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Vacation 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 favorite

Villa in Kissimmee

5 out of 5 average rating, 108 reviews

Villa Sol Peaceful 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 the cabinet full of games, or play a little game of basketball right outside the pool. Enjoy the tennis courts, and playground. Stay in shape while you travel just steps away from the clubhouse gym. There is everything for the beach trips or the ball games. All of your baby's needs are covered as well.

Top guest favorite

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, 241 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 screened-in pool area is showcased, featuring a clear blue pool surrounded by a tiled deck. Lush potted plants line the edges. Through the screen, a serene pond and conservation area are visible, framed by lush greenery under a bright sky.

Home in Orlando

4.8 out of 5 average rating, 139 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.

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.

Home in Kissimmee

4.89 out of 5 average rating, 123 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!

Townhouse in Orlando

4.79 out of 5 average rating, 222 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.

A dining area features a round wooden table surrounded by four upholstered chairs. A circular area rug lies beneath the table, adding warmth to the space. Illuminated walls display framed art, while a sliding black door provides a modern accent and leads to another room.

Guesthouse in Kissimmee

4.83 out of 5 average rating, 144 reviews

Modern 1BR apt-Near Airport/Theme Parks

Welcome to The Lopes Cozy Apt! We are delighted to have you. This gorgeous and safe garage/apt, has been renovated renovated and furnished in a peaceful neighborhood with great community amenities. Pack your bags and get ready to escape to NE Kissimmee, just 6 miles from MCO Airport, 12 miles from Sea World, 18 miles from Universal. Disney World is #1 in the US tourism, only 15 miles from the apt. adittionally Coco a beach Florida only 58 miles to get your sun kissed look.

The fenced pool area features a vibrant pink flamingo float resting in an unheated pool. Nearby, patio furniture accommodates outdoor dining and relaxation, while a grill is available for barbecues. The spacious kitchen can be seen through an open layout, enhancing connectivity.

Home in Kissimmee

4.91 out of 5 average rating, 218 reviews

Cozy Home with private pool in Kissimmee/Orlando

This property is designed to accommodate families seeking a vacation retreat. It features three rooms equipped for both adults and children. The patio area is an ideal space for family activities, whether you are swimming in the pool or enjoying a barbecue on the grill. Please note that the pool is not heated. Parties are strictly prohibited. Smoking is not allowed. Parking regulations: Do not block the sidewalk, park on the grass, or park in front of the neighbors' houses.

Home in Orlando

4.82 out of 5 average rating, 176 reviews

Modern home | Private 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 favorite

A large, screened-in pool area is visible, featuring a clear blue pool surrounded by lush tropical landscaping. Relaxing seating areas and colorful plants add to the inviting setting, while the sunlight filters through the screen, casting gentle shadows across the patio.

Guest suite in Orlando

4.98 out of 5 average rating, 284 reviews

Location, Location, Location near all attractions

This is a poolside in-law apartment with a full kitchen, bedroom, full bath and a living room located in a quiet, residential neighborhood in an upper scale part of town. It has a king size bed & will accommodate 2 adults comfortably. This in-law apartment is an addition that was built onto the back of our home. It is completely closed off from the our main house and has it's own main entrance so it is private. So, you will have the apartment all to yourselves.

A spacious pool area features a crystal-clear pool surrounded by lounge chairs and umbrellas. Lush palm trees provide shade, and a small fence enhances privacy. A gentle slope leads to a shallow section with jets, blending seamlessly into the inviting water.

Home in Orlando

4.87 out of 5 average rating, 193 reviews

Year around Heated Pool 7 min from Airport!

Welcome to Casa Linda Pool! This stylish 3BR, 2.5BA home sleeps 8 and features a private heated pool, fully equipped kitchen, open living space, and an amazing outdoor kitchen with BBQ grill, cooktop, and cooler for your drinks. Just minutes from Orlando Airport, Disney, and Universal. Perfect for families or groups looking to relax and enjoy Florida in comfort. Fast Wi-Fi, A/C, washer/dryer, and free parking included. Book now and enjoy your Orlando getaway!

