Vacation rentals with a pool in Spring Hill

4.94 out of 5 average rating, 116 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.

Apartment 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

4.99 out of 5 average rating, 256 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, 131 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.

4.91 out of 5 average rating, 106 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.

Guesthouse in Spring Hill

A screened-in pool area is highlighted by a clear blue sky and scattered clouds. The pool, partially covered, is surrounded by light-colored pool decking. Lush greenery and palm fronds frame the scene, providing a relaxing outdoor space.

5 out of 5 average rating, 173 reviews

J&M Homestead

Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

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.

4.94 out of 5 average rating, 123 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.

4.94 out of 5 average rating, 213 reviews

An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.

Guesthouse in Dade City

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own 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.

4.98 out of 5 average rating, 121 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 Spring Hill rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 44 reviews

A spacious heated pool area is surrounded by a screened enclosure, featuring clear blue water under bright sunlight. A view of the waterfront is visible beyond the pool, with palm trees and homes reflected in the water. Potted plants add a touch of greenery.

Home in Hudson

Beautiful sunsets, waterfront 2/2 pool home

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.

4.87 out of 5 average rating, 31 reviews

Hernando Beach Pool & Relaxation Home

A single-story home is showcased amidst lush green grass and landscaping. A paved pathway leads to the entrance, framed by palm trees and decorative stones. The front porch is adorned with a red bench, and a garage is visible on the right.

4.94 out of 5 average rating, 122 reviews

3BR Roman Oasis: Caesar's Place + Heated Pool

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

4.84 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

4.91 out of 5 average rating, 22 reviews

A screened-in lanai offers a comfortable seating area with a wicker couch and coffee table overlooking a swimming pool. The space is adorned with potted plants and hanging light fixtures. A dog sits by the couch. The backdrop features a private yard, enhancing the outdoor atmosphere.

Home in Forest Hills

Heated Pool, Hot Tub & Sand Volleyball

4.74 out of 5 average rating, 47 reviews

A screened-in pool area features a curvilinear pool surrounded by a concrete deck. Five lounge chairs are positioned nearby, offering space for relaxation. Natural light reflects off the water's surface, and a pink inflatable float rests within the pool.

Home in Port Richey

Sunny Escape: Vibrant Pool Home

Condo rentals with a pool

Condo in Clearwater Beach

A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.

4.99 out of 5 average rating, 164 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

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.

Condo in New Tampa

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

4.95 out of 5 average rating, 55 reviews

Cozy Gulf Island Resort Condo #603 in Hudson

Condo in Clearwater Beach

A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.

4.93 out of 5 average rating, 152 reviews

Beachfront Condo with Centerline Sunsets

Condo in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 397 reviews

Amazing views on beachfront

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, 22 reviews

Tropical Resort

4.81 out of 5 average rating, 124 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.

Condo in New Tampa

Beautiful and spacious condo centrally located

Other vacation rentals with a pool

4.96 out of 5 average rating, 78 reviews

Lux Pool House in Spring Hill Close to Everything

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.

4.93 out of 5 average rating, 69 reviews

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

4.93 out of 5 average rating, 27 reviews

Charming retreat in Spring Hill, near Weeki Wachee

4.95 out of 5 average rating, 94 reviews

A comfortable living area features two blue armchairs and a spacious gray sofa adorned with striped cushions. A glass coffee table is situated on a textured area rug. A 43-inch Smart TV rests on a light blue console, while artwork decorates the walls.

Townhouse in Tampa

Colorful, Comfy Townhome - Community Swimming Pool

4.95 out of 5 average rating, 62 reviews

A private swimming pool is enclosed within a screened patio, featuring a ladder for easy access. A vibrant green float rests on the water's surface, accompanied by a pool maintenance tool. Lush greenery is visible alongside the pool area, enhancing the serene environment.

Villa in Spring Hill

Charming 3 Bedroom Villa with heated pool

A spacious outdoor area features a large pool surrounded by a wood deck, set within a fenced yard. The landscape includes soft white rocks and manicured trees, offering a relaxing environment. Black seating around a circular fire pit provides an inviting space for gatherings.

4.94 out of 5 average rating, 79 reviews

Adv. Coast: 3/3 Heated Pool, Near Springs, Beach

5 out of 5 average rating, 37 reviews

A well-maintained exterior view of a single-story home is featured, set against a clear blue sky. Lush green lawns and a flowering bush add color to the landscape. The front entrance is framed by palm trees, while a two-car garage is visible on the right side.

Home in Tampa

Traditional Home in Tampa