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, 36 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

4.98 out of 5 average rating, 180 reviews

A private heated pool is enclosed within a screened lanai, surrounded by serene natural landscaping. The water is calm and clear, with a tiled edge. Nearby, comfortable seating areas are visible, enhancing relaxation opportunities in this tranquil outdoor space.

Home in Weeki Wachee

Private luxurious pool/spa home. 2acre sanctuary.

Welcome to Sunshine and your beautiful secluded oasis. Spend your days lounging at the PRIVATE HEATED POOL/SPA in a 1100sq ft screened lanai, nights star gazing. Relax with a drink while bird watching or enjoy a candlelit jetted soak in the masterbath. Fully equipped kitchen for the family chef. Outdoor grill. Close to all! MERMAIDS SCALLOPING, SWIMMING W/MANATEE in crystal clear rivers, gulf beaches, deep sea fishing, kayak & so much more! Pin locks/alarms on tops of all doors keep kids safe.

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.

4.88 out of 5 average rating, 144 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!

4.94 out of 5 average rating, 118 reviews

Heated Pool, King Bed Game Room, Near Weeki Wachee

Welcome to #SunandGames_FL. It’s all sun and games from the moment you arrive. Relax by the heated pool & soak up the sun during the day and sit by the fire table in the evening or go head 2 head in the game room w/ a foosball table, air hockey, arcade games and more. Located close to: 18 min to Pine Island Beach 15 min to Weeki Wachee Gardens. Kayak with the manatees 6 min to Oak Hills Golf Club 40 min to Crystal River National Wildlife Refuge 50 min to Tampa/Busch Gardens 90 min to Disney

4.97 out of 5 average rating, 119 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.

4.96 out of 5 average rating, 127 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 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, 108 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....

5 out of 5 average rating, 14 reviews

A bright living area features a large flat-screen TV mounted on the wall above a modern entertainment center with an electric fireplace. A striped sofa offers comfortable seating, complemented by a potted plant. Elements of the kitchen are visible in the background.

Guesthouse in Bushnell

Charming Country Guest Cottage

Discover serenity in our remodeled cottage featuring two bedrooms with queen-sized beds, 2 flat-screen HD TVs. Our modern bathroom has a spacious walk-in shower, and the kitchen is fully equipped with microwave, stove w/oven, fridge, and Keurig, all brand new. Enjoy amenities like central air & heating, W/D ,fans throughout, cozy fireplace, and an outdoor pool (weather permitting). Entertainment options include books, puzzles, and board games. Close to area attractions.

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, 121 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, 67 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!

Superhost

A shaded outdoor seating area features wicker furniture with dark cushions arranged around a low table. Overhead ceiling fans provide ventilation. A swimming pool is visible in the background, framed by a spacious lawn, ensuring a relaxed environment for leisurely gatherings.

4.78 out of 5 average rating, 160 reviews

*4 miles from Weeki Wachi Springs!*¤

Being just 4 miles away from Weechi Wachi Springs, you'll have easy access to one of the area's most captivating natural attractions. Spend your days exploring the springs, hiking the trails, and immersing yourself in the beauty of nature. Very centralized to LOTS of shopping, restaurants, and even less than a mile from the important stuff, COFFEE (if you dont like ours). Welcome to our home. Please treat it as your own. We hope you enjoy it!