The outdoor area features a heated pool and a nearby jacuzzi, surrounded by a screened enclosure. A serene lake view is visible beyond the pool area, with reflections of the sky and clouds on the water's surface.

Home in Kissimmee

4.78 out of 5 average rating, 147 reviews

3/2 Family Home, climatized Pool and Sunset Views

Find peace with the whole family at this quiet getaway, just 15 minutes from Orlando International Airport, 14 miles from SeaWorld, 20 miles from Universal Studios, 21 miles from Disney Parks, and 2.4 miles from Osceola Heritage Park (Silver Spur Arena). Heated Pool and Jacuzzi: $35 per day for heating to 85°F, available for stays of 3+ consecutive days. The surcharge is applied before your stay. The pool pump operates for 10 hours a day.

A swimming pool is featured in the foreground, surrounded by lounge chairs with sun umbrellas. Two individuals are seen enjoying the water, while others relax nearby. A backdrop of a single-story building and lush greenery completes the setting.

Cottage in Kissimmee

4.94 out of 5 average rating, 471 reviews

Entire cottage for 5, close to Disney, Universal!

Great cottage for 5, come stay! One bedroom with a adjustable com-fee queen bed, and a 19" flat screen TV. Loft 1 queen, 1 twin, don't bump your head. Located only minutes from Disney and Universal. Heated pool! Our place is completely updated, new furniture , appliances etc. we also have on property three other cottages Bitty Bungalow. Bitty Bliss, and the Bitty blossom. All are Smoke free, pet free.

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Popular amenities for Meadow Woods rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

The in-ground swimming pool, shaped in a natural curve, is surrounded by a red deck and lush greenery. Pool toys and a basketball hoop are visible, alongside lounge chairs, providing space for relaxation and enjoyment.

Home in Orlando

4.88 out of 5 average rating, 123 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

Home in Kissimmee

4.85 out of 5 average rating, 54 reviews

New Modern Oasis with Private Pool near Parks+MCO

Top guest favorite

The screened-in pool area features a clear water pool with a rounded shape, accompanied by two blue lounge chairs. A serene lake can be seen in the background, with several nearby houses visible beyond the water.

Home in Kissimmee

4.97 out of 5 average rating, 312 reviews

Upscale Contemporary Waterfront 3B/2B Heated Pool

Home in Kissimmee

4.85 out of 5 average rating, 136 reviews

Beautiful Vacation Home With Private Pool.

A screened-in patio features a private swimming pool and hot tub, surrounded by a tranquil lake view. String lights create a soft illumination against a colorful sunset sky, enhancing the peaceful outdoor setting.

Home in Kissimmee

4.92 out of 5 average rating, 114 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

A spacious backyard features a glistening pool surrounded by a neatly paved area. Metal dining chairs and a table are positioned near the pool. The house is visible in the background, showcasing a sleek design and multiple windows.

Home in Orlando

4.93 out of 5 average rating, 182 reviews

The Orlando Retreat.

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.

Home in Kissimmee

4.81 out of 5 average rating, 163 reviews

Beautiful private home with pool on the lake

A spacious kitchen area is showcased, featuring white cabinetry and a large gray granite island with seating for four. Modern stainless-steel appliances, including a refrigerator and microwave, are visible. Natural light floods the room through the windows, highlighting the clean and contemporary design.

Home in Kissimmee

4.95 out of 5 average rating, 161 reviews

Magical home! 15 minutes from all parks!

Condo rentals with a pool

The modern living area features a spacious gray sectional sofa accented by colorful cushions. A minimalist coffee table is positioned centrally, and large sliding glass doors provide a view of the outdoor space, allowing natural light to fill the room. Light-colored cabinetry and appliances are visible in the kitchen area.

Condo in Kissimmee

4.93 out of 5 average rating, 195 reviews

3150-303 Resort Pool View Disney Universal Orlando

A well-lit living area features a gray sofa, a white coffee table, and a wall-mounted TV. A large window allows natural light to illuminate the space. In the background, a doorway leads to the bedroom, which contains two beds.

