
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.

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!

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!”

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!

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!

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!

Boater’s Paradise: No-Bridge Gulf Access & Pool
⚓ Direct Gulf Access (No Bridges): Cruise to open water! Boat lift included. 🏊♂️ FREE Heated Pool: Waterfront views, zero daily heating fees. 🛏️ Group Oasis: 4BR | 3BA | 7 Beds (Sleeps 13 comfortably). 🎣 Outdoor Living: Fish from your dock, BBQ & spectacular sunsets! 🐾 Pets Welcome & Fast Wi-Fi! 🚙 Massive Parking: Room for boat trailers! 📍 Location: Heart of Matlacha, minutes to Cape Coral. ⚡ Prime season dates book fast. Lock in your direct water access and reserve your dates today.

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.

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.

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.

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.

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 restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!
Popular amenities for Bokeelia rentals with a pool
House rentals with a pool

Lakeside Sunset / Heated Pool + Sleeps 10

Florida, Cape Coral, SunShine

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

Gumbo Limbo North Captiva

Close to Cape Harbour western pool and dock, golf

Paradise on Estero Bay

Salty Dog Hideaway

Villa Sunset Serenade II
Condo rentals with a pool

One bedroom condo - overlooking harbor!

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Captiva Beach Villa On The Gulf Beach !

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Captiva Hideaway on Old Lodge Lane

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour
Other vacation rentals with a pool

Serene Modern Oasis | Private Pool in Fort Myers

Sleep over the water- Boathouse with Private Dock

17th Floor Riverfront • Downtown • Pool & Gym

3 BR Heated Pool House with Boat Lift

Cape Coral Waterfront Oasis | Heated Pool & Spa

NEW-The Golden Flamingo-2B/2Ba

4BR Waterfront Home w/ Heated Pool & Private Dock

Sunrise Bay - North Captiva 2 carts!
When is the best time to visit Bokeelia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$42,886 GYD | G$46,442 GYD | G$49,371 GYD | G$37,656 GYD | G$38,283 GYD | G$37,656 GYD | G$37,447 GYD | G$37,656 GYD | G$37,656 GYD | G$34,727 GYD | G$37,865 GYD | G$41,212 GYD |
| 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 G$16,736 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Bokeelia vacation rentals include wi-fi 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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