Vacation rentals with a pool in Kissimmee

A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.

4.93 out of 5 average rating, 207 reviews

3171-206 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

A shaded lounging area features comfortable seating and a glass-top table, set with refreshments. In the background, a large pool glistens under the sun, surrounded by palm trees and various seating options, including cabanas and sun loungers.

4.84 out of 5 average rating, 214 reviews

Orlando Disney ºoº 3BD in Resort | Kissimmee

Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

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.

4.87 out of 5 average rating, 263 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

A private pool area features a crystal clear pool with a built-in spa, surrounded by a screened enclosure. A spacious patio is equipped with lounge chairs, a dining set, and a barbecue grill, offering a relaxed outdoor environment.

4.95 out of 5 average rating, 136 reviews

Vacation Home 3 bedroom/2 full bath/private pool

Bring the whole family to this great place with lots of room for fun. This house is perfect for you, your family, and friends! Spacious 3 bedrooms and 2 full baths that can accommodate up to 9 people. The house is fully air conditioned and has a pool. Indoor entertainment such as board games, ping pong table and TV cable. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

4.94 out of 5 average rating, 160 reviews

A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.

Apartment in Kissimmee

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

BRAND NEW UNIT! This magnificently clean and luxurious 2 bedroom and 2 bathroom condo is located in the prestigious Story Lake Resort. The master BR has a king size bed and the second BR has a double/full and a twin bed with new comfy mattresses. Storey Lake Resort is the closest community from Disney, Disney Springs, Malls and Walmart. The clubhouse has great amenities including water slides, a lazy river, hot tubs, a tiki bar, putt putt, a beach volleyball court, gym, restaurants and more!

The image features a vibrant community pool area surrounded by lush palm trees and colorful lounge chairs. A well-furnished patio set with dining ware is prominently displayed, while an inviting living space is shown, complete with a comfortable sofa. An arcade room filled with classic games is also highlighted.

4.95 out of 5 average rating, 156 reviews

Disney Home! Heated Pool/Spa•Arcade•Gated Comm•4BR

This gorgeous private heated pool/Spa home in a gated community is perfect for families, and groups. Located close to major theme parks. Only a short drive from Disney, Universal and the all new Epic Universe! Relax in your own private heated pool & hot tub or enjoy the heated clubhouse pool complete with a water slide, kids splash pad and personal workout center, all within walking distance. Make memories in your private arcade room with a ping pong table, air hockey table and arcade games.

4.95 out of 5 average rating, 173 reviews

A modern digital door lock is mounted on a light-colored door, featuring a keypad for secure access. A blurred plant with lush green leaves is visible in the background, adding a touch of nature to the entryway.

Guest suite in Kissimmee

It's too much like a elegant mini-hotel (5)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless guests from South America, including Brazil and Argentina. You will always be welcome here!

4.87 out of 5 average rating, 371 reviews

Be Our Guest !

Whether you’re seeking a romantic getaway or a family vacation time, our house offers you the perfect blend of comfort, style, and fun. Book with us today and enjoy your stay. Centrally located, just a short drive from theme parks and attractions, only 4 miles from Disney Explore the local restaurants, where you can savor the flavors of multicultural food. Nearby shopping centers and malls, Wal-Mart, Publix, Aldi supermarkets. Dollar Tree convenience store across the street.

4.99 out of 5 average rating, 138 reviews

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

Apartment in Kissimmee

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

4.99 out of 5 average rating, 125 reviews

An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.

Townhouse in Davenport

3bd/2.5b Close to Disney °Luxury Paradise Living

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.

4.9 out of 5 average rating, 184 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

A private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.

4.95 out of 5 average rating, 226 reviews

2 BR Harmony House at Regal Oaks Resort

Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

Popular amenities for Kissimmee rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A vibrant game room features graffiti-inspired walls adorned with colorful designs. An air hockey table and foosball table are positioned centrally, surrounded by comfortable gaming chairs. An arcade game stands in one corner, while a large screen is mounted on the opposite wall, enhancing the entertaining atmosphere.

4.75 out of 5 average rating, 163 reviews

Stunning Villa w/ Updated Decor and Gameroom

4.97 out of 5 average rating, 107 reviews

5Bd/ 5 Ba Sleeps 12! Storey Lake (4729 SH)

The spacious living area features a light-filled environment with comfortable seating arrangements, including a sofa and armchair. A coffee table sits in the center, accompanied by a decorative bowl of sunflowers. A large television is positioned against a wall, complemented by neutral-toned decor.

4.9 out of 5 average rating, 107 reviews

4BD 2BA Kissimmee Pool House near Disney

The outdoor pool area features a heated pool and a jetted spa, surrounded by a screened-in patio. Two chaise lounge chairs are positioned nearby for relaxation, while a dining table offers additional seating. Natural light filters through the overhead structure, enhancing the inviting space.

4.94 out of 5 average rating, 129 reviews

Blue Door Escape - Private Pool - Close to Disney

An enclosed in-ground swimming pool is featured, surrounded by a screened lanai. Various lounge chairs and umbrellas provide seating options. The pool is clear and inviting, with a decking area that offers space for relaxation.

