Holiday rentals with a pool in Kissimmee

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Top-rated rentals with a pool in Kissimmee

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Kissimmee

4.85 out of 5 average rating, 211 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.

Guest favourite

Apartment in Kissimmee

4.96 out of 5 average rating, 168 reviews

Welcome to our Son Shine condo ....

Thank you for taking the time to look at our home. As you enter, our hope is that whether you are looking to escape the hustle and bustle of busy life or be close to area attractions (Disney (10 mins) Universal Studios, Walmart, Grocery Stores & various restaurants that you will be able to relax and enjoy the surroundings. Swim at the Tropical Landscape Pool, Kiddie Activity Pool or relax in the Whirlpool Spa & Fitness Center steps away from the condo. Our hope is you can relax and enjoy.

Superhost

Apartment in Kissimmee

4.86 out of 5 average rating, 168 reviews

Beautiful Resort-Style Condo with Waterpark!

JJC Vacation Home is a gated resort-style condo that has everything you need to have the best vacation! The condo is near all main attractions, fully equipped kitchen, a lazy river, water slides, pool, splash area, mini golf, fitness center, kayak/canoe rental, bar, food, and more! Our Star Wars theme room with *glow in the dark* stars wall will make you feel like you're floating in space! Complimentary coffee/tea station. Relax while having a cup as you look at the view from the balcony.

Guest favourite

Apartment in Kissimmee

4.96 out of 5 average rating, 101 reviews

Modern Storey Lake Resort Disney Orlando 3191-103

Minutes from Disney, stylish & modern 2bed/2bath fully equipped apartment for up to 8 guests, located in the family friendly Storey Lake Resort. Enjoy our pond view from the balcony. Master suite has a King bed. Second bedroom has a Full bed & a Twin bunk bed. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great amenities: Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop.

Guest favourite

Townhouse in Kissimmee

4.87 out of 5 average rating, 345 reviews

GORGEOUS 3BD RESORT, CLOSE TO DISNEY

Search no more ! this beautiful townhome has everything you're looking for. our number one priority are the guest because we want them to have a memorable experience that would last a lifetime. very close drive to disney, restaurants, supermarkets, souvenir shops, highways! Gorgeous newly renovated suite w/ fully equipped kitchen & all the essentials sitting in a cozy townhome w/ pool, hot tub, kids pool, clubhouse w/ gym, bbq area, free parking in front of the unit.

Guest favourite

Townhouse in Kissimmee

4.92 out of 5 average rating, 133 reviews

Luxury Pebble Beach Champions Gate Close To Disney

This beautiful, spacious and luxury single home is located in a resort style neighborhood just 13 miles from the Disney World theme parks area, private and Heated Pool in one of the most exclusive neighborhood in the city, with access to The Champions Gate Country Club that is rated 4.4 in one of the best golf magazines. 4 Bedrooms, 3 Bathrooms, Screened Patio with a private pool facing south east and in front of the woods, great for the best vacations ever!

Guest favourite

Apartment in Kissimmee

4.83 out of 5 average rating, 359 reviews

Mickey Mouse Themed Getaway next to Disney 1

Location location location! Mickey mouse retreat in celebration! 1.5 miles to disney. 4 min drive to Disney, 2 min drive to restaurants, supermarkets, souvenir shops, highways! Gorgeous newly renovated suite w/ fully equipped kitchen & all the essentials sitting in a cozy condominum w/ pool, hot tub, kids pool, basket ball court, clubhouse w/ gym & arcade, coin laundry also at Clubhouse, BBQ area!! Free parking right beside unit! Unit located on top floor!

Guest favourite

Apartment in Kissimmee

4.93 out of 5 average rating, 182 reviews

Windsor Hills, New Water Park, Next to Disney!

This fantastic 3 bedroom, 2 bathroom condo is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This condo features an amazing themed bedroom that will help your little ones feel the Disney magic!

Guest favourite

Home in Kissimmee

4.98 out of 5 average rating, 124 reviews

Magical home! 15 minutes from all parks!

Meticulously clean home! 2 beautiful bedrooms & 2 full bathrooms. Large kitchen, washer/dryer and queen sleeper sofa in living room. Relaxing outdoor patio with Adirondack chairs. Private parking, WIFI and smart TV! Pickleball court, gym, pool, playground & shuffle board! Located 15-20 minutes from Disney parks, Universal Studios/Islands of Adventure & MCO airport. Perfect place for a family vacation, romantic getaway or work trip!

Guest favourite

Townhouse in Kissimmee

4.92 out of 5 average rating, 239 reviews

Beautiful Farm House Decor near Disney, Sleeps 6

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 436 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

Superhost

Apartment in Kissimmee

4.81 out of 5 average rating, 169 reviews

Family Friendly I Mins from Disney I Resort Pool

Welcome to your Disney dream getaway! Our inviting condo nestled in a secure and peaceful gated complex just a 20-minute drive from the parks, is your ultimate haven for a magical vacation. Ideal for families and friends, it comfortably accommodates up to 7 guests. Your stay unlocks access to two pools, hot tubs, a tennis court, gym, and BBQ areas for outdoor gatherings. Welcome to the start of your Disney adventure!