Vacation rentals with a pool in St. Cloud

4.97 out of 5 average rating, 190 reviews

The exterior of the barn showcases a rustic wooden facade beneath a metal roof. A porch with seating options invites relaxation, while the neatly maintained yard features green grass and landscaping. A driveway leads to a side garage, enhancing the property's charm and accessibility.

Barn in St. Cloud

Rustic Barn Retreat

Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

A screened-in patio features a heated pool surrounded by concrete flooring. Colorful inflatables are present in the water, with a rainbow umbrella positioned nearby. Lush greenery and residential buildings are visible in the background under a clear blue sky.

4.86 out of 5 average rating, 160 reviews

New Listing! Casita Bonita Pool House

Bring the whole family to this great place with lots of room for fun. Beautiful house in Kissimmee. Perfect home to relax and enjoy quality time with the family. Airport (Orlando International): 15 - 20 Minutes Lake Nona 10-12 Min Taking a cruise? 🚢 Port Cañaveral 45min Disney Springs: 25 - 30 Min Disney's Magic Kingdom & Disney's parks:35-45Min Florida Mall: 20 - 25 Min Islands of Adventure: 25 - 30 Min Premium Outlets (Vineland Ave): 20 - 25 Min Universal Studios & Volcano Bay 25 - 30 Min

A private patio area is presented, featuring a refreshing turquoise rug adorned with floral patterns. Two wicker chairs, accompanied by a small table and a potted plant, offer a cozy seating arrangement beside a sparkling pool, enclosed by a protective mesh screen.

4.93 out of 5 average rating, 116 reviews

Paradise Suite With Private Pool

Relax with the whole family at this peaceful place to stay. The spacious living area features windows that flood the space with natural light, while the kitchen is equipped with stainless steel appliances and granite countertops. The master bedroom offers a peaceful oasis with a spa-like master bath and walk-in closet. Property is located in a gated Golf community with a 3 mile walking trail that offers beautiful lake views. close to major intersections and shopping mall less than 2 miles

A single-story home is showcased with a light gray exterior and a dark garage door. Lush green grass surrounds the front, complemented by palm trees and shrubs. The driveway leads to the entrance, under a clear blue sky with a few clouds.

4.9 out of 5 average rating, 174 reviews

Peaceful Waterfront Retreat, Close to Everything!

Beautiful 4br peaceful lakefront home in safe, quiet community. Close to major shopping and restaurants! Just a short drive to the Turnpike and 417 highway, close to Disney, Seaworld, Medical City, Lake Nona and the VA Hospital. Comfortable space with smart TVs and central AC. Fully equipped kitchen. Split floor plan perfect for families and friends. The master bedroom faces the rear of the home, large windows allowing natural light to enter the home all while enjoying your waterview!

The exterior of a two-story townhome showcases a light gray facade with white trim and blue shutters. A stone accent is present near the garage, which provides space for parking. Lush greenery and well-maintained landscaping are visible in the front yard.

4.82 out of 5 average rating, 182 reviews

Modern 3-BR Luxury Townhome – Perfect for Families

Welcome to your home away from home! This beautifully renovated, professionally decorated 3-bedroom, 2.5-bath townhome is designed for comfort and style, offering a spacious retreat for up to 6 guests (or 8 with the use of an air mattress). Featuring a modern open-concept kitchen, living, and dining area, high-speed internet, and thoughtful amenities, this professionally decorated space offers the perfect blend of comfort and convenience. Book your stay today and feel right at home!

4.96 out of 5 average rating, 104 reviews

A refreshing private pool is enclosed within a screened patio, featuring colorful inflatable floats. Sunlight reflects off the water, highlighting the inviting blue hues. Surrounding chairs provide seating for relaxation, and a serene backyard landscape is visible in the background.

Home in St. Cloud

Private Pool | King Suite | 25 Min to Theme Parks

Leave your worries behind and relax in this peaceful, private pool home tucked away in a quiet neighborhood. Perfectly located just 25 miles from Walt Disney World, 13 miles from Gatorland, 20 miles from SeaWorld’s Discovery Cove, and 19 miles from Orlando International Airport — with plenty more nearby! Step outside and take a short walk to a charming man-made beach and marina. Enjoy the tranquility of a walkable neighborhood and the comfort of a beautiful home made just for you.

