Vacation rentals with a pool in Kissimmee

Unique 6BR Home • Private Pool & Full Game Room +

Create unforgettable memories in this family-friendly vacation home near Disney. Spacious 6BR / 5.5BA with themed rooms,TVs throughout, fully equipped kitchen, private pool, BBQ area and resort-style amenities. Enjoy an epic game room with arcade games, pool table, play area, tube slide, bar and PS5. Perfect for families, groups and friends seeking comfort, fun and great vibes. A wild stay awaits!! Plus, enjoy relaxing outdoor spaces, amazing photo spots, and nonstop entertainment for all ages!!

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 24) at Orlando's premier vacation community. Enjoy your own Star Wars game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and just a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

Private Epcot-Themed Near Disney

Hello, my globetrotters! Welcome to your global getaway, where you will embark on a new experience in different countries from each room of the house. Countries featured at our home are Italy, Mexico, Paris, China, Japan, and Morocco Located in a quiet neighborhood, our vibrant house is equipped with fast wifi and comfortable beds. Perfect for families eager to travel without a passport. Step inside and let your family's adventure begin! 🌍✨

Lakefront Villa w/pool 4mi to Walt Disney World

"Private South-Facing Pool (Sun All Day!)" and "Peaceful Lakefront Views with Local Wildlife "are just some of our guest's comments. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

9 bdrm heated pool, Free water park EV charger

Our huge stunning luxury villa with private heated pool & spa situated in the gated resort of Windsor at Westside, appx -15 minutes from Disney. • Up to 20 people can enjoy their dream vacation in our 9 Bedroom, 6 Bath villa • lovely Lake view from the private Pool • Free access to waterpark, 5 min walk. • 2 car driveway, 1 car garage with EV charging, free street parking. • address: Gobi drive, Kissimmee, 34747

4 BD 3.5 BA Pool Home *Lake Views* next to Disney

4 bedroom, 3.5 bathrooms, pool and all the amenities. Nice peaceful community 7 miles away from Disney Parks!! Cable TV in all bedrooms, Wi-fi, free local calls, equipped kitchen, laundry, game room. Cul-de-sac lot with lots of privacy and lake view. POOL AND SPA HEAT is an optional service, therefore charged extra. Please feel free to contact for estimates

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!

**We offer a FREE EV Charger! We know that this may be a lot to read, but we suggest that you read everything and ask any questions you may have to see if it really is the right place for you and your group! :) Transparency and communication is very important to us! We want to make it clear, that we are here available, for any questions or suggestions.

Once Upon A DreamStay: *Luxury *Lakeview *Disney

Welcome to Once Upon A DreamStay – your enchanting Luxury Lakeview retreat, just 5 miles from Disney! Located in the exclusive, gated Regal Oaks Community, this elegant 2-bedroom, 2.5-bathroom townhome offers a perfect blend of dreamy, and timeless Disney charm for an unforgettable stay.