Holiday rentals with a pool in Hernando Beach

5 out of 5 average rating, 122 reviews

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

Coastal Escape: heated saltwater pool & beaches

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

4.94 out of 5 average rating, 119 reviews

Game Room, Heated Pool King bed, Near Weeki Wachee

Welcome to #SunandGames_FL. It’s all sun and games from the moment you arrive. Relax by the newly renovated 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, shuffleboard table, arcade games and more. Located close to: 18 min to Pine Island Beach 15 min to Weeki Wachee Gardens. Natural springs - Kayak with manatees 6 min to Oak Hills Golf Club 50 min to Tampa/Busch Gardens 90 min to Disney

4.96 out of 5 average rating, 138 reviews

The screened outdoor lanai features a heated pool with steps leading into the water. Comfortable seating options are present around the pool area, complemented by a shaded dining space nearby. Lush greenery surrounds the outdoor space, enhancing the relaxing environment.

Home in Tarpon Springs

Heated Pool, 5 minutes to Beach!

Welcome to Tarpon House Florida, located in the exclusive and historic Tarpon Springs. Our home is a tropical oasis. Perfect for families, couples, and anyone who needs the space to spend time together or enjoy some privacy for enjoyment and relaxation. 10% discount for Military, First Responders, Teachers, friends and family - book & message me, I'll apply the discount, that's it! Completely renovated with all new furniture. Link to 3D Tour of the house is in my guidebook (under my profile)

4.99 out of 5 average rating, 254 reviews

A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.

Home in Port Richey

Heated & Screened in Pool-All Essentials Provided

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

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, 130 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, 127 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!

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.

4.9 out of 5 average rating, 105 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 ON DOCK. 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!

4.91 out of 5 average rating, 140 reviews

The image captures an aerial view of a spacious two-story home in a serene setting. A pool is visible in the backyard, alongside a floating dock leading to a canal. Lush greenery and outdoor seating areas enhance the outdoor space.

Home in Hudson

Oasis Getaway

Relax with the whole family at this peaceful place to stay. Perfect Getaway with amazing sunset views from the upstairs balcony and a floating dock on a canal perfect for kayaking and manatee sight seeing. This canal will also take you straight to the ocean. Very spacious home with a tennis table located on the first floor and a beautiful pool to enjoy! Close to many attractions like Weeki Wachee Springs, Outdoor trails, a Marina, Water Park, Hudson Beach and great seafood restaurants.

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, 110 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 spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.

4.91 out of 5 average rating, 102 reviews

Florida Breeze

If you are looking to stay in a quite and safe place here in the Sunshine estate, this may be the right place for you. This a gated condo with beautiful sunset offer lot of amenities . Kick back relax enjoy a nice cold beverage while watching the sunset and you might see a some dolphins. This location is 28 miles from honeymoon island ,36 miles from clearwater beach and 15 miles from weeki wachee spring. There is also great restaurants nearby and trail walks.

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, 122 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.

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.

4.97 out of 5 average rating, 119 reviews

Saltwater Pool • Kayaks • Pedal boat + more!

Discover the perfect spot for a fun-filled vacation with family and friends at Seaside Retreat! Nestled along the beautiful waterways of Hernando Beach, this waterfront getaway offers everything you need for relaxation and adventure. Whether you’re looking to unwind by the pool, paddle through the serene waters, or enjoy lively local entertainment, Seaside Retreat has it all. Book your stay today and make unforgettable memories by the water!!

Popular amenities for Hernando Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting inground pool is surrounded by a spacious patio area, featuring sun loungers and a shaded outdoor bar. The water's surface reflects the clear blue sky, while a serene water view is visible beyond the pool, creating a relaxing atmosphere.

4.87 out of 5 average rating, 15 reviews

Paradise Point

4.86 out of 5 average rating, 14 reviews

A heated saltwater pool is framed by a spacious patio, featuring several lounge chairs. A pink flamingo float adds a playful touch to the water. The view includes surrounding palm trees and a serene waterway, enhancing the outdoor relaxation space.

Home in New Port Richey

Waterfront Oasis

4.97 out of 5 average rating, 31 reviews

Luxury getaway, Heated Pool, Weeki Wachee

4.73 out of 5 average rating, 11 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

Weeki Wachi House | Pvt Pool, Great Location

Home in Gulf Island Beach and Tennis Club

A modern kitchen is showcased with gray cabinetry and sleek marble countertops. An island with a matching countertop provides additional workspace. Recessed lighting brightens the area, while large windows offer an outside view. The adjacent room remains partially visible in the background.

5 out of 5 average rating, 14 reviews

marinita Sweet Home, Beach

4.96 out of 5 average rating, 371 reviews

A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.

Home in Tarpon Springs

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

A screened-in pool area features a refreshing blue pool surrounded by lounging chairs. A cozy seating arrangement is positioned nearby, complemented by vibrant cushions. Sunlight filters through the mesh ceiling, highlighting the smooth patio surface and the surrounding lush greenery.

4.95 out of 5 average rating, 22 reviews

Misol Oasis Home!

4.98 out of 5 average rating, 48 reviews

A spacious living area features high ceilings and natural light, with a comfortable seating arrangement that includes a gray sectional and armchairs. A modern coffee table sits at the center, complemented by a decorative lamp and plants. The area seamlessly connects to a dining space with a large table.

