
Holiday rentals with a pool in Bokeelia
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bokeelia
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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!

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!

Boaterâs Paradise in Bokeelia!
Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water in Floridaâs Best Kept Secret, Pine Island. Come and enjoy a Relaxing and Comfy Home. Boaters, we are located 1 minute from the Public Boat Dock, Minutes to Captiva & Sanibel Islands, CayĂł Costa State Park, and Boca Grande which is known for its historic downtown, and sugar sand Beaches. Best of all, some of the best fishing in SW Florida aka âTarpon Fishing Capital of the World!â

Romantic Getaway âWatersideâ 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!

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

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!

The Harbor House
Welcome to your private waterfront getaway in Bokeelia, Florida! Enjoy amazing views of Charlotte Harbor, fish from the 300-ft private pier, kayak , or relax by the pool. Watch dolphins, manatees, ospreys, pelicans, and bald eagles right from the property. Spend your days boating, fishing, exploring the island, or biking along the trails, then unwind as you take in a stunning sunset over the water. Whether you seek adventure or relaxation, this spot has something for everyone.

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely dĂŠcor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Luxury Cape Coral Villa â Private Pool Oasis
Escape to your own private pool oasis in sunny Southwest Floridaâwhere swaying palms, crystal-clear water, and warm coastal breezes set the stage for relaxation, family fun, and unforgettable memories. Hassle-Free Stay: NO CHECKOUT DUTIES â just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports â only 24 miles away!

Pool Home on Canal | Quiet Neighborhood | Kayaks
You will have the entire home to yourself. Newer canal home in the heart of Cape Coral! Just 5 minutes from Pine Island Rd, 10 minutes from downtown Cape Coral and Cape Coral Beach, 15 minutes from downtown Fort Myers, 35 minutes from Fort Myers Beach and Sanibel Island, and an hour from Naples. We have been hosting on Airbnb for 10 years and know exactly what guests are looking for. Trust us for your SWFL vacation and book today!

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Surfside Elegance SW Cape Coral Luxe Vacation home
This elegant spacious 3 Bedroom + Den, 3 Bathroom house with split floor plan and large living room will truly make you feel home! High ceilings, a lot of natural light, large rooms, amazing Florida canal view, large heated pool. Fully remodeled in 2017 and feels like new. Location is amazing, close to Marina, Cape Harbour, restaurants. Excellent, beautiful and safe neighborhood. This home is perfect for your vacation!
Popular amenities for Bokeelia rentals with a pool
House rentals with a pool

New Gorgeous Smart Home with Heated Pool on the Ca

Waterfront villa w/ heated pool & lake view.

đ´ISLAND TIME! DOCKâď¸POOLđđťââď¸KAYAKSđśBoat to Beachđ Pets

Gulf getaway! Boat dock, heated saltwater pool

Boaterâs Paradise-Stunning Sunsets! Games Room!

Pet-Friendly Tropical Oasis

Blue Beach Bungalow

Relaxing Cape Coral Pool Home + Hot Tub!
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

South Seas Resort Beach Villa đ´ On The Beach !

Gulf Views & Sunsets | Estero Beach Tennis 206C

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Little Piece of Paradise

Burnt Store Marina- 2BR w/ pool, marina, gulf view
Other holiday rentals with a pool

Cape Pool House: Modern 4 Bedroom Home

Serene Modern Oasis | Private Pool in Fort Myers

Private Heated Pool, 7 minutes to the beach

Villa Sunset Serenade II

Private Luxury Heated Pool, Spa, Gulf-Access Villa

Sandy Toes Villa - North Captiva - Water Views

Waterfront Bungalow with Pool in Matlacha Isles

Beachfront Island Retreat | 360 Views & Privacy!
Quick stats about holiday rentals with a pool in Bokeelia
Total rentals
40 properties
Nightly prices starting at
$138Â NZD before taxes and fees
Total number of reviews
750 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Rentals with a fire pit Bokeelia
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- Pet-friendly rentals Bokeelia
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