4.91 out of 5 average rating, 283 reviews

Cozy House with Pool. Kissimmee/Orlando

Welcome to Your Kissimmee Getaway! 🏠 Enjoy a relaxing stay in beautiful Kissimmee, conveniently located near Orlando’s world-famous theme parks, restaurants, shopping, and entertainment -Pet friendly home🐾( pet fees may apply) Please make sure to include your pet(s) when making your reservation so any applicable fees can be reflected in your booking. -No parties or events of any kind -No smoking inside the property Please respect the home, neighbors, and community during the stay

The outdoor pool area features a spacious turquoise pool, surrounded by a screened enclosure for comfort. Lounge chairs with bright cushions are positioned nearby, while a basketball hoop stands at one end of the pool, offering fun recreational options.

4.91 out of 5 average rating, 278 reviews

Stunning 6BR Lakeview at Storey Lake Disney - 2929

Modern luxury home with lake view, recently built, best location in town, at world-known Storey Lake Resort. Almost 4,000sf of a/c area, featuring 6 bedrooms, 6 full baths, game room, private pool, and spa. 3 Minutes away from Super Target, Publix Supermarket and Walmart 15 Minutes away from Disney Parks 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Dr attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

4.92 out of 5 average rating, 176 reviews

An open dining area is highlighted, featuring a modern glass table set with place settings. Black leather chairs are arranged around the table. The adjacent kitchen includes light cabinetry and a spacious island, with natural light flowing through large windows in the background.

Home in St. Cloud

Pool House in a Quiet Area, Disney Universal

Relax with the whole family at this peaceful place to stay. Fully renovated, spacious, Modern 3BD 2BA Pool home on more than 2 acres in Saint Cloud. Just moments away from the Florida turnpike and highway 192 by vehicle, easy access to theme parks, water parks, airport. Grocery stores, shopping and dining are just moments from home. Fully Secured with fence, gate lock, main door smart lock, security cameras etc. Smart TVs in all Bedrooms and Family room.

Home in Buenaventura Lakes

A screened patio area features a sparkling saltwater pool with a gentle waterfall. Comfortable loungers and dining furniture are arranged around the pool, providing ample space for relaxation. Lush plants add natural touches, while the surrounding view includes nearby homes and green lawn areas.

Home w/ Heated Pool, Near Disney & Universal

Relax in this peaceful lakeview home just 15–20 minutes from the Orlando International Airport and top attractions like Disney, Universal, and SeaWorld. Perfect for families, this fully equipped 3-bedroom home features a private heated pool, outdoor living space, full kitchen, washer/dryer, and more. Enjoy nearby shopping centers, outlet malls, and a variety of restaurants. No smoking or parties allowed—just comfort, convenience, and fun for the whole family.

4.96 out of 5 average rating, 125 reviews

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

Villa Resort Club

Welcome to Villa Resort Club! Lovely 4BR/2.5BA for 8 with a screened private pool and game room. Full kitchen, workspace, washer/dryer, parking, and Wi-Fi. Pet-friendly. Minutes from Disney. Quiet, comfy home base! Welcome to Villa Resort Club! House with 4 bedrooms/2.5 bathrooms for 8, pool with enclosure and games. Full kitchen, workspace, washer/dryer, parking, Wi-Fi. Pets OK. Minutes from Disney. Quiet and comfortable!

4.88 out of 5 average rating, 177 reviews

A spacious living area features a modern sectional sofa adorned with colorful cushions. A bright abstract artwork hangs above a sleek coffee table, complemented by two playful ottomans. Natural light fills the room, enhancing the clean and comfortable atmosphere.

4.86 out of 5 average rating, 128 reviews

Family townhome Near Disney l Pool & Parking

Enjoy an unforgettable stay in this modern, spacious and colorful townhouse, ideal for families and groups. Its excellent location in Kissimmee allows easy access to Orlando's theme parks, restaurants, supermarkets, stores, and family attractions. After a day full of adventures, you can rest in a comfortable, quiet and fully equipped environment to feel at home.

Popular amenities for St. Cloud rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.

4.88 out of 5 average rating, 281 reviews

3 bedroom Villa in Kissimmee

4.97 out of 5 average rating, 143 reviews

Lakeview Luxury Home 9BD|9BA Sleeps20/Near Disney

4.99 out of 5 average rating, 159 reviews

10 Minutes to Disney | Heated Pool, Arcade, Kings

A cozy hanging egg chair provides a relaxing spot next to the heated saltwater pool. A blue lounge chair and a shaded umbrella offer additional seating options. Lush greenery adds a refreshing touch to the outdoor area.

4.97 out of 5 average rating, 119 reviews

Modern Villa with Saltwater Pool & Themed Rooms

4.86 out of 5 average rating, 140 reviews

Mi Casita Near Disney & Universal

An inviting pool area is framed by a screened enclosure, revealing beautiful water views at sunset. Soft lighting enhances the relaxing atmosphere, with lounge seating positioned nearby for comfort. The tranquil setting is ideal for unwinding and enjoying outdoor moments by the pool.