Home in Wesley Chapel

Designers Villa @ Saddlebrook

Apartment rentals with a pool

Apartment in Tarpon Springs

A tranquil outdoor scene showcases lush greenery and a calm lake reflecting the surrounding trees. The image captures a glimpse of the condo building on the right, framed by manicured hedges and the golf course in the background.

4.98 out of 5 average rating, 55 reviews

Beautiful 3 Bedroom Condo w/ all the amenities!

4.93 out of 5 average rating, 29 reviews

A screened-in balcony area is visible, showcasing views of a large pond surrounded by lush greenery. Bright blue skies and scattered clouds reflect a serene atmosphere. Two striped chairs are positioned for relaxation, set against the tiled floor surrounded by wooden railings.

Apartment in Oldsmar

Guest Favorite Waterview- 2 bed/2 bath apt w/pool

4.79 out of 5 average rating, 115 reviews

A living area features a large wall-mounted TV above a modern floating shelf. Comfortable seating is arranged on a patterned rug, while a dining area with a wooden table and chairs is visible in the background. Light wood flooring enhances the room's spacious feel.

Apartment in New Tampa

Cozy 2BR/2BA Retreat. Ideal for Families & Friends

Apartment in Paradise Lakes

A modern guest room is shown, featuring a spacious bed with neatly arranged bedding. A cozy seating area with a chair and ottoman complements a small desk. A television is mounted on the wall, and sliding glass doors offer views of the outdoor area.

5 out of 5 average rating, 22 reviews

Vacation Nude! N5 Studio @ Paradise Lakes

4.95 out of 5 average rating, 55 reviews

Cozy Gulf Island Resort Condo #603 in Hudson

A boat glides across calm waters during sunset, with two individuals visible. The horizon is adorned with a vibrant orange and yellow sky, reflecting softly on the water's surface. Distant markers dot the serene seascape, enhancing the tranquil atmosphere of the moment.

4.73 out of 5 average rating, 141 reviews

GORGEOUS SUNSETS Starting at $69 night

An aerial view captures the expansive community, featuring multiple buildings surrounding swimming pools with a scenic waterway in the background. Lush greenery and landscaped areas enhance the tranquility of the space, while distant homes create a picturesque neighborhood setting.

4.86 out of 5 average rating, 21 reviews

Tropical Resort

4.81 out of 5 average rating, 123 reviews

A living room features a comfortable sectional sofa positioned beside a glass coffee table. Natural light enters through large windows, illuminating a cozy reading area with a rocking chair. The walls display a colorful piece of artwork, and a ceiling fan enhances the airy atmosphere.

Apartment in New Tampa

Beautiful and spacious condo centrally located

Other holiday rentals with a pool

4.95 out of 5 average rating, 74 reviews

A spacious outdoor deck features comfortable seating paired with a BBQ grill, overlooking serene water views. A cozy plunge pool is visible in the yard, accompanied by lounge chairs for relaxation. An elegant bathroom offers a large rock bathtub, complemented by natural light from nearby windows.

Home in Hudson

FISH HAVEN-Gulf Home w/ Elev, Pool, Boat Ramp,Dock

4.88 out of 5 average rating, 88 reviews

A spacious living area features a modern entertainment unit with a large flat-screen television. Comfortable gray sofas face a sleek coffee table. Natural light fills the room from the large sliding glass doors, which provide a view of the pool and greenery outside.

Bungalow in Hudson

Luxury Villa

The image captures a serene waterfront scene at sunset, with vibrant pink and orange hues reflecting off the water. A tranquil pool is framed by stone pavers, with palm trees visible in the foreground, creating a calm atmosphere for relaxation.

4.8 out of 5 average rating, 5 reviews

Salt water paradise with a pool

5 out of 5 average rating, 9 reviews

An open concept living area features a modern kitchen with blue cabinetry and a large island. A cozy seating arrangement includes a light grey sofa and a decorative rug beneath. Natural light illuminates the space, with a large TV mounted on a blue accent wall.

Home in Hudson

Waterfront 2/2 with a POOL and direct Gulf access

4.84 out of 5 average rating, 77 reviews

A spacious, screened-in outdoor pool area is highlighted by a custom slide and a waterfall feature. Comfortable lounge chairs surround the pool, and a built-in hot tub is nearby. Lush greenery and a fenced yard create a serene environment.

Home in Brooksville

The Oasis at Seven Oaks

Home in Sea Ranch on the Gulf

A heated pool is surrounded by a spacious deck with multiple lounging areas. Glass panels create a protective enclosure, allowing sunlight to brighten the space. Pool stairs provide easy access to the water, while nearby seating arrangements invite relaxation and enjoyment.

4.95 out of 5 average rating, 37 reviews

Sunset in paradise @Hudson beach with pool

A dock with a spacious pontoon boat is seen, reflecting on the calm waters. Kayaks are lined up along the side, providing options for water activities. Nearby, houses can be observed on the waterfront, contributing to the scenic view.

4.85 out of 5 average rating, 20 reviews

Eagle Nest Retreat

A screened-in pool area is highlighted, featuring a tranquil swimming pool reflecting soft evening lights. The space includes comfortable outdoor seating and a dining table, with a propane grill visible nearby. The backdrop showcases a warm sunset sky, enhancing the relaxation environment.