Holiday rentals with a pool in Meadow Woods

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Meadow Woods

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
The villa features a distinct architectural style with a terracotta roof and a landscaped front yard. Lush palm trees are positioned around the entrance, while a spacious driveway leads to a three-car garage, all set against a tranquil evening sky.
Villa in Kissimmee
5 out of 5 average rating, 118 reviews

Villa Sol Peaceful private Pool/Hot tub Home

Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with a cabinet full of games, or play a game of basketball, pickleball, or tennis right outside our pool. Fun on the playground or enjoy the clubhouse gym. All of your needs for the beach trips or the ball games. All of your baby's needs are covered as well. Ask about Stroller and cart rentals. We have it all

Top Guest favourite
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.
Home in Kissimmee
4.87 out of 5 average rating, 253 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.

Top Guest favourite
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
4.95 out of 5 average rating, 428 reviews

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

Guest favourite
Condo in Orlando
4.85 out of 5 average rating, 121 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.

Top Guest favourite
A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.
Home in Kissimmee
4.97 out of 5 average rating, 113 reviews

Modern House with Private Pool Getaway Kissimmee

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

Top Guest favourite
A spacious living area features a light blue color scheme with tiled flooring. The room contains various seating options, including patterned cushions and a large wall art piece. A staircase leads to the upper level, while a dining area is visible in the background.
Townhouse in Orlando
4.79 out of 5 average rating, 227 reviews

12min from Airport and 20min from Parks

🏡 Location, Location, Location! 🏡 All pictures updates as of Mar 2025 Nestled in a safe and vibrant neighborhood, this townhome is just minutes away from top attractions, shopping centers, dining hotspots, and major highways. Whether you’re here for work or leisure, you’ll be close to everything! We pride ourselves on prompt response times and we’re dedicated to making your stay as enjoyable as possible! Unfortunately, we can’t allow parties, smoking, or pets on the premises.

Superhost
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.
Home in Orlando
4.82 out of 5 average rating, 196 reviews

Contemporary home | with pool near Universal

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!

Top Guest favourite
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 in Kissimmee
4.95 out of 5 average rating, 104 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.

Guest favourite
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
4.93 out of 5 average rating, 417 reviews

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 Bungalow, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other.

Top Guest favourite
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
4.91 out of 5 average rating, 119 reviews

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

Top Guest favourite
A serene pool area features a vibrant red pool float resting in the clear water, surrounded by lush greenery. Comfortable outdoor seating is arranged near the pool, with large umbrellas providing shade. The backdrop showcases a charming pool house with multiple glass doors, inviting natural light.
Guesthouse in Lake Eola Heights
5 out of 5 average rating, 261 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Superhost
A modern living space is presented with a futon sofa and a stylish blue accent chair. A round glass coffee table sits on a soft area rug, enhancing the open layout. Natural light filters through the windows, complemented by dark curtains.
Apartment in Kissimmee
4.83 out of 5 average rating, 158 reviews

Spacious Apartment near Disney

Welcome to our cozy and inviting apartment in the heart of The Loop, Kissimmee! Ideally located for both convenience and comfort, this charming space is perfect for couples, solo travelers, business professionals, and those looking for extended stays. Whether you're here for a magical Disney vacation, a work trip, or a romantic escape, our apartment offers the perfect home away from home for all your adventures.

Popular amenities for Meadow Woods rentals with a pool

Quick stats about holiday rentals with a pool in Meadow Woods

  • Total rentals

    110 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace