
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.

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

Stylish Condo 20 mins to Disney/King Bed
Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

Cozy Orlando Area Cottage - 4 Miles to Disney
With Disney, popular attractions, restaurants, shops, and famous southern sunshine just minutes from your doorstep, we welcome guests to our cozy cottage for your vacation getaway. Our 1 bedroom, 1 bath cottage boasts modern amenities and entertainment options to help you relax during your stay. The cottage is located in a quiet, gated, resort community. Community amenities include an outdoor pool, hot tub, mini golf, game room, fitness center, planned activities, and tennis court.

It's too much like a elegant mini-hotel (6)
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!

3171-107 Resort Lake View Disney Universal Orlando
Relax in our Stylish & Modern 2Bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. Minutes from DISNEY World Theme Parks in Orlando Florida. Close to UNIVERSAL STUDIOS & SEAWORLD. Enjoy our lake view from the balcony. Close to restaurants, supermarkets, outlet malls & retail stores. Great amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop, security guard!

Be Our Guest !
Whether you’re seeking a romantic getaway or a family vacation time, our house offers you the perfect blend of comfort, style, and fun. Book with us today and enjoy your stay. Centrally located, just a short drive from theme parks and attractions, only 4 miles from Disney Explore the local restaurants, where you can savor the flavors of multicultural food. Nearby shopping centers and malls, Wal-Mart, Publix, Aldi supermarkets. Dollar Tree convenience store across the street.

Condo in Kissimmee
Welcome to our spacious 3-bedroom, 2-bathroom condo in Kissimmee, Florida! With 5 beds and a sofa bed, our condo can comfortably accommodate 8 guests, making it the perfect home away from home for your magical vacation. Our central location is perfect for exploring all that Kissimmee and Orlando have to offer. From the enchanting world of Disney (15 mins) to the thrilling rides at Universal Studios (30 mins), you're just a short drive away from the magic.

Bungalow cottage close to Disney Universal, for 4!
A full cottage for 4! The perfect place. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new furnishings, fresh linens, fresh paint! Privately owned. This cottage is our favorite!!! We also just updated the A/C. Check our unit. We also have three other cottages on property, the Bitty Belle, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other

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

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. 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**

Perfect location near Sea World and Disney
Welcome to our perfectly located 2 bedrooms, 2 bathrooms condo on international drive. We are located in the heart of Orlando. Only a few minutes from most major attractions that Orlando as to offer. We are 2.5 miles from Sea World, 5 miles from Disney World main entrance, 2.7 miles from Orange County Convention center and 1.8 miles from the Vineyard vine outlet for your shopping experience.

Disney area 4-bedrooms spacious villa for rent
Our villa offers a pleasant and relaxing place for families at an affordable price. Rent a private villa with a gorgeous swimming pool in a family-oriented residential neighbourhood. It has an excellent conservation view and outdoor space with a small pond. This home is in Eagle Point, Poinciana Blvd. in Kissimmee, near the Walt Disney World Resort.
Popular amenities for Kissimmee rentals with a pool
House rentals with a pool

South Facing Pool Home! 5 Miles from Disney

Villa Resort Club

Luxurious Private Retreat w/Spa & Saltwater Pool

Near Disney | Heated Pool, King Bed, Arcade

Kissimmee/20 min to Disney/Private Heated Pool

Heated Pool 15 Minutes to Disney PS5 l Switch

New Gtd community Sleeps 6 - 3B/2 bth near Disney

Free Waterpark! Fantasy World - Fun at BnB
Condo rentals with a pool

Near Disney/Universal Lovely 2bedroom/2bath Condo

Disney Oasis by the lake

Private Rooftop Suite! No resort fees!

Modern, spacious, and relaxing!

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

O-Gated Resort-5 miles to Disney-2 FREE Water Park

[Lake View, Modern Decor, 1 Mile to Disney!]

Westgate Vacation Villas - 1 Bedroom
Other vacation rentals with a pool

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

Serene 4BR Pool Home Near Disney

Fun in Paradise: Pool Villa near Attractions!

Luxury Home w/ Pool & 6 Beds near Disney

Modern Luxury Kissimmee Retreat

Lovely new rental, 1 to 4 guests, great location

Modern Cottage Near Disney World | Top Rated

Home for 2! King, Heated Pool, Balcony
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,753 GYD | G$31,172 GYD | G$32,636 GYD | G$32,009 GYD | G$28,034 GYD | G$29,916 GYD | G$31,381 GYD | G$27,615 GYD | G$25,523 GYD | G$26,988 GYD | G$30,335 GYD | G$35,774 GYD |
| 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 vacation rentals with a pool in Kissimmee

Total vacation rentals
Explore 6,620 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at G$4,184 GYD per night before taxes and fees

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

Family-friendly vacation rentals
5,800 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
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 vacation 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
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






