
Holiday 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.

3121-402 Resort Lake View Disney Universal Orlando
Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Orlando Disney ºoº 3BD in Resort | Kissimmee
Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

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.

Golf Front Luxury Penthouse: Views, Marvel, 2Pools
This modern 3-bedroom TOP FLOOR (with an ELEVATOR right to the door) luxury condo has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful MARVEL themed bedroom with a classic Arcade machine & PlayStation. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, only a short drive to Disney.

Vacation Home 3 bedroom/2 full bath/private pool
Bring the whole family to this great place with lots of room for fun. This house is perfect for you, your family, and friends! Spacious 3 bedrooms and 2 full baths that can accommodate up to 9 people. The house is fully air conditioned and has a pool. Indoor entertainment such as board games, ping pong table and TV cable. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

It's too much like a elegant mini-hotel (5)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless guests from South America, including Brazil and Argentina. You will always be welcome here!

Harmony Place - W/ Pool - Near Walt Disney
Welcome to Harmony Place, your perfect getaway! Relax and unwind with the whole family at this serene retreat. This stunning home features a private pool, 3 spacious bedrooms, and 2 bathrooms, comfortably accommodating up to 9 guests. Located in the exclusive Crescent Lakes community in Kissimmee, Florida, you’ll be just 11 miles from Walt Disney World, 22 miles from Universal Studios, and 18 miles from SeaWorld Orlando. Enjoy nearby dining and shopping options for added convenience!

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY
Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

Luxury Resort Style Condo Near Disney-103
A 5-star stay 3bed/ 2.5bath resort-style condos where you’ll enjoy unprecedented access to amenities that are fun for the entire family. Lounge by multiple community pools and have fun. This relaxing family-friendly home is fully equipped with all modern conveniences and has everything you will need to make your dream Orlando vacation a reality! We have multiple units therefore all photos are not exact to this unit.

Lakeside Boho Bliss: The BohoBay
✨ Welcome to Bohobay ✨ Your cozy little hideaway just minutes from the magic of Disney and all the excitement Orlando has to offer. Tucked right by a peaceful lake, mornings here start with coffee and glittering water views, and evenings are made for a glass of wine with sunset vibes. 🌅 It’s the perfect blend of fun-filled days out and calm, soul-soothing nights in.

South Facing Pool Home! 5 Miles from Disney
Beautiful South Facing Pool Home! 5 Miles from Disney. This beautiful 4-bedroom home with two master bedrooms is located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions.The home includes a private fenced in South facing swimming pool. We offer free Pool heat, Gas Grill, and High Speed Wireless internet and Cable TV .
Popular amenities for Kissimmee rentals with a pool
House rentals with a pool

3BR / 2BR Heated Pool Home 7 Min to Disney |

4BD 2BA Kissimmee Pool House near Disney

Disney New Neighbor

Luxury Vacay Home w/ Pool 5Br/5Bath near Disney

Kissimmee/20 min to Disney/Private Heated Pool

"Cozy Retreat with something for everyone"

Heated Pool 15 Minutes to Disney PS5 l Switch

Near Disney - 4BR 3Bath w/ Heated Pool & Jacuzzi
Condo rentals with a pool

Stylish Condo 20 mins to Disney/King Bed

303_To Infinity & the Ocean Breeze Apartment

Maria Luz Studio-Huge Terrace/Universal area.

Private Rooftop Suite! No resort fees!

Modern, spacious, and relaxing!

Chic Disney Resort Condo • Pool Access Near Parks

Luxurious Spot 10 Mins Away to Most Attractions!!!

*NEW* Adventureland Stay / Sleeps 6 / Near Disney
Other holiday rentals with a pool

Disney Villa, Heated Pool, Jacuzzi & Game Room

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

Lux Storey Lake Villa/Water Park/Pool/SPA/Themed

Disney Area 3BR Pool Home | Family-Friendly

Rest & Relax at Sunset by the Lake with SPA!

Family Vacay with Pool near WDW!

New! Resort home with spa 10 min from Disney

Stunning 3BR Condo Near Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 NZD | $249 NZD | $261 NZD | $256 NZD | $224 NZD | $239 NZD | $251 NZD | $221 NZD | $204 NZD | $216 NZD | $243 NZD | $286 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with a pool in Kissimmee

Total holiday rentals
Explore 6,620 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $33 NZD per night before taxes and fees

Verified guest reviews
Over 238,760 verified reviews to help you choose

Family-friendly holiday rentals
5,800 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 1,070 rentals that welcome pets

Rentals with dedicated workspaces
3,700 properties have a dedicated workspace

Wi-Fi availability
6,590 of Kissimmee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kissimmee rentals

4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Disney's Hollywood Studios
- Camping World Stadium
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






