
Holiday rentals in Kissimmee
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Top-rated holiday rentals in Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.

Casita bonita
You'll love this unique and romantic escape of our tiny home — perfect for couples or solo travelers seeking a peaceful retreat. Nestled in a quiet neighborhood, this space features everything you need: a comfy full size bed, a compact but fully equipped kitchen, and a relaxing outdoor area. Enjoy morning coffee on the back patio, stargazing at the stars and the simplicity of tiny living with modern comforts. Just minutes from local attractions, Disney, Epic universe, Sea World, Volcano Bay, etc

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!

Private Suite with Independent Entrance
Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

Paradise Suite
Relax with the whole family at this peaceful place to stay. The spacious living area features windows that flood the space with natural light, while the kitchen is equipped with stainless steel appliances and granite countertops. The master bedroom offers a peaceful oasis with a spa-like master bath and walk-in closet. Property is located in a gated Golf community with a 3 mile walking trail that offers beautiful lake views. close to major intersections and shopping mall less than 2 miles

Small Studio Apartment
The apartment is attatched to the main house, but has its own entrance. The studio will provide guest with complete privacy The kitchen is equipped with a fully furnished setup; including pots, pan oven, fridge and more. Full size bed is provided. Bathroom will have towels, soap, shampoo, conditioner, and hair dryer Othe amenities include a TV with Netflix, wifi, Alexa, window AC unit, parking right in front, and a quiet neighborhood. Any questions or concerns you can contact me.

*NEW* Villa Amalfi Boho• FreeParksShuttle•PoolView
Welcome to Villa Amalfi, a brand-new, boho-inspired luxury retreat located in the heart of Lake Buena Vista – Orlando, just minutes from Disney, Universal, and Orlando’s best shopping and dining. Enjoy free shuttle service to the theme parks, so you can relax and focus on making memories - no parking stress — no extra cost. This thoughtfully designed space blends Mediterranean charm with cozy textures and natural tones. Every corner was curated to offer both comfort and style.

Bliss Vibes King Bed 12 Min-Parks/Shops/Golf
Find your calm at Boho Bliss Haven—a stylish, professionally cleaned escape just 12 minutes from the theme parks. This cozy retreat blends earthy tones and boho charm to create a relaxing, curated space. We've provided everything for your comfort and enjoyment. Dive into the pool, unwind with games, or hit the gym nearby. Our prime location is minutes from theme parks, restaurants, shopping, and golf courses. Boho Bliss Haven offers comfort, convenience, and a touch of magic.

*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.

304 Storey Lake new 6guests 2 BDRS near lake/Club
STOREY LAKE - 6 GUESTS - 2 BEDROOMS - 2 BATHROOMS - LAKE & CLUBHOUSE VIEW DON'T MISS OUT! BE ONE OF THE FIRST TO RENT THIS STUNNING NEWLY DECORATED APARTMENT! This gorgeous apartment has been newly decorated by interior designers (B&Design) with elegant, modern, and airy décor. Enjoy breathtaking lake and clubhouse views from this beautifully furnished space. (3151 Prd Cic)

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.

"Little Blue House" Getaway Near the Disney Parks
Your home away from home! Enjoy a comfortable and relaxing stay in our Casa Azul. Spacious and modern, it features a bedroom with a double bed, a private bathroom, a living room with a sofa bed, a dining room, and a fully equipped kitchen. Ideal for vacations with family or friends.

Comfortable Apartment in Kissimmee
Welcome to our apartment, a cozy and warm place where you can get away for a vacation or a business trip. My family and I will try our best to make your stay unique and unforgettable. So, please feel at home and make great memories in the city.
Popular amenities for Kissimmee holiday rentals
Stay near Kissimmee's top sights
Other great holiday rentals in Kissimmee

“Cozy Studio apartment “

The Magic Kingdom 9BR Resort Pool Home Near Disney

Priv Entr/Pool/No Kids Under 10/Check in 4pm

Bedroom near Airport/Attractions - Full Size Bed

Rare Gem-20 Minutes from Disney

Magical Room 13 min from Disney and Outlets

Star Wars Room at Compass Bay

Vacation Villa 5 min Disney #13
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 121 | € 125 | € 130 | € 126 | € 112 | € 119 | € 133 | € 116 | € 106 | € 109 | € 116 | € 137 |
| 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 in Kissimmee

Total holiday rentals
Explore 7,290 holiday rentals in Kissimmee

Verified guest reviews
Over 257,530 verified reviews to help you choose

Family-friendly holiday rentals
6,160 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,150 rentals that welcome pets

Holiday rentals with a pool
6,590 properties feature pools

Rentals with dedicated workspaces
4,000 properties have a dedicated workspace

Wifi availability
7,110 of Kissimmee holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Pet-friendly and Laptop-friendly workspace 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
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Ventura Country Club