4.97 out of 5 average rating, 358 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

A tranquil swimming pool is illuminated in blue light, surrounded by a smooth deck. Inflatable pool toys float on the water, while a sun umbrella and lounge chairs provide a place to relax. The area is enhanced by palm trees and soft night lighting.

4.85 out of 5 average rating, 162 reviews

Beautiful Vacation Home With Private Pool.

A private screened-in pool area is featured, showcasing a bright blue pool surrounded by a spacious deck. Loungers and chairs are arranged for relaxation, while lush greenery provides a natural backdrop, enhancing the sense of privacy.

4.92 out of 5 average rating, 106 reviews

Relax in Kissimmee

Condo rentals with a pool

A master bedroom features a spacious bed with a white quilted coverlet, accented by a blue tufted headboard. Two bedside tables with lamps provide soft lighting. A ceiling fan hangs above, while light-colored walls and flooring enhance the room's bright atmosphere.

4.85 out of 5 average rating, 123 reviews

Disney Retreat

A modern kitchen is highlighted with sleek white cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and stove, are visible. A dining table with white chairs is positioned in the foreground, creating a functional space for meals.

4.85 out of 5 average rating, 177 reviews

Contemporary apartment near Disney with WIFI

A clear view of a pool surrounded by lounge chairs and palm trees, reflecting the sunlight. Umbrellas provide shade, and green lawns are visible in the background. The calm water enhances the serene environment, creating a relaxing outdoor space.

4.85 out of 5 average rating, 282 reviews

Disney Dream Condo · Resort Pool · 20 Min to Parks

An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.

4.88 out of 5 average rating, 329 reviews

Marvelous apartment near Disney first floor

A cozy bedroom features a spacious bed adorned with light-colored linens, complemented by decorative pillows. The living area offers comfortable seating arranged around a flat-screen TV, while soft natural light filters through sheer curtains. The Mickey-themed room presents vibrant wall art and two plush beds with coordinating bedding.

4.89 out of 5 average rating, 172 reviews

207_ Sparkle Apartment Close to Disney Free Waterp

The living area features a plush gray tufted sofa with decorative cushions, paired with a dark coffee table and a light area rug. A dining area with a sleek table and black chairs is visible in the background, alongside a modern kitchen with white cabinetry.

4.86 out of 5 average rating, 115 reviews

Wonderful apartment close to Disney • 3bed • 2bath

4.97 out of 5 average rating, 266 reviews

Near Disney • 4BR • Perfect for Families

4.89 out of 5 average rating, 106 reviews

Luxury 3 bedroom vacation getaway near disney

Other vacation rentals with a pool

A spacious living area is featured, highlighted by a large sectional sofa and a glass coffee table at the center. Natural light fills the room through multiple windows, illuminating the neutral-colored walls and decorative accents. A dining area is visible in the background, complete with stylish seating.

4.88 out of 5 average rating, 144 reviews

Fully equipped house 5 beds, 7 people, near parks

5.0 out of 5 average rating, 141 reviews

A screened-in pool area features inviting turquoise water, complemented by a sunken hot tub. Outdoor furniture, including a dining set and lounge chairs, is arranged beneath soft, ambient lighting. A basketball hoop is positioned near the pool, with lush greenery visible beyond the enclosure.

Villa in Kissimmee

Villa Sol Peaceful Pool/Hot Tub Home

4.9 out of 5 average rating, 131 reviews

A private pool is set within a screened enclosure, overlooking tranquil waters. Lounge chairs with striped cushions are arranged near the pool, and lush greenery frames the serene view, creating a relaxing outdoor space.

Villa in Kissimmee

Beautiful Home with Pool near Golf & Disney

4.99 out of 5 average rating, 161 reviews

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

Villa in Kissimmee

Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm

The entrance of the townhouse is framed by manicured greenery, including shrubs and palm trees. A clean, concrete walkway leads to a black front door, which is complemented by a spacious porch. Bright blue skies and soft clouds provide a cheerful backdrop.

4.98 out of 5 average rating, 41 reviews

Relaxing , cozy townhouse w/ pool near Disney

4.94 out of 5 average rating, 17 reviews

Disney-themed Pool home (4BR) in Kissimmee

4.96 out of 5 average rating, 48 reviews

Fully renovated. 15Mi - Disney. 10Min - Airport.

A cozy vacation home exterior showcases a well-maintained lawn and driveway. The interior features a brightly lit game room with a ping pong table. An inviting outdoor area presents a swimming pool surrounded by lounge seating and a fire pit, perfect for relaxation.