Holiday rentals with a pool in Hernando County

4.94 out of 5 average rating, 49 reviews

Luxury getaway, Heated Pool, Weeki Wachee

Enjoy a comfortable and private stay in this fully equipped home, ideal for families or groups.The property features two separate bedrooms, a spacious living room overlooking the pool, and a variety of amenities for all ages. The main house is for guests only. The garage is not part of the accommodation and is reserved for use by the host, isolated from the interior of the house, sealed walls and a separate entrance on the left side of the house,NO shared access between the garage and the house

4.94 out of 5 average rating, 125 reviews

A collage of outdoor and indoor experiences at the Moto Ranch, featuring a modern living area with recliners and a dining table, vibrant outdoor pool surrounded by greenery, ATV riders exploring trails, mountain bikers on a path, horseback riders enjoying the forest, and kayakers along the water.

Flat in Brooksville

Fuel Your Passion, Epic Moto Ranch Privateer

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 getaway 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

An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.

4.96 out of 5 average rating, 139 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, 129 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, 5 reviews

Heated Pool+Spa & Mini Golf w/ Direct Gulf Access

🌴 NEW! Waterfront Ground level home w/ Heated Pool, Spa & Mini Golf Remodeled in October 2025 – Brand New Amenities! Welcome to your private waterfront retreat on Florida’s Adventure Coast! This spacious, pet-friendly home features direct Gulf access, a brand-new heated pool & spa, mini golf, and is perfect for families, boaters, or a relaxing coastal getaway. Walk to local restaurants, kayak with dolphins, fish from your private dock or bring your boat and cruise straight to the Gulf.

An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.

4.91 out of 5 average rating, 118 reviews

Waterfront home heated pool+jacuzzi+game room+golf

Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION/deep canal. Open floor plan with 3 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for sunset cruises, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

4.98 out of 5 average rating, 183 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 your beautiful, secluded, sunny oasis. Spend your days lounging at the PRIVATE HEATED POOL/SPA in your screened lanai, nights stargazing . 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, & so much more! Pin locks/alarms on tops of all Exterior doors keep kids safe. POOL HEAT INCLUDED.

Superhost

Aerial view of the Seascape Oasis home showcases the expansive Gulf waters alongside a lush green landscape. The property is surrounded by palm trees and features neighboring homes. The scenery highlights the serene waterway and vibrant greenery, offering a glimpse of the tranquil environment.

4.89 out of 5 average rating, 115 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....

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.

4.94 out of 5 average rating, 127 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

A green felt pool table occupies the foreground, with a set of colorful billiard balls arranged for a game. In the background, a screened-in patio reveals a tranquil pool surrounded by two lounge chairs, and views of the golf course beyond.

4.96 out of 5 average rating, 76 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!

An inviting pool area reflects vibrant colors of the sunset in the water. The stylish home, featuring large glass sliding doors, is visible in the background amidst lush greenery, creating a serene backdrop for relaxation.

4.9 out of 5 average rating, 41 reviews

Hernando Beach Pool & Relaxation Home

Beautiful decorated home recently remodeled that sits on a corner lot where you can watch dolphins and manatees swim by. Feel free to fish out back or just relax by the pool as it looks onto the wide canals. You would almost think its an infinity pool by looking at the pool from inside the sliding glass doors. Large sunroom with beautiful huge windows everywhere constantly giving you breathtaking views.

A viewing deck equipped with several white chairs overlooks calm waterways. A small boat and two kayaks are visible at the dock, surrounded by lush reeds and gentle water reflections under a bright blue sky.