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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Top guest favourite
A modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.
Cottage in Bokeelia
4.99 out of 5 average rating, 141 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!

Guest favourite
A tranquil outdoor space features a heated saltwater pool surrounded by lush greenery. Outdoor seating is provided with bright orange cushions and a glass tabletop. Large umbrellas offer shade, while lounge chairs and a shaded seating area invite relaxation in the sun-drenched environment.
Home in Saint James City
4.92 out of 5 average rating, 12 reviews

The Sweet Escape

Welcome to a little slice of paradise… You’re on island time now. Tucked back in a quiet neighborhood, this perfect little getaway provides the ultimate relaxation. Soak up some sun and sip libations while laying out at the heated saltwater pool surrounded by lush vegetation. Enjoy all the beautiful wildlife that frequent the property. Visit the tiki bars with nightly live music, drop the boat at the nearby ramp for world class fishing and miles of pristine beaches, and catch an epic sunset.

Superhost
Home in Cape Coral
5 out of 5 average rating, 3 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Superhost
A pool area is visible, showcasing clear blue water surrounded by a screened lanai. A wide canal can be seen beyond, with houses lining the opposite shore. Palm trees frame the scene, and bright blue skies enhance the peaceful waterfront setting.
Home in Cape Coral
4.8 out of 5 average rating, 5 reviews

Seaside Villa Majestic

Welcome to our beautiful and modern Seaside Villa Majestic, which was built in 2012 and completely renovated in 2019. Thereby not only all floors were renewed but also the kitchen was replaced. In 2023 the Seaside Villa Majestic was repainted inside and out. The villa has a perfect location in the Rosegarden area overlooking a wide canal. In just a few minutes you can reach the open river by boat. From the pool area the great location is further enhanced by the large heated infinity pool.

Superhost
Two comfortable chairs are positioned across from a large window, offering a view of a serene waterway. A small round table sits between them, enhancing the cozy setting. The gentle sunlight reflects off the water, creating a relaxing atmosphere.
Home in Hamlet
5 out of 5 average rating, 15 reviews

Bring Boat- speakeasy- 3/3 w/dock-Walk2town

It’s all about the WOW! You won’t want to leave this chic unique 3/3 on the water. Hidden fun secret SPEAKEASY. Keep it to yourself & then share w/ the rest of the family when the time is right. Tie your boat to your own dock & walk to restaurants& shops. Fully equipped kitchen, washer & dryer WiFi, TVs, games. 1 SMALL dog allowed for additional fee. 2 bikes, board games, donkey kong arcade & Bbq. Small events allowed. For larger family’s and lg dogs a 2nd home is available next door.

Superhost
The exterior of the cottage is surrounded by vibrant greenery and colorful bougainvillea, with a decorative trellis visible. A pathway leads to the entrance, and a screened lanai is located at the front, providing a sheltered outdoor space.
Guesthouse in Bokeelia
4.78 out of 5 average rating, 174 reviews

Susie's Old Florida Cottage

Explore Pine Island & the Florida Gulf Coast from this retro 2-room cottage set in a pretty back yard. 45 min from Ft. Myers Beach/Sanibel. Wi-fi, A/C, kitchen, v small bathroom w/shower, 1 bedroom, cozy private deck, screened lanai. Perfect for 1 or 2. Avoid the motel feel & enjoy your privacy. Discounts for weekly/monthly bookings. No beaches on PIne Island, but enjoy kayaking, birding, biking, tennis, boating, & fishing. May 2023: Pine Island is still recovering from Hurricane Ian.

Superhost
An open-concept kitchen and living space are featured, with a spacious island that includes seating for four. Natural light fills the room through large windows. Light-colored cabinetry and tiled floors enhance the contemporary ambiance, while a welcoming decorative sign and fresh flowers add touches of warmth.
Home in Bokeelia
5 out of 5 average rating, 5 reviews

Charlie's of Bokeelia

Enjoy sun-filled days and serene sunsets at this peaceful Bokeelia retreat on the canal. Relax by the saltwater pool with mangrove views for privacy and tranquility, located on a quiet cul-de-sac. The three spacious bedrooms, all with smart TVs, include two open to the patio. The open-concept home seamlessly connects to the patio, and the fully stocked kitchen is perfect for a wonderful family or romantic dinner. Plus, take a quick ride out to the open water to wherever you decide.

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, 215 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! There could be occasional Post Hurricane construction noise on surrounding properties during February and March. Should there be any issues we will work with you in resolving them. Enjoy the water in Matlacha & the Barrier Islands. Fish, Sun and Kayak from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers.

Top guest favourite
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, 62 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.

Superhost
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
4.69 out of 5 average rating, 16 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. Beaches and marinas are close by. Your island getaway is waiting book now!

Guest favourite
Aerial view of Cayo Costa Island reveals a serene landscape of lush greenery and sandy beaches. The crystal-clear waters are dotted with boats and fishing piers, showcasing the island's natural beauty and tranquil environment.
Guest suite in Cayo Costa
5 out of 5 average rating, 23 reviews

Cayo Costa Paradise Found Two

•Glamping best describes this ON the beach unit. • Stunning sunrise and sunsets! • Artsy! . Super comfy couch and bed! • Private! • Fast WiFi! . Hot tub! • Beach combing! • kayaks! • Fishing poles! • Swimming with dolphins and manatees! . Books! . Grill, Utensils, fridge, microwave, plates, cups, glasses. • Towels, linens, soap, shampoo! . Outside shower! • Fire pit!

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!

Popular amenities for Pine Island Center vacation rentals

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