Resort vacation rentals near Old Town Kissimmee

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Top-rated resort rentals near Old Town Kissimmee

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A large swimming pool is framed by palm trees and lounge chairs, with umbrellas providing shade. Colorful water slides are visible in the background, adjacent to a spacious area for sunbathing. Clear blue skies enhance the inviting atmosphere of the resort's outdoor space.

Resort in Kissimmee

4.67 out of 5 average rating, 3 reviews

Vacation Villas at Fantasy World (by Disney World)

The resort is located about 10 minutes (4 miles) Disney World. This two-story, Mediterranean townhouse features 2-bedrooms, one with a queen-sized bed and the second with two twin-sized beds, two full baths and a fully equipped kitchen, sitting area with pull sofa, dining area, breakfast bar and screened-in patio. Amenities include: 3 swimming pools, 2 lighted tennis courts, an activities center, business center, exercise room, and a pool bar. Complimentary transportation to theme parks.

Top guest favorite

A large outdoor pool is surrounded by palm trees and tropical landscaping. A pirate ship structure is visible in the background, adding a playful touch. The pool's surface reflects the clear sky and nearby greenery, creating a serene atmosphere.

Resort in Orlando

5 out of 5 average rating, 8 reviews

Wyndham Bonnet Creek Resort: 2-Bedroom Deluxe

Experience the ultimate Orlando getaway at Club Wyndham Bonnet Creek's 2-bedroom suite, accommodating up to eight guests. The master bedroom features a king bed, the second bedroom offers two double beds, and a queen sleeper sofa is in the living area. Enjoy a fully equipped kitchen, two bathrooms, and a private balcony. Resort amenities include five outdoor pools, two lazy rivers, six hot tubs, and a fitness center. It is adjacent to Disney World, minutes from Orlando's top attractions.

Top guest favorite

A pirate ship-themed pool area is surrounded by palm trees, showcasing a large, wooden ship structure with slides and multiple play areas. The scene features intricately designed features that invite exploration and play, with a winding pool flowing around the ship for added enjoyment.

Resort in Orange County

5 out of 5 average rating, 14 reviews

Club Wyndham Bonnet Creek, 2 BR Deluxe

Club Wyndham Bonnet Creek offers fantastic family fun on the doorsteps of the Walt Disney World Resort. Nestled right next to Magic Kingdom, your family will be mere minutes away from making memories that last a lifetime. Children and adults alike will be swept away by the extravagant swimming pools, splash pads, lazy rivers and hot tubs found at Club Wyndham Bonnet Creek. Multiple on-site restaurants and pizza delivery service means delicious meals are only a short walk or call away.

Guest favorite

A resort-style pool area is surrounded by lush palm trees and tropical landscaping. Lounge chairs are positioned around the pool, with a fountain adding a serene element. The building in the background features a Mediterranean-inspired design.

Resort in Orange County

5 out of 5 average rating, 30 reviews

Cozy Orlando Condo 4Mi from Disney

Get ready for a memorable vacation when you stay at this 2-bedroom, 2-bathroom rental on Floridays Resort Drive. This condo is located in a beautiful 4.5 star rated resort community where you experience upscale living at its finest. Spend your days visiting local attractions like Universal Studios, Walt Disney World, Sea World, and many more. After a day of fun, return home to hang by the pool, have a family game night in the arcade, or enjoy the Florida scenery from your balcony.

Guest favorite

An aerial view reveals a resort-style property surrounded by lush palm trees and multiple swimming pools. The layout includes a main pool and smaller play areas, all set against a scenic backdrop of a calm water body.

Resort in Orlando

4.96 out of 5 average rating, 24 reviews

Disney World Marriott Grande Vista Studio

Explore popular attractions, including Walt Disney World®, Universal Orlando and SeaWorld®, Start your day with a few swings at the Grande Vista Golf Club or a lesson from the experts at Marriott Golf Academy. Refresh yourself in the outdoor swimming pools and reenergize at our fitness center. Find tasty American cuisine at The Grill at Grande Vista and delectable poolside fare at Copa Loca Bar & GrilL. 8 miles to Disney World 8.3 miles to Universal Orlando 2.4 miles to Sea World

Guest favorite

An expansive pool area is highlighted by a pirate ship water slide, surrounded by palm trees and lounge chairs. Fountains add a playful touch to the setting, creating a family-friendly atmosphere for relaxation and fun.

