
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!

Just Listed! Coastal Oasis with Private Pool
**Coastal Charm in Bokeelia – Pool, Kayaks, Bikes & More!** Welcome to your slice of paradise in beautiful Bokeelia, Florida—where coastal charm meets outdoor adventure! Nestled along a peaceful fishing pond just minutes from the Gulf, this 3 BR, 2 BA retreat offers everything you need for relaxation and fun. Home features a private pool, kayaks, bikes, and ping pong— Enjoy world-class fishing, sunsets on the lanai, or kayaking through Gulf waters. Come live Florida’s laid-back island life! -

Boater’s Paradise in Bokeelia!
Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water in Florida’s 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, Cayó 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 “Tarpon Fishing Capital of the World!”

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!

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER 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.

Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Bokeelia Oasis! Heated Pool, Sleeps 12!
Escape to this stunning tropical retreat in Bokeelia, where relaxation meets luxury! This beautiful home features two master suites, one with two king-size beds and the other with two queen-size beds, ensuring plenty of space for family and friends. Enjoy the comfort of two separate living areas, each with a sleeper sofa featuring two full beds, perfect for additional guests. Step outside to your private heated pool, soak up the Florida sun!

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

McGregor’s Gem• Heated Pool 3BR/2BA River District

AquaLux Smart Home

Tranquility, pool, ocean access, boat lift

Waterfront Home w/ Pool. Minutes to Sanibel

🌴ISLAND TIME! DOCK⚓️POOL🏊🏻♀️KAYAKS🛶Boat to Beach🏖 Pets

Cape Serenity- Luxury Waterfront Residence

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Pirate's Cove
Apartment rentals with a pool

Harbor Towers Hideaway at Burnt Store Marina

One bedroom condo - overlooking harbor!

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

Beachfront fully equipped apartment

South Seas Resort Beach Villa 🌴 On The Beach !

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Steps to beach + Bikes & Beach Gear Weekly Stays
Other holiday rentals with a pool

Coastal Cowgirl - Heated Pool

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Nature Lover's Dream - Waterfront Living Matlacha

Indulgence - luxury waterfront Heated pool home

*Family Pool Spa EsCape Villa

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access

Pet-Friendly Tropical Oasis

" Here Comes The Fun" Absolutely Magnificent! Home
When is the best time to visit Bokeelia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹18,450 | ₹16,920 | ₹16,650 | ₹16,200 | ₹16,470 | ₹16,200 | ₹16,110 | ₹16,200 | ₹16,200 | ₹18,450 | ₹18,450 | ₹24,749 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Bokeelia

Total holiday rentals
Explore 40 holiday rentals in Bokeelia

Nightly prices starting at
Bokeelia holiday rentals start at ₹7,200 per night before taxes and fees

Verified guest reviews
Over 780 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Bokeelia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bokeelia rentals

4.9 Average rating
Bokeelia stays are highly rated by guests – averaging 4.9 out of 5!
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