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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Guest favourite
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.
Home in Kissimmee
4.96 out of 5 average rating, 335 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

Top Guest favourite
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
4.97 out of 5 average rating, 180 reviews

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

Guest favourite
The exterior of a single-story home is depicted, featuring a neatly landscaped front yard with green grass and decorative plants. A driveway accommodates a vehicle, while a garage door is visibly closed. The entrance is framed by a small porch and an arching window above the door.
Home in Orlando
4.81 out of 5 average rating, 150 reviews

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney

The private home is in the Wellington sub-division in Southchase, Orlando, close to the intersection of SR417 (Greeneway)/Orange Blossom Trail and the Florida Turnpike. It is therefore only minutes to the Walt Disney World, Universal Studios and Sea World theme parks plus some of the world’s best golf courses. There are supermarkets and dining (both formal and informal) nearby. We have a Super Target and a Costco within 2 mile radius. Everything you could possibly need really is close at hand.

Top Guest favourite
Condo in Orlando
4.87 out of 5 average rating, 139 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.

Guest favourite
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.
Home in Kissimmee
4.85 out of 5 average rating, 136 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

Guest favourite
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 Kissimmee
4.96 out of 5 average rating, 122 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.

Guest favourite
Townhouse in Orlando
4.78 out of 5 average rating, 248 reviews

12min from Airport and 20min from Parks

🏡 Location, Location, Location! 🏡 All pictures updated as of March 2026 Nestled in a safe and vibrant neighborhood, this townhome is just a few 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.

Top Guest favourite
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.
Home in Kissimmee
4.95 out of 5 average rating, 111 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.

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
4.96 out of 5 average rating, 113 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 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.
Home in Kissimmee
4.91 out of 5 average rating, 247 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.

Top Guest favourite
Villa in Davenport
4.99 out of 5 average rating, 107 reviews

Amazing Villa near DisneyWorld FREE heated-pool

Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay

Superhost
A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A wooden coffee table sits at the center, complementing the light wood flooring. Natural light streams through a large window, and a flat screen television is mounted on the wall opposite the seating.
Condo in Orlando
4.78 out of 5 average rating, 147 reviews

Apt in heart of Orlando

Newly renovated and stylish 2 bed/2 bath apartment. This apartment has been recently renovated and decorated with beautiful new furniture. Located in a gated community along with a pool. This apartment includes a fully equipped kitchen, living room with a flat screen and a screened porch. This location is in the heart of Orlando and only minutes away from major highways and major attractions.

Popular amenities for Meadow Woods rentals with a pool

When is the best time to visit Meadow Woods?

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Avg. price$149 NZD$144 NZD$156 NZD$117 NZD$118 NZD$140 NZD$140 NZD$125 NZD$144 NZD$144 NZD$152 NZD$166 NZD
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Quick stats about holiday rentals with a pool in Meadow Woods

  • Total holiday rentals

    Explore 100 holiday rentals in Meadow Woods

  • Nightly prices starting at

    Meadow Woods holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Meadow Woods holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Meadow Woods rentals

  • 4.7 Average rating

    Meadow Woods stays receive an average rating of 4.7 out of 5 from guests