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.

%{current} / %{total}1 / 1
Guest favorite
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
4.94 out of 5 average rating, 33 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 favorite
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, 141 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
A pool area is visible, showcasing clear blue water surrounded by a screened lanai. A wide canal can be seen beyond, with houses lining the opposite shore. Palm trees frame the scene, and bright blue skies enhance the peaceful waterfront setting.
Home in Pelican
4.8 out of 5 average rating, 5 reviews

Seaside Villa Majestic

Welcome to our beautiful and modern Seaside Villa Majestic, which was built in 2012 and completely renovated in 2019. Thereby not only all floors were renewed but also the kitchen was replaced. In 2023 the Seaside Villa Majestic was repainted inside and out. The villa has a perfect location in the Rosegarden area overlooking a wide canal. In just a few minutes you can reach the open river by boat. From the pool area the great location is further enhanced by the large heated infinity pool.

Top guest favorite
A spacious pool area is viewed with a clear turquoise pool reflecting sunlight. Five lounge chairs are positioned around the pool, with a wooden dock extending towards the water. Lush greenery and potted plants add a natural touch to the surroundings.
Guest suite in Matlacha Isles-Matlacha Shores
4.85 out of 5 average rating, 378 reviews

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!

Top guest favorite
A tranquil heated pool is surrounded by sleek tiled decking, reflecting sunlight in clear blue hues. A shaded area provides relief from the sun, while a boat dock can be seen in the background, accommodating vessels for easy access to water activities.
Home in Bokeelia
5 out of 5 average rating, 32 reviews

Waterfront Fisherman’s Retreat Quick Harbor Access

Welcome to your perfect Pine Island getaway! This charming 2-bedroom, 1-bath canal-front home is an ideal escape for fishing lovers, boaters, and anyone looking to relax in a peaceful island setting. Located on a quiet canal, the property offers direct access to Charlotte Harbor within minutes, making it easy to reach open water for fishing, boating, and exploring. Our private boathouse and lift are currently occupied, but guests who rent a boat are welcome to tie up at the dock.

Guest favorite
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 Pineland
5 out of 5 average rating, 28 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 favorite
Home in McGregor
4.94 out of 5 average rating, 374 reviews

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.

Superhost
An aerial view of the waterfront condo complex is displayed, showcasing a serene body of water surrounded by lush greenery and palm trees. The building's modern architecture is highlighted, with several units visible and a well-maintained pathway leading to the docks.
Home in Bokeelia
4.67 out of 5 average rating, 12 reviews

Condo in Four Winds! 2/2 Incredible Water Views!

This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant amenities to round out a relaxing boating and fishing vacation experience. Unit 302 has a screened-in lanai and a water view. It is beautifully appointed with a complete kitchen, washer/dryer, wi-fi, cable television, 48 state free long distance, boat docks, and a swimming pool on site. This condo building has an elevator for easier access.

Top guest favorite
The small heated pool is surrounded by a screened lanai, featuring mature hedges for privacy. Lounge chairs are positioned nearby on the stone patio, complemented by tropical foliage and vibrant flowers that enhance the serene atmosphere.
Guest suite in Pineland
4.98 out of 5 average rating, 112 reviews

Pine Island Pelican Suite: privacy, pool, gardens

Welcome to the Pelican Suite! Secure, private entrance, king bed, outdoor 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 ground floor screened guest lanai: kitchen, fridge, BBQ. Beautiful gardens, small/secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!

Top guest favorite
Home in Bonita Springs
5 out of 5 average rating, 16 reviews

3BD 1-Acre Oasis: Private Pool Estate near Beaches

✨ Experience the 'Casa Bonita Florida’ Standard—where 1-acre privacy meets 5-star hospitality. ✨ Discover the unrivaled guest experience at Casa Bonita Florida—a secluded 1-acre retreat in Bonita Springs designed for ultimate privacy and coastal luxury. Spotlessly clean, pet-free, and fully stocked, we offer a "Top Shelf" stay backed by a flexible cancellation policy. Book with total confidence and relax in your own private resort!

Top guest favorite
A spacious bedroom features a wooden bed with a light-colored blanket and accent pillows. Natural light streams through two windows and French doors, highlighting the wood flooring and area rug beneath the bed. A decorative lamp and a nightstand add to the room's charm.
Home in Pelican
4.94 out of 5 average rating, 195 reviews

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!

Top guest favorite
The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.
Home in San Carlos Park
4.96 out of 5 average rating, 137 reviews

Coastal Modern Retreat with Heated Pool and Spa

Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.

Popular amenities for Bokeelia rentals with a pool

When is the best time to visit Bokeelia?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 177€ 162€ 159€ 155€ 158€ 155€ 154€ 155€ 155€ 143€ 156€ 170
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°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 € 78 per night before taxes and fees

  • Verified guest reviews

    Over 830 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!

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Bokeelia
  6. Rentals with pools