Resort in Orlando

4.75 out of 5 average rating, 8 reviews

Hogwarts Secret Bunkhouse

Relaxation Pool View! Enjoy Orlando in a beautiful, updated 3Br 2Ba condo with close proximity to Disney World! There are many on-site amenities including our popular pirate ship pool/slide, restaurants, arcade, bars, spa, and gym. Outlet shops and convenience store are only a short walk away. On-site parking and shuttle service to Disney World available. This great location is 20min from Universal Studios, 5 min from Disney, and 7min from Orlando World Center Marriott. Book now!

Superhost

An inviting outdoor pool area features a large, curving swimming pool surrounded by palm trees and lounge chairs. A colorful waterslide structure is visible in the background, showcasing a family-friendly atmosphere. Relaxing cabana spaces offer shaded seating nearby.

Resort in Kissimmee

4.86 out of 5 average rating, 7 reviews

Fantasyworld Resort 2BR Townhouse

PLEASE READ I want to make the booking experience as efficient as possible. Therefore, the pricing/payment structure requires a separate charge for the booking cost thru my resort membership. Please send me your dates. I'll respond with availability and the amount of the additional booking cost that can fall between $400- $1,950 USD based on resort category and dates (season/holidays). This resort charges resort fees that are included in the rate you see. Parking is free.

Guest favorite

An indoor heated pool area is displayed, featuring a clear blue pool surrounded by large windows that allow natural light. A jacuzzi is visible beside the pool, and lounge chairs are arranged nearby against a backdrop of greenery and palm trees outside.

Resort in Orlando

4.86 out of 5 average rating, 28 reviews

Updated Suite Near Universal Studios

You really can't beat the location of The Enclave Resort and Suites with good amenities and easy access to local hot spots from this newly owned unit. Your stay includes a step-out balcony, onsite breakfast and lunch restaurant, convenience store and gift shop from 7 am to 2 pm., Indoor heated pool and jacuzzi, two outdoor pools and whirlpools, fitness room and laundry facilities right around the corner of your suite plus a tennis court.

Guest favorite

The resort features a large swimming pool surrounded by palm trees, with lounge chairs arranged under umbrellas. A pirate ship playground is visible in the background, alongside a scenic lake reflecting the greenery. The buildings in the distance showcase Mediterranean-inspired architecture.

Resort in Lake Buena Vista

5 out of 5 average rating, 10 reviews

1 Bedroom at Bonnet Creek Resort Near Disney!

Note: Kindly submit an inquiry prior to making a reservation request, so I can check the availability of dates at the resort. Club Wyndham Bonnet Creek is the perfect home-base for easy access to Central Florida's most popular attractions. The magic of Disney. The thrills of Universal Studios. The aquatic animals of SeaWorld. Plus, hang out at the shops and restaurants at Disney Springs, Universal CityWalk, Mall at Millenia, and more.

Superhost

A vibrant play area is equipped with colorful structures for climbing and exploration. Bright green and purple walls create a lively atmosphere. Comfortable seating areas with red and blue furniture surround a central space with tables, inviting children to play and interact.

Resort in Orlando

5 out of 5 average rating, 8 reviews

Studio Close to Disney Marriott Grand Vista

A colorful water park features multiple slides and play areas, highlighted by a large sign that reads 'Ship Wreck Island Water Park.' The vibrant blue ground adds to the playful atmosphere, with shaded areas and water features visible in the background.

Resort in Kissimmee

4.9 out of 5 average rating, 10 reviews

Westgate Town Center Studio One-Bedroom Deluxe

Property is located just a mile from Walt Disney World. Start with 14 heated outdoor swimming pools and hot tubs, arcade, paddle boats, a Disney movie theater, miniature golf, playgrounds, tennis, basketball, sand volleyball, a fitness center, and scheduled activities. Ship Wreck Island water park featuring multiple slides, tunnel slides, fountains, play areas and a lazy river is available for $25 dollars a day per person.

Guest favorite

A vibrant entrance to Old Town is showcased, featuring large, colorful arches with the words 'OLD TOWN' prominently displayed. Classic cars are lined up in front, with palm trees and bustling outdoor dining areas visible in the background.

Resort in Kissimmee

4.93 out of 5 average rating, 15 reviews

Celebration Suites - 2 Miles from Disney - For 4

1-bedroom PRIVATE apartment suite with a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 1 king-sized bed and 1 full-sized bed. We also offer a great fitness center and guest laundry rooms so you can wash/dry clothing. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.