Vacation rentals with a pool in St. Cloud

4.9 out of 5 average rating, 129 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

This luxury 4 bedroom home with a private pool and waterview is located in the gated golf community of Remington, within 20 mins of all Disney Parks, Universal Studios and the Orlando Airport Perfect for 1 or 2 families with 2 master bedrooms with ensuites bathrooms and 2 additional bedrooms with 2 twin beds each and a shared bathroom. Each bedroom has a flat TV as well as a 55 " flat screen in the living area. Fully equipped kitchen, plus washer and dryer We welcome you to enjoy our villa!

FamilyValueGetting around

4.97 out of 5 average rating, 187 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

FamilyLocationDecor

4.99 out of 5 average rating, 151 reviews

10 Min to Disney | Heated Pool, Games, King Bed

🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

FamilyValueSleep quality

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, 154 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

LocationValueQuiet

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.

4.94 out of 5 average rating, 109 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

LocationFamilyComfort

Superhost

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.

Home in Buenaventura Lakes

4.9 out of 5 average rating, 163 reviews

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

LocationFamilyHospitality

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, 166 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!

ValueLocationCheckout

4.82 out of 5 average rating, 182 reviews

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.

Townhouse in Kissimmee

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!

FamilyValueQuiet

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.

4.96 out of 5 average rating, 114 reviews

Modern Villa with Saltwater Pool & Themed Rooms

Find your bliss in our Kissimmee haven, where the modern villa boasts saltwater pool, airy living spaces, and enchanting themed rooms that promise magical dreams. The master suite caters to comfort with direct pool access and a luxurious ensuite bathroom, ensuring a private sanctuary for relaxation. The villa is complemented by access to a well-equipped gym and a communal pool. Perfectly situated, our home is a gateway to exploring the best of Orlando, from theme parks to the shores.

LocationFamilyKitchen

4.96 out of 5 average rating, 103 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.

ValueFamilyLayout

4.92 out of 5 average rating, 174 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.

LocationFamilyOutdoor spaces