Cook with ease in the fully stocked kitchen or explore local seafood spots nearby. Perfect for birdwatching, fishing, and relaxing. Fast Wi-Fi, in-unit laundry, pet-friendly, and close to trails, marinas, and nature. A comfortable, quiet getaway with all the essentials you need.

Top guest favorite

An open-concept living area is showcased, featuring a modern sectional sofa and a sleek coffee table. Large glass doors lead to the outdoor space, allowing natural light to fill the room. A contemporary dining area with stylish fixtures is visible in the background.

Villa in Cape Coral

5 out of 5 average rating, 52 reviews

BRAND NEW Luxury Villa w/Heated and Chilled Pool

Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.

Top guest favorite

A secluded heated pool is surrounded by a lush tropical garden filled with vibrant flowers. A gentle waterfall cascades over rocks, creating a soothing ambiance. Potted plants add greenery along the edges, enhancing the serene atmosphere of this private outdoor space.

Guest suite in Bokeelia

4.98 out of 5 average rating, 106 reviews

Pine Island Pelican Suite: privacy, pool, gardens

Welcome to the Pelican Suite! Secure, private entrance, king bed, living area with kitchen and patio. This suite is separate from the upstairs main house. Adults only. King bed, ensuite private bathroom with shower; AC. WiFi, cable, TV. Exclusive use of screened guest lanai - kitchen, fridge, BBQ, gardens, secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!