Vacation rentals with a pool in Meadow Woods

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.

4.87 out of 5 average rating, 249 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.

5 out of 5 average rating, 114 reviews

A private pool area is showcased with a screened enclosure, featuring a clear, inviting pool surrounded by a stone deck. Comfortable outdoor furniture is set under a red umbrella, offering shade. The villa's exterior walls are visible, alongside large glass doors leading into the interior.

Villa in Kissimmee

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.

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.

4.96 out of 5 average rating, 317 reviews

Escape to Paradise!Upscale Contemporary Pool Home!

Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort in a serene setting. 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, grand piano and more! Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

A modern living room features high ceilings and sleek white marble floors. A large TV displays a cozy fireplace scene. Two abstract wall art pieces in gold and black are mounted on light gray walls. A gold-accented side table complements the decor.

4.97 out of 5 average rating, 102 reviews

Modern House. Great location in Kissimmee/Orlando.

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.

4.99 out of 5 average rating, 102 reviews

A refreshing pool area is framed by lush tropical plants and features patterned tiles around the edges. Two striped lounge chairs are positioned poolside, facing the water. The charming yellow residence stands in the background, topped with a warm terracotta roof.

Guesthouse in Orlando

1926 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

Superhost

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.

4.87 out of 5 average rating, 102 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

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.

4.9 out of 5 average rating, 131 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!

4.79 out of 5 average rating, 225 reviews

Townhouse in Orlando

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.

4.93 out of 5 average rating, 413 reviews

A heated swimming pool invites guests to relax and enjoy. Colorful lounge chairs and umbrellas provide shaded seating areas nearby. The clubhouse is visible in the background, surrounded by lush trees, while individuals engage in water activities, creating a welcoming atmosphere for leisure and socializing.

Cottage in Kissimmee

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.

A private spa area is highlighted, featuring gently bubbling water that invites relaxation. The spa is surrounded by a protective screen enclosure, with a clear view of a well-maintained shed beyond the yard. The sparkling turquoise water reflects the sunlight.

4.9 out of 5 average rating, 106 reviews

Mi Casita Near Disney/Universal

Welcome to your own private oasis in Kissimmee! Our charming 3-bedroom home boasts a beautiful private pool. Unwind in the serene surroundings while still being just moments away from the excitement of world-class theme parks and entertainment. Enjoy a fully-equipped kitchen, comfortable living areas, and spacious bedrooms for a memorable stay that combines the comforts of home with a sun-soaked Florida experience. Book your escape today!

4.91 out of 5 average rating, 116 reviews

The outdoor pool area is surrounded by lush greenery, with lounge chairs arranged around the water. A blue umbrella is positioned at a table for shade. Adjacent facilities include shaded seating areas and pathways that invite relaxation.

Townhouse in Kissimmee

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