
Vacation 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.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

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!

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!

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!

Relaxing Cape Coral Pool Home + Hot Tub!
*New updates* -TV in primary room -Monitor +HDMI -Coffee table Close to all the fun, ( beaches, golf, mini-golf, waterfronts (Cape Harbor and Fishermans Village) nature preserves, etc.) when you stay at this centrally-located home. 3-bedroom home is fully equipped with everything you need to make this a memorable and relaxing vacation. The pool: perfect area w/kiddy like pool, and the hot tub is absolutely delightful. Perfect place to hang out all day-all night. Crib is a travel crib.

Private Home w/ Heated SPA&Pool and Screened Lanai
Sun-seekers and casual tourists alike will love staying at this charming Cape Coral home, complete with 3 bedrooms, 2 bathrooms, a thoughtfully appointed interior, and a outdoor electric heated pool with a spa! Enjoy the sights and sounds of Cape Coral and lay out on the sands of Yacht Club Public Beach or walk just down the street to Saratoga Lake Park. Let this beautiful vacation rental be your launching point for your coastal adventures, including trips to Sanibel Island and Pine Island!

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 décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Pine Island Pelican Suite: privacy, pool, gardens
Welcome to the Pelican Suite! Secure, private entrance, king bed, living area with kitchen and patio. This suite is separate from the upstairs main house. Adults only. King bed, ensuite private bathroom with shower; AC. WiFi, cable, TV. Exclusive use of screened guest lanai - kitchen, fridge, BBQ, gardens, secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!
Popular amenities for Bokeelia rentals with a pool
House rentals with a pool

***Relaxation Awaits*** Heated Saltwater Pool Home

Waterfront Home w/ Pool. Minutes to Sanibel

Surfside Elegance SW Cape Coral Luxe Vacation home

Cape Coral Paradise on the Isles

Pet-Friendly Tropical Oasis

Bella's Sunshine - 4 Bedrooms 2 Bath Heated Pool

Dive into Luxury: Stunning Tropical Home & Pool

Villa Sunset Serenade II
Condo rentals with a pool

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!

Beachfront, Water Views Estero Beach Tennis 708A

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

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Coastal Cowgirl - Heated Pool

Waterfront sanctuary / Paid heated Pool Cape Coral

Modern coastal 3 bedrooms with Pool.

Seaside Villa Destin In the heart of Pine Island

1 minute to Beach & Heated Pool, SH Club, G-Cart

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

Luxury in the sky
When is the best time to visit Bokeelia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $287 CAD | $263 CAD | $259 CAD | $252 CAD | $256 CAD | $252 CAD | $250 CAD | $252 CAD | $252 CAD | $287 CAD | $287 CAD | $384 CAD |
| 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 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 $112 CAD per night before taxes and fees

Verified guest reviews
Over 780 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

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