Vacation rentals with a pool in Meadow Woods

The living room features a grey sofa adorned with decorative pillows, paired with a glass coffee table and a vibrant area rug. The open space leads to a dining area and modern kitchen, highlighted by yellow bar stools at the countertop under soft lighting.

4.86 out of 5 average rating, 333 reviews

BreathtakingView-1BR/2BA-1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

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, 258 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.

4.95 out of 5 average rating, 434 reviews

The exterior of a charming yellow cottage is presented, featuring a welcoming front porch with white railings. Two sets of stairs lead up to the entrance. Large windows illuminate the interior, while a spacious driveway and manicured lawn are visible in front.

Tiny home in Kissimmee

Sunny Tiny House Cottage near all Attractions!!

Our Tiny House in Mill Creek RV Resort is minutes away from Disney, Universal, Sea World & most area attractions. Our cozy cottage has vaulted ceilings, one bedroom, loft bedroom (40” high), full kitchen, dining table/chairs, living room, free washer/dryer, and the perfect front porch. There is a private drive and free parking. The resort is peaceful with plenty of amenities! We have four tiny house cottages - please check us out on our profile page — http://airbnb.com/users/132701751/listings

4.86 out of 5 average rating, 131 reviews

Orlando-Lake view apartment

Stylish second floor apartment overlooking a lake (community with gated entry and swimming pool). Total area: 1,013 SqFt with central AC. Two bedrooms and two bathrooms. Dedicated workspace. Screened porch overlooking natural forest, full of wild animals. Living room open to the dinning area. Natural wood look flooring. Kitchen with closet pantry and service bar. Parking area in front . Minutes to major roadways making easy access to all area attractions, and Orlando International Airport.

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, 148 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!

A shaded outdoor deck features a rectangular wooden table surrounded by four dark wicker chairs. A ceiling fan hangs above, providing airflow. The view beyond includes lush greenery and the presence of trees, creating a serene and private setting.

4.89 out of 5 average rating, 114 reviews

Kissimmee cottage *15mi to WDW*

Brand new private home in Mill Creek RV park. 1 bedroom home with queen bed and additional pull out sofa. Play yard/crib available for 5th guest. Full kitchen, washer/dryer in home. Enjoy a central location backing onto a green space with pond for peaceful privacy on the back deck. Full access to all Mill creek amenities ( pool, gym, playground, corn hole, pickle ball, putting green) 2 smart TV’s in unit 1 mile to Walmart 15 mile to Disney World & Universal 13 mile to Orlando airport

The exterior of the house is displayed, featuring a well-maintained lawn with manicured shrubs and a palm tree. The light-colored structure is complemented by large windows, and decorative stones are arranged artistically in the landscape. A clear blue sky enhances the inviting appearance.

4.94 out of 5 average rating, 104 reviews

Your All in One Home, 17 mins from Disney World

Welcome to JeremyAnthonyHouse, a place that was created with so much love and care thinking of you. The house has everything you might need during your stay, it does not matter if it is for one night or an entire month; from bathroom amenities, free Netflix, Wifi, YouTube, in house laundry and dryer to kids' toys, security system. In addition, it has a private pool, easy access to expressways and theme parks. Very close to Disney springs and The Medieval Times Castle is a must see.

A modern living area is highlighted by a large sectional sofa adorned with colorful pillows. A round coffee table is positioned on a textured rug, while soft natural light enters through the window, accentuated by sheer curtains. A neon sign adds a touch of character to the wall.

4.82 out of 5 average rating, 206 reviews

Contemporary home with pool near MCO airport

This modern and freshly furnished home is open to you and your family or friends! Enjoy our patio area where we have a beautiful pool and open space for outside dining or just relaxing in the sun. Located near the intersection of Central Florida Pkwy and S. John Young Parkway, Orlando, FL 32837. Across from Ritz Carlton Hotel & JW Marriott Hotel. We welcome you to book your stay with us and make our private 3 bed room 2 bathroom with a pool and free parking your home!

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.

4.95 out of 5 average rating, 106 reviews

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.

4.92 out of 5 average rating, 422 reviews

A sleeping area is equipped with a spacious bed adorned with navy and white accents. Neutral wall colors complement decorative framed wall art. A bedside table and lamp are positioned beside the bed, with a welcoming pillow displayed prominently. The entry to a well-lit kitchen is visible in the background.

Cottage in Kissimmee

Bungalow cottage close to Disney Universal, for 4!

A full cottage for 4! The perfect place. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new furnishings, fresh linens, fresh paint! Privately owned. This cottage is our favorite!!! We also just updated the A/C. Check our unit. We also have three other cottages on property, the Bitty Belle, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other.

4.89 out of 5 average rating, 129 reviews

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.

