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

4.98 out of 5 average rating, 174 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.

4.91 out of 5 average rating, 135 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!

A colorful mural of a butterfly brings vibrancy to the outdoor seating area. Teal chairs provide comfortable seating around a fire pit, which is surrounded by firewood. A bright yellow pillow with the text 'Sun & Games' adds a cheerful accent.

4.94 out of 5 average rating, 108 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, 106 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, 116 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.

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, 123 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!

4.89 out of 5 average rating, 103 reviews

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

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 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, 115 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.

4.96 out of 5 average rating, 57 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!

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Popular amenities for Hernando County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated pool sits within a screened enclosure, featuring a clear blue surface that reflects the surrounding greenery. Adjacent to the pool, an outdoor kitchenette is visible, along with multiple seating options for relaxation and enjoying the outdoors.

4.92 out of 5 average rating, 62 reviews

*No Service Fees*"Shore Fun, Bare Feet Retreat"

BarbRating, 5 stars3 months ago

The home was warm and welcoming. Cindy and Andrew put thoughtful consideration into their guests comfort. From the thoughtfully stocked kitchen, linens and towels galore, personal care items and detailed instructions....it was as if our every need was anticipated. A wonderful experience and a 5++++ star rating. Thank you Cindy and Andrew for opening your home to our family.

A screened-in patio features a vibrant thatched umbrella providing shade over lounge chairs. The inviting pool with a smooth surface reflects sunlight, surrounded by lush greenery and colorful pool floats. Potted plants add a touch of nature, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 64 reviews

Heated Pool Luxury 4BR/2BA Home Close to Beaches

jenniRating, 5 stars3 months ago

Bang for buck is what you get with this stay. it was everything I hoped it would be and then some. Everything was nice and clean and easy to find and Zelijko was very responsive and helpful every stepmother the way. I would gladly recommend this stay and if ever in the area again would happily seek to stay here again.

A single-story home is presented with a stone-accented facade and a two-car garage. The driveway features patterned pavers leading to the entrance. Lush greenery and palm trees frame the property under a partly cloudy sky.

4.77 out of 5 average rating, 22 reviews

J&M Chic Abode

CathyRating, 5 stars2 months ago

Mercy and Jamie's place was just as described. Comfortable, very clean and plenty of room. Loved that it was free of clutter. Pool was clean and although it was on the chilly side, we were able to dip our toes in it and also enjoy the sunshine on the Lanai. Beds were comfortable and plenty of towels. Did I mention clean? Yes, it sure was. The neighborhood was quiet, and it was nice to watch the golfers. This is just what was needed. Connect with old friends, see some of my old places that I liked to visit and discover new.

4.75 out of 5 average rating, 4 reviews

A bright dining area features a glass table set for six, surrounded by sleek white chairs. A cozy bedroom displays a gray upholstered bed adorned with a relax-themed pillow. An outdoor seating space showcases a blue sectional facing a patterned area rug. The heated pool, set within a screened enclosure, reflects the surrounding greenery.

Home in Hernando County

NEW! Weeki Wachi House | Pvt Pool, Great Location

KelleyRating, 5 stars1 month ago

Our stay was wonderful. The heated pool was a great added bonus and we loved that their was not an upcharge for the heated pool for our stay. That was surely a deciding factor when choosing our home away from home for the week. The location and neighborhood was ideal and close to many great attractions and places to visit. The home was clean and up to date with comfortable beds and bedding. The kitchen was lacking a few things that we were hoping to have for our use such as baking dishes. For example, 9x13 pan, muffin pan, and baking sheet. I would recommend adding those to the home. The amenities were great and the host was very easy to work with and communicate with. We would book this home again.

A covered pool area features a clear blue pool surrounded by a spacious tan deck. Inflatable floats rest on the water's surface. Lounge chairs are positioned nearby, with a shaded seating area visible to one side. The setting includes a landscaped yard beyond the enclosure.

4.98 out of 5 average rating, 50 reviews

Home near Weeki Wachee Spring!

JasmineRating, 5 stars2 weeks ago

Everything was perfect great place to spend the weekend .

4.92 out of 5 average rating, 25 reviews

An outdoor pool area features a sparkling pool with an adjacent hot tub, both framed by a screened enclosure. Two red lounge chairs are positioned nearby, offering a relaxing spot to enjoy the view of the surrounding greenery.

Home in Brooksville

Serenity Springz

KarriRating, 5 stars7 months ago

Chris is an excellent communicator and maintains a clean, beautiful home! It was spacious for my family's needs but also cozy. I wouldn't hesitate to stay there again.

The image showcases a spacious caged-in pool area, with crystal-clear water reflecting the sunlight. The pool is framed by a bright blue pool deck, providing a safe area for lounging. Surrounding greenery adds a sense of privacy to the serene environment.

4.81 out of 5 average rating, 37 reviews

Cheerful spacious 4 bedroom home with pool

StacyRating, 5 stars1 day ago

The house had everything you could ever need. We have a 2 year old and there were toys and baby things for her. This made our stay very pleasant since she was enjoying the toys.

A spacious saltwater pool is surrounded by a patterned stone deck, with lounge chairs positioned nearby. A well-maintained fence provides privacy, and a gray house with large windows is visible in the background, framed by lush greenery and a clear blue sky.