Vacation rentals with a pool in Hernando County

Guesthouse in Brooksville

A wooden pathway leads towards a pool surrounded by greenery. Sturdy stairs ascend to the pool, which is partially shaded by trees. Potted plants add a touch of nature, while colorful inflatable toys rest nearby, creating an inviting atmosphere for relaxation.

4.97 out of 5 average rating, 33 reviews

Grandma’s Country Cottage

Welcome to Grandma's Country Cottage, a charming 1 bedroom, 1 bathroom guest house nestled on a sprawling 2.5-acre property in the serene town of Brooksville, Florida. This cozy retreat offers the perfect blend of comfort and tranquility in a picturesque country setting. Escape the hustle and bustle of everyday life and step into a space where time slows down. The cottage boasts a warm, inviting atmosphere with all the comforts of home. Surrounded by lush greenery and the gentle sounds of nature

A fenced swimming pool area features vibrant blue water, surrounded by a well-maintained patio. Colorful lounge chairs and umbrellas provide shaded seating. A decorative planter with flowers adds a touch of greenery, complementing the inviting atmosphere for relaxation and enjoyment.

4.9 out of 5 average rating, 139 reviews

Heated Pool Sun-Splashed 3 BR/2 BA Getaway

Luxurious & Completely remodeled Spring Hill home features an open floor plan with huge kitchen fully stocked for the long term and short term stays, Beautiful stainless steel appliances with Romantic LED lighting throughout the kitchen lights up the nights for comfort & enjoyment. Spacious bedrooms & TV's in each bedroom including the living room. Easy access to the swimming pool with a completely fenced in backyard for total privacy, Plenty of seating outside for family grilling & swimming!

4.97 out of 5 average rating, 109 reviews

A collage showcasing various aspects of the Moto Ranch. The center features a bright living area with high ceilings. Surrounding images display outdoor activities, including ATV riding, kayaking, cycling, and horseback riding, set amidst lush green landscapes.

Home in Brooksville

Fuel Your Passion, Epic Moto Ranch Factory Ride

Embark on your escape to the Moto Ranch at Croom; an unforgettable off-road & outdoor adventure in the heart of nature. Situated on a serene 5-acre compound inside Croom Motorcycle Area & Withlacoochee State Forest, this is your exclusive gateway to almost endless thrilling motorcycle/ATV trails, outdoor experiences like mountain biking, horseback riding, kayaking, etc. and best of all… endless natural beauty! ☑ Many modern amenities of home ☑ Private access to Croom’s trails ☑ Pets welcomed

A private heated pool is set within a screened patio, featuring a smooth gray deck. A ladder provides access to the water, which is surrounded by lounge chairs and a dining table with chairs. Large windows offer views into the home.

4.97 out of 5 average rating, 121 reviews

Weeki Wachee Springs heated pool home retreat

Relax with the whole family at this Weekie Wachee/Springhill Heated pool home. 5 minutes from the crystal clear springs of Weekie Wachee state park and Buccaneer Bay that has spring fed beach with water slides , tiki bars and mermaid shows. It’s also located 10-15 minutes from Rodgers Park located on the river where you can swim, kayak with manatees and enjoy fun family time! Also 15 minutes away is Pine Island Beach Park and SunWest Beach Park for skiing, wake boarding and obstacle course.

Superhost

A heated private pool is surrounded by a screened enclosure, providing a bright and clear view of the outdoor space. Comfortable lounge chairs are positioned nearby, and the pool area is well-lit by natural sunlight filtering through the enclosure.

4.88 out of 5 average rating, 124 reviews

3BR Spring Hill Pool Home. Heated Pool & Hot Tub

Enjoy our beautiful pool home located In the heart of Florida's Gulf Coast! This 3BR/2.5BA home offers all amenities - screened enclosed private and heated pool, relaxing spa, pool table, large screen smart T.V'S, Free Netflix, fully equipped kitchen, private parking and more. Just minutes away from Commercial hwy and Cortez blvd where you will find plenty of restaurants, grocery stores and shops. Only 3 minutes from Weeki Wachee Springs State Park and 12 minutes to Pine Island Beach Park!

5 out of 5 average rating, 50 reviews

A screened lanai encompasses a heated salt-water pool, surrounded by elegant stone tiling. Two lounge chairs are positioned nearby, offering a relaxing space. Large glass doors allow for natural light and views of the fenced backyard, enhancing the serene atmosphere.

