Vacation rentals with a pool in Kissimmee

Find and book unique homes with a pool on Airbnb

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 favorite

Condo in Kissimmee

4.92 out of 5 average rating, 237 reviews

Minutes To Disney World - Sparkling Clean Condo

Super clean newly renovated condo in Kissimmee, FL 🚗 15 minute drive to Walt Disney World 🚗 25 minute trip to Universal Studios 👮‍♀️Gated community with 24/7 security on site. 👨‍🍳 Full kitchen with everything you need 🧺 Washer/dryer in unit 💻 Fast wi-fi and smart tv's with access to netflix/hulu and cable. 🏊‍♂️ Zero entry heated swimming pool 💪🏼 Full Gym, basketball, tennis courts and walking trails. 🥇Airbnb Superhost We would love to have you stay! Book this Orlando condo Today!

Guest favorite

Home in Kissimmee

4.86 out of 5 average rating, 225 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 favorite

Condo in Kissimmee

4.95 out of 5 average rating, 110 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 favorite

Guesthouse in Kissimmee

4.89 out of 5 average rating, 117 reviews

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

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.

Guest favorite

Home in Kissimmee

4.91 out of 5 average rating, 317 reviews

Family Home minutes from Disney!

A Beautiful 2 Bed, 2 Bath home that is perfect for families going to any of the Disney parks and other central Florida attractions. Please enjoy the on-site washer/dryer, large fenced in back yard and screened in patio with grill during your stay. This home is in a quiet neighborhood minutes from Walt Disney, Sea world, Universal Studios, and many other attractions in Central Florida. Walmart and other convenience stores are also within a few minutes drive.

Guest favorite

Guest suite in Kissimmee

4.86 out of 5 average rating, 608 reviews

Private Studio in POOL home

Hello travelers! We offer a portion of our home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the apartment with access to Prime. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio to travelers.

Guest favorite

Townhouse in Kissimmee

4.95 out of 5 average rating, 272 reviews

Disney/Universal Home Away from Home!

At the Regal Oaks Resort you will find a fantastic pool, water slides, games room, gym, sauna, onsite dining at the clubhouse and much more! We DO NOT have any additional resort fees, the price you pay is final, it includes everything and all free amenities at our resort! Nature's little get away. Our home is located in a very private section of the resort backing onto a large conservation area. Nothing but green life and palm trees!

Guest favorite

Home in Kissimmee

4.96 out of 5 average rating, 136 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 favorite

Guest suite in Orlando

4.99 out of 5 average rating, 377 reviews

Sunny Resort Style - Pool & central location ☀️

Resort Style Vacation with much more Privacy ? You found the right place! :-) From our family to you, we are welcoming you into your modern & efficient Airbnb Guest suite! :-) Located a very short commute to some of the world's most famous tourist attraction, Disney & Universal studio & to an amazing oasis style backyard offered to you! We want to make sure that your stay to our home will be memorable and we want to see you again :-)

Guest favorite

Cottage in Kissimmee

4.95 out of 5 average rating, 451 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.

Guest favorite

Townhouse in Kissimmee

4.9 out of 5 average rating, 103 reviews

*NEAR DISNEY* 6 GUESTS... LOTS of Amenities

It's all about location! Our stylish yet cozy, recently renovated vacation spot. Features 3 bedroom, 2 full bathrooms, which consists of 1 king size bed, and 4 twin beds. Luxury feel, premium everything. Comfortably accommodates up to 6 guests. Conveniently located near Disney World. About 15 minutes away from Disney Springs and Premium outlets! Major parks, restaurants, supermarkets, Target and Walmart are within a short drive.

Guest favorite

Cottage in Kissimmee

4.94 out of 5 average rating, 437 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.