Vacation rentals with a pool in Hendry County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hendry County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

A wooden deck features a set of stairs leading to a mobile home, surrounded by green grass. Colorful potted plants are placed at the base of the steps, and bright clouds are visible in a clear blue sky.

Home in Clewiston

4.93 out of 5 average rating, 15 reviews

Mo's Lake O Retreat

Location! Location! Location! Sitting 2 miles (3-4 min drive) from the City of Clewiston in a nice rural setting. Over 1.5 acres to spread out and bring your Boats to do some World Class Fishing on our Beloved Lake Okeechobee. Plenty of room for parking Trucks and Boat Trailers. Bring the whole family to enjoy our property and make sure to use the Swimming Pool! This home is very roomy with a huge kitchen and living area. We hope you love it here and enjoy your stay in America's Sweetest Town!

Superhost

A well-maintained entrance is framed by a landscaped area featuring a pink flowering tree and small shrubs. The pathway, made of pavers, leads to an archway, while a garage door is visible to the right, complementing the modern architectural style.

Guesthouse in Ave Maria

4.86 out of 5 average rating, 117 reviews

Cozy, private two-room suite

A cozy, modern space in a family-friendly town. This two-room apartment with private entrance is in walking distance of the University, restaurants, shops and a Publix grocery store. Equipped with kitchenette. Smart tv in living area. A queen-sized bed with a full bathroom and a walk-in closet. Twin air mattress and Pack ‘n play available. Amenities in town include a waterpark with waterslides and swimming lanes, playgrounds, walking and bike trails, tennis and pickleball courts.

Superhost

The outdoor space features a shaped pool surrounded by a textured concrete patio. Lounge chairs are positioned next to the pool, and a shaded dining area with a table and umbrellas offers seating. Lush greenery and trees create a private ambiance.

Home in LaBelle

4.94 out of 5 average rating, 109 reviews

Ft.Myers- Labelle- Okeechobee Pool Vacation Home

This is a newly renovated, beautiful vacation home for the whole family, or you and your friends. It is a 2/2 that sleeps up to 6 comfortably. The centerpiece is a three seasons room that opens on all sides, adding an extra spacious feeling to the whole place. Also included is a newly installed, state-of-the-art Pool which is perfect for a getaway in the Florida weather! (***Pool heater available from November to March upon request at additional electric fee***)

Superhost

A refreshing swimming pool is surrounded by palm trees and lounge chairs. The clear blue water invites relaxation under the sunny sky. The pool area features a concrete deck and a set of stairs leading into the water.

Condo in Clewiston

4.95 out of 5 average rating, 76 reviews

Lake Okeechobee Condo! #220

Upstairs condo on the Big Lake Okeechobee with a view of the Boat Ramp marina area. High speed wifi, new kitchen and washer/dryer. Walking distance from the Tiki Bar Restaurant. Modern decorations, basic amenities, comfortable home-like atmosphere. USB charging ports in master bedroom. Nest smoke alarm/carbon monoxide detector. Molekule air purifiers for allergies and clean, fresh air thoughtful the home. Keurig K Cup single cup coffee brewer.

Superhost

An above-ground pool is surrounded by a wooden deck featuring latticework. Two blue and white striped chairs are positioned near the pool, offering a view of the expansive green landscape and blue sky in the background.

Home in Moore Haven

4.82 out of 5 average rating, 17 reviews

Caloosa House

Unique River Retreat with modern amenities. Including; dock usage, boat\trailer storage, pool and full laundry. Fully appointed. Enjoy hunting, fishing & nature from this river front bungalow. Spacious newly remodeled 2 bedroom, 1 bath house with large kitchen, and swimming pool. Under 1 mile to boat ramp, outdoor free shooting range, and Lake Okeechobee. 15 minutes to Clewiston for shopping and Plenty of parking for multiple trucks and boats!

Superhost

Home in Moore Haven

5 out of 5 average rating, 5 reviews

Tropical Heart House

Welcome to the “CASA CORAZON TROPICAL”. Your holiday home in the heart of Florida, with a unique tropical flair! You will feel welcome and at home as soon as you enter the house. All the amenities you would expect from home are available here. You live here far away from the hustle and bustle of tourism. “Slowing down” is a must here! Nevertheless, from here you can go on day tours to almost all of Florida's highlights and have fun!

