Holiday rentals in Pine Island Center

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Top-rated holiday rentals in Pine Island Center

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Top guest favourite
An outdoor space features a screened-in pool area with a rectangular swimming pool and a hot tub. Poolside lounge chairs with blue cushions are arranged around a small table. Lush greenery is visible in the background, enhancing the private ambiance.
Villa in Cape Coral
4.95 out of 5 average rating, 130 reviews

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Guest favourite
Guest suite in Bokeelia
4.89 out of 5 average rating, 9 reviews

The Harbor House

This charming, newly constructed one-bedroom, one-bathroom apartment offers modern comfort & convenience right in the heart of the island. Enjoy a fully equipped kitchen perfect for whipping up your favorite meals and the laundry facilities are just a few steps away. Guest house has separate entrance and driveway to the guest house for guests. The private parking and easy-to-navigate layout ensure a stress-free stay, while the inviting ambiance of this attached apartment makes it a cozy retreat.

Guest favourite
An infinity-edge heated pool is presented within a screened enclosure, surrounded by lush palm trees. Water views are visible beyond the pool area, reflecting the tranquil sunset sky. The pool deck features patterned tiles, creating a welcoming outdoor space for relaxation.
Home in Cape Coral
4.97 out of 5 average rating, 30 reviews

Indulgence - luxury waterfront Heated pool home

Indulge in ultimate luxury in this stunning 4-bdrm, 3-bath home in Cape Coral, FL, located on Catfish Canal, just mins from the Gulf. With two master suites, a chef-style kitchen, & marble bathrooms, every detail has been upgraded for your comfort. Enjoy breathtaking water views from nearly every room, or relax by the infinity-edge heated pool with LED lighting. The outdoor space features ample seating & a wet bar, perfect for soaking up the sun for the whole family. Your dream getaway awaits!

Guest favourite
Home in Cape Coral
5 out of 5 average rating, 6 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
Home in Bokeelia
New place to stay

Your Private Paradise on Pine Island

Wake to soft island breezes and golden sunlight, sip coffee on the spacious screened porch, then slip into your own sparkling private pool with soothing fountain, fully enclosed for privacy. This bright three-bedroom retreat offers open living, soaring ceilings, a beautiful chef’s kitchen with oversized island, split bedrooms, and shaded outdoor space perfect for gathering. Walk to parks and shops, explore nearby beaches and boating, and savor the true charm of peaceful Old Florida living.

Guest favourite
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, 7 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 scenic view of the canal-side property showcasing a wooden dock with a boat lift, surrounded by lush tropical vegetation. Sun loungers are placed on a manicured lawn, and the house's screened-in porch is visible, highlighting the tranquil waterfront setting.
Home in Bokeelia
5 out of 5 average rating, 45 reviews

Waterfront Oasis with Boat Lift & Hot Tub

Bask in endless sun at our Jugg Creek canal-front home, a stone's throw from Charlotte Harbor and iconic islands like Captiva and Boca Grande. Dive into 'Old Florida' with unspoiled beaches and cute eateries. Watch dolphins from your doorstep and savor rainbow sunsets. Our beautiful cottage boasts a outdoor hot tub and shower, screened in porch, grill, and kayaks with a kayak launch right on the dock. Docking is on us, with a new dock & 10k pound boat lift available April-December.

Top guest favourite
A two-story house with a light-colored exterior and a metal roof is showcased under a bright blue sky. Lush tropical landscaping surrounds the property, including palm trees. A paved driveway leads to the two garage doors at the front of the home.
Home in Bokeelia
5 out of 5 average rating, 39 reviews

Peaceful Lakeview Retreat / Screened Porch & Bikes

Escape to a peaceful lakeview retreat on Pine Island. Relax on the breezy screened porch, unwind in the cozy living room, and enjoy two serene bedrooms with smart TVs and comfortable bedding. The home features modern bathrooms, a fully stocked kitchen, fast Wi-Fi, and in-unit laundry for convenience. Pet-friendly and close to trails, marinas, and seafood spots — perfect for birdwatching, biking, fishing, or simply soaking up the island’s quiet charm and natural beauty.

Top 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
4.94 out of 5 average rating, 17 reviews

Pine Island paradise, reduced summer price.

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
A well-lit bedroom features a spacious bed with yellow-accented pillows and a decorative blanket. Neutral walls and tiled flooring offer a calming environment. A dresser and mirror provide ample storage, while a nightstand with a lamp adds functionality. A ceiling fan ensures comfort.
Home in Bokeelia
5 out of 5 average rating, 21 reviews

Cozy clean duplex

Have your vacation in Paradise! This duplex is located in the heart of Pine Island a couple of blocks from the four way stop (center of the island). Full kitchen. Walking distance to: Restaurants and Delis Shops Spa Yoga Studio Park Library Museum Community POOL We are 5 minutes away from the touristic town of Matlacha with all its artsy shops and fantastic restaurants.

Top guest favourite
A spacious living area is furnished with a large sofa and complementary chairs, creating an inviting space. Two wall-mounted TVs display beach-themed visuals. Natural light floods in through large windows, enhancing the neutral decor, while textured flooring offers a warm, cohesive look.
Home in Bokeelia
5 out of 5 average rating, 11 reviews

Serenity by the Sea

Come enjoy the island life. Bring your boat and enjoy fishing in the Gulf of Mexico. FREE use of boat dock. Large driveway that will fit boat trailer and cars. 3 bedrooms with queen beds. 2 bathrooms. Full kitchen. Dining room with table for 6. Plenty of seating inside and outside of home to spread out and relax. Close to Pine Island Center and Matlacha.

Top guest favourite
Flat in Bokeelia
5 out of 5 average rating, 16 reviews

Sunshine suite

This special place is close to everything, making it easy to plan your visit. Close to boat ramps, restaurants and entertainment. Bicycles that you may explore the island on it bicycle paths. Tennis, pickleball courts and community pool less than 2 miles away. If you have any animals I need to know this at the time of booking. No animals allowed!

Popular amenities for Pine Island Center holiday rentals

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