Vacation rentals with a pool in Bokeelia

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Top-rated rentals with a pool in Bokeelia

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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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, 131 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
An outdoor pool area features a thatched-roof structure providing shade. A spacious swimming pool reflects sunlight, while a person enjoys a swim. Surrounding seating areas include lounge furniture and a dining area, all set against a backdrop of palm trees and greenery.
Home in Bokeelia
4.92 out of 5 average rating, 37 reviews

Boater’s Paradise in Bokeelia!

Welcome to Bokeelia! Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water with Boat Lifts & Dockage, and plenty of parking for All Come and enjoy a Relaxing and Comfy Home. Boaters! We are across the street from the Public Boat Ramp, Minutes to Captiva & Sanibel Islands, Cayó Costa, Cabbage Key, and Boca Grande which is known for its sugar sand Beaches. Best of all, Amazing Fishing in Florida aka “Tarpon Fishing Capital of the World!”

Top guest favourite
The exterior of the home features a modern design with light blue siding and large windows. Lush palm trees surround the property, adding a tropical touch. A gravel driveway leads to the entrance, which includes a set of stairs leading to the main level.
Home in Bokeelia
5 out of 5 average rating, 23 reviews

Antigua Cay Retreat

Stylish and classy, with plenty of space to relax and enjoy one of Floridas most unique and special hidden treasures. Bokeelia on Pine Island! Beautifully remodeled home has 3 full bedrooms, as well as a bonus room with double futon downstairs at pool lanai. Lots of outdoor space around the pool, on the new boat dock as well as an upper level outdoor breakfast area that can be fully opened up to both main bedrooms via the oversized sliding glass doors to each bedroom. Also includes an elevator!

Top guest favourite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Cape Coral
4.99 out of 5 average rating, 248 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Top guest favourite
A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.
Home in Captiva
4.91 out of 5 average rating, 129 reviews

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Guest favourite
Home in Matlacha
4.89 out of 5 average rating, 38 reviews

Paradise Pool Waterfront Kayak bike fish from dock

New POOL, waterfront gulf access. Upstairs unit 2 bedrooms 1 full bath kitchen washer/dryer. Sleeps 6 all pillow top beds 1 king 1 queen and 1 queen memory foam pull out pack/ play crib. In the heart of Matlacha walking distance to town. Bring your boat and dock it in the property. Jump in the pool after a hot day, use kayaks, canoe, bikes, fishing rods. Direct TV sports package, high-speed internet. Boat Ramp less than half mile. Guest favorite air conditioning enclosed lanai with table sits

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, 143 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!

Superhost
The screened-in lanai features a well-maintained heated pool surrounded by a spacious deck. Comfortable seating areas are positioned nearby, with colorful lounge chairs under an umbrella. The outdoor space is framed by palm trees, creating a peaceful environment for relaxation.
Home in Bokeelia
4.79 out of 5 average rating, 14 reviews

Seasonal Special Rates! 3/2 Heated Pool!

Discover the perfect getaway in this 3-bedroom, 3-bathroom home with a heated pool and stunning wraparound balcony overlooking the pool. Nestled in the sought-after Captain’s Cove community, this home provides exclusive access to a boat ramp, ideal for exploring the Gulf. Designed to host up to 6 guests comfortably, this property features: •A spacious living room with sliding glass doors that flow seamlessly into the outdoor area. •A large screened-in lanai •A convenient cargo lift/elevator.

Superhost
Home in Bokeelia
5 out of 5 average rating, 3 reviews

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
Home in Saint James City
5 out of 5 average rating, 10 reviews

Paradise on the Water!

Welcome to your perfect island getaway in beautiful St. James City, located on the southern tip of Pine Island, Florida. This inviting 2-bdrm , 2- bath offers everything for a relaxing and memorable vacation-including a private pool, direct access to the Gulf of Mexico and a fully equipped kitchen. The home is located close to charming waterfront restaurants, tiki bars, local shops, grocery stores, and outdoor activities. Saint James is close to Matlacha, Sanibel and Captiva Islands.

Guest favourite
An open-concept living and dining area is showcased, featuring a comfortable gray sofa and vibrant red accent table. A dining table for six is positioned nearby, complemented by stylish decor and ample natural light from large windows.
Home in Bokeelia
4.94 out of 5 average rating, 34 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.

Guest favourite
The exterior of the waterfront property displays a spacious yard with a sandy area leading to the canal. Two boat docks are positioned for easy access, and several kayaks are neatly arranged alongside sun loungers. A large tiki hut provides a shaded gathering spot.
Home in Bokeelia
4.84 out of 5 average rating, 73 reviews

Blue Heron * fish, boat, wine, dine, relax, repeat

Welcome to the Blue Heron. This beautiful home will win your heart - a place to create amazing memories. Located in Bokeelia, this home offers tranquility and is the perfect spot to boat from, fish, enjoy family time, and simply relax. There are 2 boat docks and a boat ramp close by, we have kayaks and paddle boards to explore the waterways, bikes to explore the island, or stay home and make the most of the heated pool, fish from the dock, or hang at the private tiki bar!

Popular amenities for Bokeelia rentals with a pool

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Quick stats about vacation rentals with a pool in Bokeelia

  • Total vacation rentals

    Explore 40 vacation rentals in Bokeelia

  • Nightly prices starting at

    Bokeelia vacation rentals start at $109 CAD per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Bokeelia vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bokeelia rentals

  • 4.8 Average rating

    Bokeelia stays are highly rated by guests—averaging 4.8 out of 5!

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