Vacation rentals in Pine Island Center

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Top-rated vacation rentals in Pine Island Center

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Guest favourite
Home in Bokeelia
5 out of 5 average rating, 6 reviews

Just Listed! Coastal Oasis with Private Pool

**Coastal Charm in Bokeelia – Pool, Kayaks, Bikes & More!** Welcome to your slice of paradise in beautiful Bokeelia, Florida—where coastal charm meets outdoor adventure! Nestled along a peaceful fishing pond just minutes from the Gulf, this 3 BR, 2 BA retreat offers everything you need for relaxation and fun. Home features a private pool, kayaks, bikes, and ping pong— Enjoy world-class fishing, sunsets on the lanai, or kayaking through Gulf waters. Come live Florida’s laid-back island life! -

Top guest favourite
The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.
Tiny homes in Fort Myers
4.93 out of 5 average rating, 871 reviews

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Guest favourite
A dining area features a white table surrounded by six chairs, topped with blue placemats. A decorative vase filled with flowers sits in the center. The walls are lightly colored and display a wall sign that reads 'RELAX.' Pendant lights provide warm illumination.
Home in Bokeelia
4.93 out of 5 average rating, 14 reviews

The Little Yellow Retreat with boat parking

Welcome to The Little Yellow Retreat! Your cozy escape on Bokeelia Island awaits. This charming home features a bright living room, fully equipped kitchen, and cheerful bedrooms, perfect for families, couples, or solo travelers. Relax in the lush backyard with fruit trees and a covered patio, or walk to nearby restaurants and a pool. Two scooters are available for $20/day for both, perfect for exploring the island. Beaches and marinas are close by. Your island getaway is waiting—book now!

Top guest favourite
A spacious pool area is viewed with a clear turquoise pool reflecting sunlight. Five lounge chairs are positioned around the pool, with a wooden dock extending towards the water. Lush greenery and potted plants add a natural touch to the surroundings.
Guest suite in Matlacha Isles-Matlacha Shores
4.85 out of 5 average rating, 368 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Guest favourite
A well-appointed living space is observed, featuring a comfortable couch adorned with decorative pillows. A wooden coffee table occupies the center, complemented by a mounted television across from the seating area. Stairs lead to the loft, with an entry door visible to the right.
Cottage in Bokeelia
4.85 out of 5 average rating, 89 reviews

The Bokeelia Cottage

This tiny home is perfect for those seeking a peaceful retreat from every day life! Located in the quiet little fishing town of Bokeelia. Minutes from several boat ramps, restaurants, and the Bokeelia fishing pier. Take the local ferry out to the outside islands like Cayo Costa, Captiva, or Cabage Key or enjoy your time on the beautiful front porch overlooking your own private pond. Catch and release is always welcomed and don't be surprised if you see wild peacocks passing through!

Top guest favourite
A serene waterfront scene features two small boats gliding through calm waters, surrounded by lush palm trees. Nearby structures exhibit a mix of colors, with a sailboat anchored in the background, creating a peaceful atmosphere in the canal.
Home in Hamlet
4.99 out of 5 average rating, 210 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Top guest favourite
A charming yellow house is framed by lush greenery and vibrant red flowers. The inviting porch features a railing, while a pathway leads to the entrance. Tropical palm trees sway gently in the background under clear blue skies.
Home in Bokeelia
5 out of 5 average rating, 27 reviews

Bountiful Bokeelia

Seasonal rental, January February March available to book for all three months. You’ll be glad you did!! Forget your worries in this spacious and serene oasis. Professionally decorated, Coastal Chic, extremely quiet, 3 acre fenced and gated property off the beaten path on Pine Island. So close yet so far away! The immediate mainland has all that you could possibly need. The property boasts a unique natural swimming pond.

Top guest favourite
The small heated pool is surrounded by a screened lanai, featuring mature hedges for privacy. Lounge chairs are positioned nearby on the stone patio, complemented by tropical foliage and vibrant flowers that enhance the serene atmosphere.
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!

Guest favourite
A modern living area features a sleek sofa and stylish armchairs, arranged around a contemporary coffee table. A large screen displays a celebratory message, while a well-equipped kitchen with bar seating is visible in the background. Natural light brightens the space through sliding glass doors.
Home in Cape Coral
4.83 out of 5 average rating, 66 reviews

Central Cape Casita

Welcome to our stylish and inviting duplex, nestled in the heart of Cape Coral with seamless access to all the wonders of the area and just a short drive over the bridge to the vibrant city of Fort Myers! This modern and private retreat features two bedrooms, two bathrooms, a full kitchen, and a washer and dryer, making it the perfect haven for families or small groups seeking comfort and convenience.

Guest favourite
A modern single-story home is showcased with a neatly manicured front yard, featuring a stone driveway. The house is complemented by a covered entryway with double doors and two garage doors. Clear skies and palm trees provide a tropical backdrop.
Home in Bokeelia
4.93 out of 5 average rating, 15 reviews

Pine Island paradise, priced right.

Relax with the whole family at this peaceful home, away from the busy hustle of the city. Quite street, with canal out back that has nature sanctuary galore. Easy access to the inter coastal sound and Gulf. Close to great restaurants, shopping and local hotspots. Everything you could want or need is found on Pine Island and minutes away from the house. Simply paradise!

Top guest favourite
The studio space features an open layout with a cozy sleeping area that includes a bed covered in neutral bedding. A wall-mounted television is visible across from the bed, along with a dining area furnished with a circular table and white chairs. A kitchenette is seen in the background.
Guest suite in Dean Park Historic District
4.96 out of 5 average rating, 215 reviews

Riverside Studio

Riverside Studio is a newly renovated addition to this beautiful home with a private entrance. The studio provides guests with a king size bedroom, master bathroom , television, fridge, convection microwave , Keruig coffee maker, and a beautiful kitchenette. We hope you enjoy your time at Riverside Studio where you can rest and relax.

Guest favourite
A calming bedroom features a wooden bedframe with a soft blue coverlet and two pillows. Natural light enters through a window adorned with horizontal blinds, illuminating the light gray walls. Two small bedside lamps provide additional lighting beside a wooden nightstand.
Home in Bokeelia
4.94 out of 5 average rating, 65 reviews

Peaceful Pine Island House 🌿 Top Floor

Welcome to your getaway home in Bokeelia- top floor two bedrooms and one bathroom. Quiet and peaceful setting, enjoy one of the most natural reserved islands of Southwest Florida. Located near Pineland Marina and Fourwinds Marina. Perfect town for biking, kayaking, fishing, golfing, sightseeing, etc.

Popular amenities for Pine Island Center vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Pine Island Center