
Vacation rentals with a pool in Taylor County
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Top-rated rentals with a pool in Taylor County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.
4.82 out of 5 average rating, 17 reviews
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**
4.91 out of 5 average rating, 102 reviews
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.
4.88 out of 5 average rating, 8 reviews
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*
5.0 out of 5 average rating, 39 reviews
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.
4.91 out of 5 average rating, 70 reviews
Kingfisher Cove -Lower unit with boat slip
Pool & dock are open Sleeps up to 7 guests, offers amazing views of the river, and the location doesn't get much better! This unit has access to a community boat slip where you can easily access the water and be out on the Gulf in no time. Modern amenities include wall to wall sliders leading out to the balcony & back lit mirrors in both baths. Utilize the outdoor gas grill for family meals, & balcony for lounging over the river while watching the boats come in.
5.0 out of 5 average rating, 17 reviews
Fisher's Cove at Steinhatchee Landing
This 3-story home with river view is great for family groups and friends. The large eat-in kitchen opens to the living area and back porch bar and is perfect for socializing while preparing meals. 3 bedrooms, 3 baths and a loft area with 4 built-in bunk beds, sleeps 10 total. 3 porches to relax and enjoy the river view. House is convenient to the pool, fitness center, chapel, petting zoo and docks. Private covered parking ground level. No smoking and no pets.
4.83 out of 5 average rating, 18 reviews
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.
5.0 out of 5 average rating, 8 reviews
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.
5.0 out of 5 average rating, 44 reviews
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.
4.73 out of 5 average rating, 78 reviews
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.
5.0 out of 5 average rating, 6 reviews
Fish, Hike & Unwind! Quiet Haven in Steinhatchee
Enjoy luxe amenities and an idyllic setting close to the Steinhatchee River at this adorable cottage. As part of the Steinhatchee Landing Resort, you and your group will have access to amazing perks like a pool, hot tub, and fitness room. Park your boat at the community dock, get cozy by one of the firepits by the river, or simply unwind in a rocking chair at the water’s edge.
4.64 out of 5 average rating, 14 reviewsPopular amenities for Taylor County rentals with a pool
House rentals with a pool

Gulf Breeze Condo

Southern Pines Lodge -Sleeps 20
4.75 out of 5 average rating, 4 reviews
Anchor Hill- Steinhatchee Landing Resort
5.0 out of 5 average rating, 9 reviews
Steinhatchee Oasis- Sleeps 12 with private pool
4.76 out of 5 average rating, 17 reviews
VV's Villa- Dog friendly -Stein Landing Resort
5.0 out of 5 average rating, 23 reviews
Mermaid's Rest - Stein. Landing Resort-Sleeps 6
4.91 out of 5 average rating, 11 reviews
Pura Vida House with pool
4.89 out of 5 average rating, 18 reviews
Kingfisher Cove -Upper Unit with boat slip
5.0 out of 5 average rating, 6 reviewsOther vacation rentals with a pool

Hunter’s Cabin
5.0 out of 5 average rating, 11 reviews
Apartment 2 Bedrooms, kitchen & bar, living rm
5.0 out of 5 average rating, 7 reviews
Riverside Studio Retreat new boat slip
4.75 out of 5 average rating, 16 reviews
The Gator Hut
5.0 out of 5 average rating, 3 reviews
Apartment -One bedroom, kitchen & living rm
5.0 out of 5 average rating, 3 reviewsDestinations to explore
- Florida State University
- Shell Point Beach
- Madison Blue Spring State Park
- Alfred B. Maclay Gardens State Park
- Wild Adventures
- Doak Campbell Stadium
- Fred O. Drake Park at Lake Ella
- Story Lake
- Cascades Park
- St. Marks Lighthouse
- Tom Brown Park
- Edward Ball Wakulla Springs State Park
- Mashes Sands Beach
- Tallahassee Automobile Museum
- Suwannee River State Park
- Bald Point State Park
- Backwoods Crossing