4.92 out of 5 average rating, 159 reviews

Disney New Neighbor

A sunny pool deck features a private pool surrounded by a screened enclosure. Four chaise lounge chairs are positioned near the pool, alongside a covered area with a table and chairs for outdoor dining.

4.96 out of 5 average rating, 162 reviews

Large House | Near Disney | Private Pool | 6 beds

An outdoor area with a screened enclosure showcases a private pool surrounded by a well-maintained yard. Lounge chairs are positioned near the water, and pathway stones lead to the pool, illuminated by soft lights above. The evening sky adds a serene backdrop.

4.97 out of 5 average rating, 123 reviews

Kissimmee/20 min to Disney/Private Heated Pool

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

4.85 out of 5 average rating, 216 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

Condo rentals with a pool

A spacious living area is designed with light grey sofas and a glass coffee table, surrounded by greenery. Large windows with wooden blinds allow natural light to fill the room, while a ceiling fan enhances airflow. Soft, neutral tones create a relaxing atmosphere.

4.88 out of 5 average rating, 163 reviews

Near Disney/Universal Lovely 2bedroom/2bath Condo

4.98 out of 5 average rating, 133 reviews

Condo in Orlando

Private Rooftop Suite! No resort fees!

A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.

4.93 out of 5 average rating, 122 reviews

Modern, spacious, and relaxing!

4.95 out of 5 average rating, 123 reviews

A bright living area features a cozy gray sofa paired with two stylish yellow chairs. A wooden coffee table sits atop a textured area rug, while large glass doors lead to a balcony that offers views of Lake Bryan.

Condo in Orlando

Modern Lake view Condo 1 mile from Disney

A modern living area features a cozy sofa facing a mounted TV, displaying a serene landscape. Behind the sofa, an electric fireplace adds ambiance. The open layout connects to a well-equipped kitchen, enhancing a sense of space within the inviting atmosphere. Accessibility to dining areas is evident.

4.91 out of 5 average rating, 164 reviews

Chic Disney Resort Condo • Pool Access Near Parks

An open living space is presented, featuring a gray sofa and a patterned chair. A small television is placed on a stand. A kitchen area is visible, showcasing modern appliances. Light enters through large windows, illuminating the area and enhancing the plush area rug.

4.79 out of 5 average rating, 247 reviews

**LOCATION**Clean/sanitized 1BR apt next to Disney

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

4.87 out of 5 average rating, 210 reviews

Westgate Vacation Villas - 1 Bedroom

4.88 out of 5 average rating, 177 reviews

The living area features a spacious gray sectional sofa and a wooden coffee table atop a round, textured rug. A large TV is mounted on a media console, and natural light flows through the floor-to-ceiling sliding doors leading to a balcony with lake views.

Condo in Orlando

[Lake View, Modern Decor, 1 Mile to Disney!]

Other vacation rentals with a pool

A modern townhome complex sits amidst lush greenery, featuring a well-maintained lawn and trees. The buildings exhibit a sleek design with neutral-colored exterior walls and bold geometric accents. Each unit has a small porch area with seating options, enhancing the inviting atmosphere of the community.

4.99 out of 5 average rating, 74 reviews

Rare-find! Immaculate 5-Star home 10 mi to Disney!

A single-story home is presented with a light tan exterior and a welcoming front yard. Lush greenery surrounds the property, featuring neatly trimmed shrubs and palm trees. A paved driveway leads to a two-car garage with solar panels on the roof, providing an energy-efficient touch.

5 out of 5 average rating, 57 reviews

Family Vacay with Pool near WDW!

A private screened-in pool is surrounded by a clear enclosure, offering unobstructed views of a serene lake and lush greenery. Sunlight reflects off the water, enhancing the tranquil atmosphere. Comfortable lounge chairs are positioned nearby for relaxation.

4.95 out of 5 average rating, 56 reviews

Serene 4BR Pool Home Near Disney

5 out of 5 average rating, 26 reviews

Townhouse in Davenport

Amazing 3 bedroom getaway

An open-concept living area features a large sectional sofa in soft gray, arranged around a circular coffee table. A contemporary fireplace is integrated into the wall, providing a focal point. Glass doors lead to the outdoor pool area, enhancing natural light throughout the space.

5 out of 5 average rating, 58 reviews

Luxury Home w/ Pool & 6 Beds near Disney

A spacious living area showcases large windows that invite natural light, complemented by comfortable seating. A private pool is visible outdoors, surrounded by a screened enclosure. The bedroom features a king bed and calming decor, while another area displays two twin beds in bright, inviting colors.

5 out of 5 average rating, 36 reviews

Fun in Paradise: Pool Villa near Attractions!

4.79 out of 5 average rating, 29 reviews

A stunning water park showcases multiple pools and attractions surrounded by palm trees. The lazy river winds through the landscape, while vibrant water slides stand ready for enjoyment. Ample lounging space is offered for relaxation, highlighting the inviting atmosphere of this recreational area.

Condo in Davenport

Stunning 3BR Condo Near Disney