Villa in Spring Hill

Private Salt Water Pool+Outdoor kitchen

This newly renovated luxurious villa has 3 beds, 2.5 baths, private office space & sleeps 6 people. The enormous, screened lanai includes an in-ground salt water pool to enjoy a relaxing swim. There is an expansive back patio area to entertain family & friends that includes an outdoor kitchen, a gas grill for sunset cookouts, & plenty of dining & lounging areas. The private backyard is completely fenced in and showcases a fun fire pit area. Many say it feels like home. Book this place!

Superhost

A screened pool area features a sparkling blue pool, surrounded by lush greenery and palm trees. Comfortable loungers are positioned on the water's edge, inviting relaxation while enjoying views of the Gulf beyond. Sunlight filters through the screens, creating a bright and airy atmosphere.

Home in Hernando Beach

4.9 out of 5 average rating, 106 reviews

Oasis on the Gulf- screened heated pool & jacuzzi!

You are renting this ENTIRE Seascape Oasis home sitting on the Gulf, with private water views, screened pool and a private dock for your boat: 3BRs, 2 baths + office BR + living + kitchen + breakfast room + dining room + gym + screened patios + 1 boat dock + Laundry room. Escape to kayaking, scalloping, fishing, crabbing, biking, pool, Florida sunset all at this Seascape Oasis! 5 mins to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, Walmart....

The exterior of the home features a well-maintained lawn and a two-car driveway, with a sun design on the surface. A palm tree and shrubs add greenery around the entrance, which includes a decorative door and a small window. The garage door is situated to the left.

4.89 out of 5 average rating, 149 reviews

Florida Gulf Coast. Sunshine and warm breezes!

2 bedroom 2 bath home in a quiet neighborhood. private pool with privacy screen lanai. The house sleeps 6 comfortably. Master has queen and private bath. Guest room has queen and set of bunk beds. Amenities: Fully equipped kitchen, air conditioning, heating, washer & dryer, wifi, smart TV, patio furniture and gas grill. Great location! Busch Gardens and Tampa attractions 45 minutes away! Many other attractions, including beaches, only minutes away! This is a pet friendly home.

A refreshing pool area is enclosed by a screen-covered patio, allowing for sun protection. The clear blue water of the pool invites relaxation, while the surrounding concrete deck provides ample space for lounging. The home’s exterior is visible in the background with large glass doors leading to the interior.

4.94 out of 5 average rating, 31 reviews

Dark Wood Farmhouse Getaway

Located in Spring Hill, Florida. This 3BR/2BA pool home comfortably sleeps 10 with extra cots and a spacious sectional couch. Boasting a dark wood farmhouse ambiance, the open-concept living area, fully equipped kitchen, and covered patio provide the perfect space for relaxation. An office space with a wireless printer caters to your work needs. Located within a 2-hour drive from Clearwater Beach and Disney World, and close to Weeki Wachee Springs State Park and Sun West Park Beach.

A screened-in pool area features a clear, inviting pool with a waterfall and soft blue water. Surrounding greenery provides privacy, while lounge chairs are positioned near the water. Sunlight filters through the mesh enclosure, creating a bright and airy atmosphere.

4.95 out of 5 average rating, 117 reviews

Spring Hill, Florida Quaint Paradise

The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

Guest suite in Spring Hill

An enclosed patio area features a shimmering pool surrounded by a paved deck. Four lounge chairs are visible alongside the water, with a glass-top dining table and chairs positioned nearby, inviting relaxation in a tranquil outdoor setting.

4.97 out of 5 average rating, 59 reviews

Attached Private GuestHouse- Fenced Yard

We are slowly working on creating a more environmentally friendly home, from solar energy to providing shelter and food for pollinators. Come and enjoy our slowly evolving oasis, whether it's bathing in the pool, relaxing in the jacuzzi (small charge for heating), or napping on the hammock. Weeki Wachee Springs State Park, Weeki Wachee River, & Pine Island Beach are all within 15-minute drive. Clearwater, Tampa, and Ocala are all within an hour's drive!

A heated saltwater pool is surrounded by a fully fenced yard, featuring a safety gate. Sunlight reflects off the clear water, while a trampoline is positioned in the background, offering additional outdoor enjoyment.