Townhouse in Kissimmee

Fully equipped house 5 beds, 7 people, near parks

New house, is a family home decorated with the best furnitures, to be a great experience to spend a family time. You can park your car on the street in front of the main door. The garage is closed whit my cars inside. Beautiful common spaces, whith pool, GYM, basketball and tennis courts, Kids playgroud. Beautiful common spaces, with pool, basketball and tennis courts. Kids playground Security access gate to visitors and residents

A spacious living area features a modern sectional sofa and two blue lounge chairs. A large flat-screen television displays a fireplace design, creating a cozy focal point. Natural light fills the room through window coverings, and a potted plant adds a touch of greenery.

4.92 out of 5 average rating, 238 reviews

Cozy House with Private Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

Popular amenities for Meadow Woods rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.96 out of 5 average rating, 332 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, 153 reviews

Beautiful Vacation Home With Private Pool.

A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.

4.95 out of 5 average rating, 184 reviews

Waterfront Wizarding Near Universal's Harry Potter

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.

4.85 out of 5 average rating, 121 reviews

New Listing! Casita Bonita Pool House

A large, inviting pool glistens under the sun, surrounded by a spacious patio and palm trees. A stylish, shaded cabana is positioned nearby, offering a retreat for relaxation. The pool area is enclosed and features a clean white fence, enhancing the tranquil outdoor atmosphere.

4.88 out of 5 average rating, 233 reviews

*Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

A sparkling pool is surrounded by a paved patio, featuring several lounge chairs with blue cushions. Large umbrellas provide shade for relaxation. Lush greenery is visible in the background, enhancing the outdoor setting.

4.86 out of 5 average rating, 222 reviews

Year around Heated Pool 7 min from Airport!

4.98 out of 5 average rating, 143 reviews

Disney Retreat | BBQ, King Bed, Pool, Game Room +

A spacious pool area is enclosed by a screened gazebo, providing a view of the calm lake at sunset. The water reflects the warm colors of the sky, while tropical plants add greenery to the surroundings.

4.81 out of 5 average rating, 172 reviews

Beautiful private home with pool on the lake

Condo rentals with a pool

A spacious living room features a modern design with comfortable seating arrangements, including two dark chairs and an accent table. A large smart TV is mounted on the wall, accompanied by decorative plants. Glass doors open to a patio with a view of the outdoors.

4.95 out of 5 average rating, 131 reviews

3150-106 Resort Pool View Disney Universal Orlando

A cozy living area features a spacious gray sofa positioned in front of a large window, allowing natural light to fill the room. A decorative vase of vibrant flowers is placed on a dark dining table. A wall adorned with imagery adds character to the space.

4.82 out of 5 average rating, 466 reviews

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

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.

4.91 out of 5 average rating, 179 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.

4.92 out of 5 average rating, 131 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

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.

4.84 out of 5 average rating, 159 reviews

Contemporary apartment near Disney with WIFI

A patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.

4.83 out of 5 average rating, 144 reviews

Stunning view, near Disney.

A refreshing swimming pool features a large water slide in vibrant green and blue. Palm trees provide shade around the area. Several lounge chairs are positioned beside the pool, inviting relaxation while enjoying the sunny landscape.

4.96 out of 5 average rating, 154 reviews

Luxurious Spot 10 Mins Away to Most Attractions!!!

4.88 out of 5 average rating, 168 reviews

The open living area features a round dining table with four chairs, a wall-mounted TV, and a comfortable sofa. Natural light enters through sliding glass doors leading to a scenic outdoor view. A rustic wood accent wall adds texture to the space.

Condo in Four Corners

"Ocean's Gate" - 2BD/2BA condo near Disney

Other vacation rentals with a pool

The exterior showcases a modern single-story house with a well-manicured lawn. Large arched windows and a neat driveway enhance the inviting appearance. The backyard features a private, screened-in pool area, along with relaxing patio furniture for outdoor enjoyment.

4.87 out of 5 average rating, 69 reviews

Modern Oasis with Free heated Pool near Parks+MCO

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.

4.88 out of 5 average rating, 91 reviews

Villa Resort Club

5 out of 5 average rating, 3 reviews

Pool Home Getaway Near Airport

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, 53 reviews

Luxury Home w/ Pool & 6 Beds near Disney

4.96 out of 5 average rating, 23 reviews

A modern kitchen features dark cabinetry with gold accents. An island offers two bar stools, while a farmhouse sink and stainless steel appliances are prominently displayed. Warm lighting highlights the white backsplash and countertop, contrasting with the wood-tone flooring.

Guesthouse in Orlando

Boutique Suite in Orlando

5 out of 5 average rating, 4 reviews

3 Bed TownH Kissimmee: Villa Sol Cozy 5 Mi to MCO

4.94 out of 5 average rating, 33 reviews

A single-story house is depicted with a light-colored exterior and a welcoming front porch. Steps lead up to the entrance, framed by a landscaped yard featuring green grass and small trees. The surrounding area includes similar homes, contributing to a sense of community.

Tiny home in Kissimmee

Get Away Tiny Home @ Disney!