Vacation rentals in Pine Island Center

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Top-rated vacation rentals in Pine Island Center

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Captiva

4.97 out of 5 average rating, 114 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Guest favorite

Home in Fort Myers

4.86 out of 5 average rating, 317 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

Guest favorite

Home in Captiva

4.92 out of 5 average rating, 106 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Guest favorite

Guest suite in Burnt Store

4.84 out of 5 average rating, 331 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!

Superhost

Cottage in Bokeelia

4.82 out of 5 average rating, 74 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!

Guest favorite

Home in Matlacha

4.98 out of 5 average rating, 189 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.

Superhost

Home in Fort Myers

4.85 out of 5 average rating, 627 reviews

Cozy Cabin Next To Sanibel With Paddle Boards

Paddle Board Canin Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee/tea/bottled water 2. Bicycles 3. SUP - inflatable paddle boards 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

Guest favorite

Home in Bokeelia

5 out of 5 average rating, 7 reviews

Bountiful Bokeelia

Escape the cold! Great rates for March and April 2025, one week minimum, monthly discounts. 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 clean natural swimming pond pool.

Guest favorite

Home in Bokeelia

5 out of 5 average rating, 9 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!

Guest favorite

Home in Saint James City

4.98 out of 5 average rating, 181 reviews

Relaxing Waterfront Retreat: 1400 sq ft Home

Discover the charm of Pine Island at our newly renovated 1400 sq. ft. home. Nestled along a serene canal, where you can enjoy the presence of manatees, dolphins, pelicans, and even bald eagles from the comfort of your own private dock. @treasuretrove3070