Superhost

An inviting outdoor space features a sparkling pool surrounded by comfortable lounge chairs adorned with bright orange towels. Natural light floods the area through the screened enclosure, and a fan above enhances comfort, creating a relaxing atmosphere for leisure.

Home in Naples

4.75 out of 5 average rating, 4 reviews

Luxury Gated Estate w/ Pool, Wine Bar & Fire Pit

Escape to a private, gated estate on 1+ acre, perfect for relaxation and luxury. Enjoy a pool, outdoor lounge with fireplace, BBQ, and a stylish wine bar. Just 25 minutes from Naples’ beaches and downtown, 10 minutes from top golf courses, and close to Ave Maria. Pet-friendly and ideal for families, couples, and retreats. Experience privacy, comfort, and elegance in one stunning getaway. Book now for an unforgettable stay!

Superhost

A serene outdoor area is depicted with a well-maintained lawn under a vibrant sunset. The scene features a sparkling pool surrounded by palm trees and lounge chairs, inviting relaxation. The building in the background appears cozy and welcoming, complementing the natural beauty of the surroundings.

Condo in Clewiston

5 out of 5 average rating, 22 reviews

*LakeView * Fresh & New* Bass N Sun* Pool*King Bed

Take a break Discover the charm of this delightful 2-bedroom, 2-bath condo located at the renowned Roland Martin Marina. Immerse yourself in the ultimate bass fishing paradise or embark on an adventure along the Okeechobee Trail. Unwind at the Tiki Bar and take a dip in the heated pool. or tennis court This condo offers a cozy and comfortable living experience in a prime location.

Superhost

A circular swimming pool is surrounded by wooden decking and palm trees, offering a serene view of the open landscape. A ladder provides access to the water, and a built-in seating area is visible in the center of the pool.

Cabin in Clewiston

4.87 out of 5 average rating, 208 reviews

LOG CABIN at The Florida Ridge

Welcome to The Florida Ridge! Get the charming log cabin experience, with all the modern amenities. Connect with nature when you wake up to a beautiful Florida sunrise over 100 acres of privately-owned, open landscape. From hiking to swimming to roasting marshmallows by the fire, there is something for everyone at this South Florida home away from home.

Superhost

A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island with three stools offers space for informal dining. Soft lighting from pendant fixtures enhances the bright atmosphere, while tile flooring adds a contemporary touch.

Apartment in Ave Maria

4.97 out of 5 average rating, 33 reviews

Luxury Golf Condo

Brand new 2/2 condo, with 1 king and 1 queen beds. Great golf, lake and sunset views. You can play all day long at the 18-hole golf course. pickle-ball, biking and walking trails are available. Tennis courts, 2 pools, restaurant, Gym and many more amenities soon to be finished. Guarded and gated community. One designated covered parking spot.

Superhost

A spacious bedroom is featured, showcasing a large bed with light-colored bedding. A modern dresser and mirror are positioned across from the bed. Ambient lighting is provided by wall-mounted fixtures. Dark curtains frame the window, complementing the room's sleek design and light marble flooring.

Home in Ave Maria

4.94 out of 5 average rating, 106 reviews

The Heaven House with Pool Table and Golf Cart

Enjoy the elegance and luxury of this home. Featuring a stylish garage with air condition for your comfort while playing pool with family and friends. Also take ride on the golf cart around town. The Immokalee Casino is near, also 30 minute drive to downtown naples , one hour drive to Ft. Lauderdale and one and a half hours to Miami.

Superhost

The bedroom features a dark wooden bed frame with an ornate headboard, complemented by decorative pillows and a textured blanket. Two white table lamps with patterned shades flank the bed, providing soft lighting. A ceiling fan is installed above for airflow.

Apartment in Clewiston

5 out of 5 average rating, 7 reviews

Bass & Sun Unit 215 Peaceful & Comfy

Beautiful and comfortable condo with water views from the attached balcony that is Conveniently located near world renowned Bass Fishing Lake Okeechobee. Very short walk to the Tiki Bar & Restaurant and the marina/ bait shop is practically on site. Even the boat ramps are a short walk. Boat slip available for up to 21’ bass boat