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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
The living area features a modern sectional sofa adorned with decorative pillows. A sleek coffee table is positioned on a patterned rug, while large sliding doors lead to a balcony, enhancing natural light. An adjacent dining area with stylish chairs is visible in the background.
Apartment in Kissimmee
4.98 out of 5 average rating, 161 reviews

3121-402 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Superhost
Cottage in Kissimmee
4.93 out of 5 average rating, 341 reviews

Entire Cottage for 4 Near Disney - Bitty Bliss

Welcome to Bitty Bliss, your cozy Tiny Cottage escape! Located just 20 minutes from Disney and Universal, with shopping and restaurants only 5 minutes away, it's perfect for relaxation and adventure. Enjoy fantastic amenities like pickleball, mini golf, a new gym, and a rec room—all smoke-free pet-free, and hassle-free with no resort or parking fees! Sleep comfy in the one-bedroom queen bed or the super cozy sleeper sofa, accommodating up to four guests. Charm, comfort, and fun all in one place

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, 261 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 favorite
Condo in Orlando
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.

Guest favorite
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
4.9 out of 5 average rating, 150 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!

Guest favorite
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.
Home in Kissimmee
4.89 out of 5 average rating, 115 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

Guest favorite
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
4.94 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.

Top guest favorite
A gold keypad lock is mounted on a white door frame, with the blurred outline of a spacious sleeping area behind it. Soft lighting from a nearby table lamp casts a warm glow, while green curtains hang in the background.
Guest suite in Kissimmee
4.96 out of 5 average rating, 181 reviews

It's too much like a elegant mini-hotel (3)

It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless friendly and courteous guests from Brazil. We will always welcome you!

Top guest favorite
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, 108 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.

Top guest favorite
The tiny house features light blue siding with white trim, complemented by a welcoming porch with white railings. Steps lead up to the entrance, which is adorned with large windows allowing natural light to fill the interior space.
Tiny home in Kissimmee
4.94 out of 5 average rating, 203 reviews

Tiny House Orlando Getaway!

Celebrate the season at our charming 1-bedroom + loft tiny house—your cozy holiday retreat just minutes from Disney, Universal, and SeaWorld (all under 15 miles!). Enjoy festive park events, magical lights, and winter fun, then unwind with hot cocoa on the peaceful porch or a refreshing dip in the heated pool. With family-friendly perks like a fitness center, playground, and pickleball court, your cheerful Orlando getaway awaits!

Top guest favorite
The interior features light green walls and wooden cabinetry, creating a cheerful atmosphere. A small dining area with a round table and chairs is visible. A television is positioned on a cabinet, while a loft area is accessible by wooden railings above.
Cottage in Kissimmee
4.93 out of 5 average rating, 290 reviews

Tiny house, BIG FUN! Close to parks and shopping

Tiny House, BIG fun!!! Experience tiny house living in this super cute, newly re-decorated cottage. This tiny house has everything you need to enjoy your vacation - even a full kitchen!! Relax on your own private porch or take a dip in the heated saltwater pool after a day at the parks. This tiny house is conveniently located close to parks, airport and shopping!!!

Top guest favorite
A modern tiny home features a welcoming front porch with white railings, accessible by stairs. Large windows allow ample natural light, and the residence is surrounded by well-kept grounds. A driveway is visible in front, providing convenient parking.
Tiny home in Kissimmee
4.93 out of 5 average rating, 182 reviews

Tiny Vacation Home Stay Near Disney & Universal

Located in the family friendly Mill Creek RV Resort. This tiny house is the perfect place to stay while visiting the Orlando area. Within 15 miles of both Walt Disney World and Universal Studios and less than 10 miles from Orlando MCO airport. Located close to the LOOP with shopping, entertainment, and restaurants.

Popular amenities for Meadow Woods rentals with a pool

When is the best time to visit Meadow Woods?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,401 GYDG$17,774 GYDG$19,237 GYDG$14,428 GYDG$14,637 GYDG$17,355 GYDG$17,355 GYDG$15,473 GYDG$17,774 GYDG$20,910 GYDG$23,210 GYDG$24,256 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about vacation rentals with a pool in Meadow Woods

  • Total vacation rentals

    Explore 110 vacation rentals in Meadow Woods

  • Nightly prices starting at

    Meadow Woods vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Meadow Woods vacation 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