Holiday rentals with a pool in Okeechobee County

An aerial view showcases the expansive 2.2-acre estate, featuring a large blue home surrounded by green lawns and palm trees. A saltwater pool is visible alongside a spacious outdoor area, offering ample room for relaxation and activities.

4.9 out of 5 average rating, 10 reviews

Peaceful 6BR Country Retreat-Bring Your Horses!

Escape the noise and discover your own private paradise on this beautiful 2.2-acre estate just minutes from Okeechobee’s famous fishing lakes and serene country charm. This expansive 6-bedroom, 6-bathroom home is perfect for large families, group getaways, retreats, or equestrian travelers. Relax in the saltwater pool or sip coffee on the wraparound porch. With space to sleep 12+ comfortably, two living areas, and ample outdoor room, this home is your ultimate Florida countryside escape.

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4.84 out of 5 average rating, 37 reviews

Heated Pool Cabin Steps to Lake Okeechobee

Escape to a colorful 2-bedroom gingerbread cabin just steps from the Rim Canal and Lake Okeechobee. Designed for up to 4 guests, it has two queen beds, one bath, a full kitchen, a cozy living area, and a screened porch. Relax by the shared heated saltwater pool, grill outdoors, gather around the shared fire pits, or enjoy a sunset picnic at the common dock. The cabin sits a few steps from the water rather than directly lakefront—an inviting base for couples, small families, and anglers.

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Cottage in Moore Haven

Standard Rental 1 Bedroom

Features one bedroom w/queen bed. Additional amenities include an accessible bathroom w/grab bars, heat & A/C, linens, washer & dryer, a second flat screen cable TV. The kitchen is wheelchair accessible & provides lower countertops, full appliances, a toaster, coffee maker, cookware and dinnerware. There is also a electric wheelchair ramp entry, a covered porch with patio furniture, and a concrete driveway. Any reservations 28 days or greater are subject to metered electric charges.

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4.77 out of 5 average rating, 111 reviews

A wooden boat dock extends over calm water, complemented by a covered area providing shade. Lush green marshlands are visible in the distance under a clear blue sky, enhancing the serene waterfront setting.

4.75 out of 5 average rating, 20 reviews

Okeechobee Cabin in Waterfront Community w/ Dock!

Discover where lively marshlands meet dazzling lakes when you stay at this Okeechobee vacation rental — one of the 11 Gateway Communities along the Florida Trail! With 1 bedroom, 1 bathroom, and a loft, this delightful, cabin is the perfect launch point for your next adventure. Not only will you have direct access to the boat dock located behind the property, but you’ll also be a short drive away from attractions like the Trading Post Flea Market and the Lake Okeechobee Scenic Trail.

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Top guest favourite

Ranch in Okeechobee

5.5 Acre Private Ranch

Escape to the heart of Okeechobee and unwind at our spacious ranch-style home, set on 5 serene acres with wide-open skies and visits from neighboring cows. Whether you’re planning a family trip, a group getaway, or simply want to recharge in nature, this home has everything you need for a comfortable and memorable stay. Located just a short drive from Lake Okeechobee, local dining, and outdoor adventures, but tucked away enough to give you the peace and quiet of the countryside.

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5.0 out of 5 average rating, 17 reviews

The exterior of a log cabin features a rustic design with a sloped metal roof. Set against a green lawn, the cabin is surrounded by natural scenery. Windows are visible on the walls, providing a view of the outside landscape.

4.78 out of 5 average rating, 102 reviews

Waterfront 2 Bedroom Log Cabin

Welcome to our cozy and serene cabin at Lake Okeechobee. Watch beautiful sunsets, and boats going by from the screened in porch. The cabin is located on the rim canal of the northern part of the lake. This is the only log cabin condo community in Florida. You can fish from the docks, bring or rent a boat, and park it right in your backyard -- docks are first come first serve. The property also boasts a boat slip, which is for use by all residents and guests of the community.

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Superhost

4.84 out of 5 average rating, 19 reviews

Rancho La Esperanza in Okeechobee's full wilderness

Relax with family or enjoy solitude in this okeechobee off grid paradise of peace. The land here is full of wildlife and the amenities of this house offers enjoyment with the backyard paintball field set up, the endless pool hot tub pool system in the back yard patios and the entire home able to host a family of 12. nights are incredible, look out towards the stars or bring a telescope to see what you can find high above with less light pollution. See you At Rancho La Esperanza!

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A cabin exterior is framed by tall palm trees and lush greenery, showcasing a brown wooden facade with a metal roof. A star accents the entrance, which is approached by a paved walkway bordered by flowering plants.

4.6 out of 5 average rating, 5 reviews

Fish On-Site: Okeechobee Cabin w/ Pool Access

Community Boat Launch | Cozy Nights Fireside | Dine Al Fresco Leave the world behind at this vacation rental in Okeechobee, where the lake’s calming waves and endless outdoor adventures set the stage for an unforgettable stay! This cabin features 1 bed, 1 bath, a furnished patio, and access to Log Harbor Condominiums community perks like a hot tub and fish cleaning station. Ready to explore? Visit the Seminole Brighton Bay Hotel & Casino for a relaxing day at the spa!

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A light-filled living area features a sectional sofa and a matching sofa facing a wooden coffee table. Decorative fish wall art is displayed above the seating. A neutral area rug covers the wooden floor, and a ceiling fan circulates air in the room.

4.83 out of 5 average rating, 60 reviews

Work or Unwind • Cozy Home for 6

Discover the perfect retreat near Lake Okeechobee & Scenic Trail, a fishing paradise! Convenient to Raulerson hospital, Wal-Mart, and local attractions. Embrace Okeechobee's charm and laid-back vibe. A 3/2 home, sleeps 6 comfortably. Easy access to Stuart, West Palm Beach, Indiantown. Beaches within a short drive. Smoke-free, small dogs considered. Experience a wonderful getaway! Host covers 15% Airbnb fee! Enjoy a comfortable stay with various amenities.

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A bright exterior view of a house features large windows allowing natural light to fill the interior. The entrance includes steps leading to a stone pathway, with greenery surrounding the base. A small deck extends from the structure, providing access to the outdoor area.

4.9 out of 5 average rating, 21 reviews

Paradise Awaits the Fisherman

This is a wonderful location for all from fishing to relaxing at home this is the place for you. Everything is on the same floor for easy access. This place includes 1 full bed and 2 king bed and a queen size pull out. There are 2 full bathrooms. You have your own private screened in pool, Concrete boat ramp, and a dock with space to dock 3 boats. 3/4 Mile to near by stores and restraunts. Located on Award Winning Lake Okechobee. Pets and Children allowed.

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Top guest favourite

5.0 out of 5 average rating, 29 reviews

Jv's Castaway Cabin

Welcome to your home away from home! Relax and unwind in our cozy and thoughtfully designed space, perfect for couples, families or solo travelers. Located in a quiet neighborhood just minutes from local attractions, restaurants, and outdoor adventures, our place offers the perfect balance of comfort and convenience. Enjoy a fully equipped kitchen, comfy beds, high-speeds Wi-Fi, and a peaceful outdoor space to sip your coffee. We can't wait to host you!

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