Holiday rentals with a pool in Taylor County

VV's Villa- Dog friendly -Stein Landing Resort

This beautiful 2 bedroom 2 bath home + bonus room sleeps 9 & has an amazing open floor plan with gorgeous finishes. There is plenty of room to gather with family while preparing your favorite meals or watching a movie on the flat screen. A place everyone will enjoy being after being on the water all day. Don't forget the back porch, perfect for morning coffee or afternoon drinks to cool off after a long hot day. It is centrally located and close to all the amenities with a view of the pool.

Morning Glory, Landings Resort, River Cottage

Charming River Cottage | Fireplace, Fire Pits & S’mores | Pool & Boat Access | Family-Friendly- Golf Cart Community Slow down at Morning Glory Cottage— a cozy, storybook retreat in Steinhatchee River Landings. Enjoy stained-glass windows, a gas fireplace, porch swings, family gathering space, fishing & scalloping, resort amenities, and magical evenings by the fire pits. Perfect for fisherman, families, couples & outdoor lovers. Golf cart community. Golf cart available for rent upon request.

Steinhatchee Landing Getaway-Boat Rental Available

2BR / 2.5Ba 1528ft available for rent in beautiful Steinhatchee Landing Resort. The cabin is fully furnished and ready to visit in Steinhatchee, FL is located on the Gulf with world renown fishing and scalloping among other water activities. The resort community is complete with a public dock and parking for your boat, pool/hot tub, workout facilities, tennis, basketball, church/community center, kayaking, goat/chicken coop, and walking trails. *NEW HIGH SPEED RELIABLE FIBEROPTIC INTERNET**

Captains Quarters Steinhatchee FL

"Captain’s Quarters" is a new construction home located in the waterfront neighborhood of Rivers Bend in Steinhatchee, FL. This spacious three-bedroom, two-bathroom home comfortably sleeps up to eight guests and delivers modern comfort, thoughtful amenities, and direct access to the water in one of Florida’s most beloved hidden gems. Outside, enjoy your own private community swimming pool, private boat launch and private docking, plus ample boat and trailer parking for guests.

River Cottage, Pool, Boat Slip

Escape to our charming private cottage for up to 6 guests! This updated retreat features a wood-burning fireplace and screened in back porch with fans. Enjoy full access to resort amenities including a pool, hot tub, and boatslips. Perfect for a relaxing and adventurous getaway in a vibrant resort community. *A separate property management agreement and ID with $300 refundable hold for damages is required to complete the booking through the property management software*

Romantic spa like experience, Riverfront boat slip

The perfect romantic getaway in the quaint town of Steinhatchee. This cabin is located in the famous Steinhatchee Landing Resort. The grounds offer swimming pool, hot tub, exercise center and docking for your boat right on the river. Our Cabin backs up to a serene tidal creek and a scenic wooded area. The king size bed has luxurious linens and a real gas fireplace for setting the mood. A perfect choice for honeymoons, anniversaries. Or just a well needed getaway.

Steinhatchee Sunsets

Steinhatchee Gulf Breeze Condos corner unit. Located at the mouth of the Steinhatchee River, get sweeping river and Gulf of America views in this 3 bedroom 3 bath light and bright gem. Grab a seat on the oversized balcony to watch the boats go in and out of the channel and experience an unobstructed view of the sunsets. Prime location for fishing and scalloping and property has a private boat ramp and boat slip. Pool is conveniently located just down the steps.

7086 SW Hwy 358 🐠 The Perfect Spot

Riverfront Luxury & Comfort in Steinhatchee 🌊 Don’t miss this newly remodeled, extra-spacious end unit—a true gem on the Steinhatchee River! Your stay includes reserved parking, a private boat slip, Wi-Fi, pool access, grill, fish cleaning station, and even an elevator for easy convenience. The condo’s prime location offers quick access to the Gulf of Mexico, and the public boat ramp is just steps away—perfect for boaters, anglers, and scallopers alike.

Country Estate Villa, Private Pool,30 min to Beach

Beautiful serenely located just outside the city limits of Perry, Florida, is a 3421 sq. ft. luxury villa on a country estate of 2.5 acres. The moment you pull into this estate you are welcomed by beautiful draping oaks and your own private bridge taking you over the seasonal creek that leads you to your vacation getaway. The estate has a large inground swimming pool and patio deck with multiple lounge chairs for tanning or just enjoying company.

Bird Pond Retreat

Welcome to Bird Pond Retreat! This spacious 4-bedroom, 3-bath vacation retreat sleeps up to 10 guests and is perfect for families and group getaways. Enjoy a private pool, hot tub, fire pit, BBQ grill, and expansive covered outdoor living space. A detached guest suite with private bath offers added privacy. Conveniently located near marinas, restaurants, entertainment, fishing, and scalloping, yet tucked away in a peaceful setting.

Riverbend Reserve - Home in Steinhatchee

Welcome to Riverbend Reserve, your perfect Steinhatchee getaway! This beautiful 3-bed, 2-bath vacation home located in the sought-after Riverbend community, guests enjoy access to a community swimming pool, private boat launch, and a load/unloading dock. Spend your days scalloping, fishing, boating, or exploring the beautiful Steinhatchee River, then relax in the spacious accommodations designed for families and groups.

River View Farmhouse Retreat

Escape to this beautiful 3 bedroom, 2 full-bath modern farmhouse nestled within the highly sought-after Steinhatchee Landings Resort. With stunning views of the Steinhatchee River and creek, this waterfront retreat offers the perfect blend of relaxation, adventure, and family-friendly amenities.