Condo in Orlando

4.8 out of 5 average rating, 117 reviews

Suites at Lake Buena Vista close Disney Springs

Top guest favorite

The living area is furnished with a blue couch adorned with patterned pillows. Two matching wooden side tables with lamps provide soft lighting, while a wooden coffee table sits in the center. A decorative wall piece featuring palm trees adds a touch of character to the room.

Condo in Orlando

5 out of 5 average rating, 141 reviews

Disney & Epic Free Shuttle, Kitchen

The view from the condo showcases a resort-style pool surrounded by palm trees and lush landscaping. A decorative black metal fence lines the area, while a bench sits in the foreground, offering a quiet spot to enjoy the scenery.

Condo in Orlando

4.81 out of 5 average rating, 126 reviews

Hotel Alluzion Close to Disney/Free parking/nofees

Top guest favorite

Condo in Orlando

4.98 out of 5 average rating, 178 reviews

Lakefront Resort Condo near Disney & Universal

Top guest favorite

A winding lazy river pool is surrounded by lush palm trees and tropical landscaping. Water features, including slides and spraying elements, create an engaging atmosphere. Steps lead into the pool, which is framed by natural stone and tile, offering a serene escape in a vibrant setting.

Condo in Kissimmee

4.98 out of 5 average rating, 135 reviews

Condo on the top floor with lake view near Disney!

The master bedroom suite is spacious and features a king size bed adorned with blue and white accents. Two lamps are positioned on each side of the bed, with artwork displayed above. Natural light enters through the window, and a private bathroom can be seen through the open door.

Condo in Orlando

4.96 out of 5 average rating, 180 reviews

Luxury 2B2B APT Near Convention Center, Universal

The community pool area is surrounded by lush greenery, with several lounge chairs positioned under the shade of an umbrella. A clear blue sky with scattered clouds reflects off the inviting water of the pool, creating a tranquil outdoor setting.

Condo in Kissimmee

4.93 out of 5 average rating, 377 reviews

Fully Renovated 3/2 Villa close to Disney parks

Home rentals with a private pool

A two-story home with a light gray exterior is presented, featuring a spacious driveway paved with brick. Lush greenery and colorful flowering plants surround the front yard, while the garage door is visible, complementing the welcoming appearance of the property.

Home in Kissimmee

Modern Private Pool 4 Bedroom Home by Disney

A themed bedroom featuring a spacious bed with white bedding, set against a vivid space-themed mural. Two modern nightstands are flanked by unique lamps, and a large window allows natural light to illuminate the room while offering a view of the outdoors.

Villa in Four Corners

Disney's Championsgate: Private Pool & Arcade Fun!

Home in Davenport

4.95 out of 5 average rating, 115 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

Villa in Kissimmee

4.79 out of 5 average rating, 251 reviews

Visit Disney World from a Sunny Home with a Pool

Villa in Kissimmee

4.92 out of 5 average rating, 49 reviews

Family Retreat Near Disney with Pool & Hot Tub!

Home in Kissimmee

5 Bed 5 Bath In 5 Star Resort Near Disney!

A modern kitchen is equipped with stainless steel appliances, including an oven and microwave. Grey cabinets complement the white marble backsplash, while a sleek countertop displays a coffee maker, teapot, and various cups. Bottled water and a neatly arranged box for coffee and tea are visible.

Home in Kissimmee

4.83 out of 5 average rating, 18 reviews

Sleeps 25! Resort Home near Parks | Coconut Breeze

The outdoor pool area features a spacious pool with a connected spa, both surrounded by a screened enclosure. Lush greenery from the conservation area beyond adds a sense of privacy, complementing the inviting blue water.

Villa in Kissimmee

Luxury 5-Bed Villa, located only 3 miles from Disney World - 5-Bed Villa

Quick stats about vacation rentals with a pool in Meadow Woods

Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

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