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Holiday rentals with a pool in Meadow Woods

Find and book unique homes with a pool on Airbnb

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 $42 AUD 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

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
A cheerful arrangement of images showcases various areas of the Tropical Oasis Retreat. The spacious bedrooms feature bright walls, comfortable beds, and cheerful decor. The inviting living room includes a plush sectional couch, while the outdoor pool area, bathed in sunlight, highlights the relaxing poolside ambiance.
Home in Kissimmee
4.89 out of 5 average rating, 108 reviews

Cozy Tropical Getaway w/ FREE Heated Pool!

Escape to your own private paradise in this enchanting 3 bedroom 2 bath house, where relaxation and family bonding take center stage. Nestled amidst lush greenery, swaying palm trees, and the soothing sounds of nature, the "Tropical Oasis Retreat" is the perfect haven for those seeking a serene and family-friendly getaway. Whether you're on vacation, business or home schooling, the Tropical Oasis Retreat is the place for you! This home is pet and smoke free and is safe for those with allergies!

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, 184 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
4.8 out of 5 average rating, 152 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.

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, 144 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
Townhouse in Meadow Woods
4.79 out of 5 average rating, 253 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 Buenaventura Lakes
4.95 out of 5 average rating, 113 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.

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
4.79 out of 5 average rating, 219 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!

Top Guest favourite
Apartment in Meadow Woods
4.94 out of 5 average rating, 109 reviews

2Bedroom Haven Close to Parks KingBed PetFriendly

Welcome to our Modern 2-Bedroom, 2-Bathroom Apartment in Orlando! This chic and cozy apartment offers the ideal base for your Florida adventure. It combines comfort with convenience, featuring easy access to nearby theme parks, shopping, and dining options. Relax with resort-style amenities in the charming community. Sleeps 8 people! The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.

Superhost
Condo in Orlando
4.88 out of 5 average rating, 169 reviews

Vista Cay Luxury Prize, Next to EPIC and OCCC

Spacious 3 Bedroom/2 Bathroom 4th floor corner condo. Sleeps 6. Nice balcony w/seating. Close to Pool/Clubhouse. NEXT TO EPIC, OCCC, Supermarket, Walgreens, Tourist attractions and restaurants. Minutes to Universal Studios, Disney, Aquatica, Discovery Cove & SeaWorld. Upgraded with new flooring, furniture & decor. Free resort amenities & free self-parking for several cars. Dog friendly, for nightly pet fee.

Superhost
A private pool area is enclosed with a mesh screen, featuring a uniquely shaped pool surrounded by lush greenery and potted plants. Lounge chairs in vibrant blue are positioned beside the pool, creating a relaxing outdoor space. Sunlight filters through the surrounding trees.
Home in Orlando
4.88 out of 5 average rating, 249 reviews

Exquisite Pool Villa Sleeps 7+

Ideal location to all Attractions, Shopping & Airport! Only 20 Minutes to Disney, Universal, Orlando Airport, Sea World and Outlet Malls. This beautiful pool home sleeps up to 7 people. Wifi, is included. Other features include: Private Pool, Barbecue, Indoor Fire Place, Sky Lights, Gourmet Kitchen, TripleFilter drinking water system, DVD player flat screen TV. Pre-stocked fridge upon request!

Superhost
Condo in Meadow Woods
4.77 out of 5 average rating, 150 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.

Superhost
A light-filled living area features two sofas adorned with decorative cushions, set around a glass-top coffee table. A flat-screen television is positioned against a dark wooden cabinet. Natural light enters through multiple windows, complemented by standing lamps.
Condo in Orlando
4.88 out of 5 average rating, 135 reviews

VISTA CAY RESORT, 3 BEDROOM TOWNHOUSE

3 Bedroom 3.5 Bath townhouse apartment right off of International Drive and near all the theme parks. This is a perfect, central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 3 Bedroom Townhouses are located on Tideview Circle, Cool Breeze Drive, and Tidecrest Avenue within the resort.

Popular amenities for Meadow Woods rentals with a pool

When is the best time to visit Meadow Woods?

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