
Holiday rentals with breakfast in Kissimmee
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Top-rated Holiday Accommodation with Breakfast in Kissimmee
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

Authentic Disney Fort Wilderness Cabin near WDW
Genuine Disney cabin purchased in 2024 from Fort Wilderness at Walt Disney World. These are authentic Disney cabins located only 2.8 miles from WDW and upgraded with extra Disney accents, style & decorative flavor. Great for families w/children for a long stay at a resort with pool, mini golf, playgrounds, dog park & wonderful amenities on site. Walking to shopping, restaurants, nature & entertainment. 10 minutes drive to Disney, 18 to MK, 16 min. To Hollywood, etc. Bus to MK through Celebration

Haven Luxury
Welcome to Haven Luxe – A Cozy Retreat with a Touch of Elegance Escape to a sanctuary where comfort meets sophistication. Haven Luxe offers an inviting blend of warm ambiance and upscale design, perfect for travelers seeking both relaxation and style. Sink into plush velvet furnishings, Whether you're savoring morning coffee by the pool, or cozying up with a book inside. 5 min from brightline train station and (MCO) Airport. 20 minutes from Theme parks. 2 from Publix, Walmart, CVS, shoppes

Luxury Lakefront Home 4 Bedroom with All Amenities
Luxury lakefront with central location between airport, downtown, stadiums, and theme parks. In town, yet feels secluded with large property and lots of wildlife. Enjoy Lake Views from open deck, dock, or from screened porch. Paddle Board available along with a built-in gas grill and an in-ground hot tub. Inside features an open kitchen with an island, a game room with a pool table, and a separate family room for TV. WIFI and cable available. King bed in master plus three queen bedrooms.

5 Minutes to Disney Free Shuttle King & queen bed
* FREE SHUTTLES * PREMIUM OUTLET MALL * EPIC * DISNEY * UNIVERSAL & SEA WORLD * FREE PARKING * NO RESORT FEE* Margarita Machine * Coffee Bar * Kitchen * Private Pool View Suite * 1 Bath * 1 KING BED 1 QUEEN * ADJUSTABLE BASE BEDS! Disney Springs 2 miles, Universal & Epic 6 miles * Heated Pool * Hot Tub * Gas BBQ Grills & Pizza Oven * OnSite Stroller Rental * Onsite Laundry * Ice Machines * Basketball * Game Room * Walk to Restaurant's & Shopping * Plush towels & Linens * MCO airport 20 Minutes

Disney Magic Awaits- Featured in WDW Magazine!
Welcome to Your Custom-Crafted Dream Vacation! Our uniquely designed home offers an extraordinary experience for your family’s ultimate getaway. Thoughtfully curated, it creates a serene retreat while your kids enjoy themed rooms, play areas, and activities. We’ve brought Disney magic to your doorstep, ensuring cherished family memories. With personalized touches and exclusive amenities, our home delivers a vacation like no other—proudly featured in WDW Magazine! See the magic in photos!

*NrDisney*BrandNew*LakeFront*APT
Experience lakeside living in this BRAND NEW 5-star luxury apartment, boasting a modern design near Disney and the airport. Perfect for executive stays or Disney vacations, the property is located just 20 minutes from Disney and the airport. Enjoy private outdoor dining on the patio, and unwind in the hammock while soaking up the serene atmosphere. This 5-star apartment offers off-street parking and complimentary Wi-Fi. Step out directly to the lake for stunning sunset and sunrise views

The Oasis Of Orlando!
"This Luxury studio apartment is connected to a single family home, with its own private and secure entrance. In our open floor plan you will find a queen bed , updated bathroom and walkin in closet where you can easily roll in your suitcase to store during your stay. Feel free to pour yourself a hot coffee in the AM and a glass of wine in the PM at our adorable kitchenette in which you will also find a toaster, microwave and mini fridge. Located just 10mins away from the MCO airport."

★5 Star Disney/Potter Villa w/Balc View & Arcade★
This Villa is located 5 to 30 mins to ALL Major Orlando Theme Parks. 3B/2B w/ balcony that overlooks the heated pool, hot tub and tennis courts. Relax while the children enjoy the arcade in the family room. Tennis rackets/balls & pool toys provided. Family friendly and stocked kitchen with waffle iron (some mix/syrup), toaster, pots and pans, spices. Baby gear is included. Plenty of space for 2 families. Netflix & High speed internet. Gym, gazebo & grills right next to your unit.

Incredible 4 BD home w/ Pool&BBQ - near Disney!
Welcome to our enchanting home for 8! Discover a perfect blend of comfort and charm in this expansive retreat. Our prime location places you just minutes away from the magic of Disney, the thrills of Universal Studios, a wide array of exclusive dining options, outlet shopping, and much more! Escape to your own private pool and grill area for quality family time. This beautiful property offers everything you need to unwind. *Themed Breakfast service is optional at an additional fee.

Spectacular! Disney/Universal Themed Home
Welcome to a truly unforgettable, one-of-a-kind Luxury themed home!! Inside, discover a custom-built pool table made from real car parts, two professional Mario Kart arcade machines, and 14 strategically placed TVs—guaranteeing nonstop entertainment in every room. Step outside into your private oasis, complete with a fully equipped summer kitchen, immersive surround sound, and outdoor TVs perfectly positioned so you can enjoy your favorite movies from the hot tub or pool.

Winsome Farm Guest House
*Rest, *Relax, *Refresh, *Renew Here! Business travel? Vacationing? Escape the hectic pace but be nearby to all Central Florida amusements, restaurants, shopping, theater. Mid-way between east and west coast beaches. Large screened back porch overlooks nature conservancy. Farm to table fresh vegetables and fruits in seasonal garden right out your door and daily fresh eggs, should you choose to cook in fully outfitted kitchen or electric grill outside.

Villa w/ private pool & spa near Disney
Welcome to a family-ready villa in the Orlando Area, designed for easy park days and relaxed evenings at home. - Sleeps 10 | 4 bedrooms | 7 beds | 3 baths - Private pool & spa - heating available for an extra fee - Single-level home w/ game room & themed kids’ room - Free resort access - gym, sports courts & fishing lake - Pet-friendly & long-term stays allowed - Fast WiFi, dedicated workspace & self check-in
Popular amenities for Kissimmee Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Minutes to Disney/Universal w/private tub(not hot)

Modern Family Pool Home 14 Miles From Disney

Solterra Sunscape

7 Bdrs, 14 beds, 7 baths heated pool & near Disney

Heated Pool & Spa by Disney +Universal •King Suite

"5 Star Rated" Mill Creek Disney World Area 2753

THE EPIC OASIS • Game Room • Pool • Near Disney

Ohana House at Windsor Island
Apartment rentals with breakfast

2BR. Condo-Resort, 2min. from Disney World!!- 72

Free Breakfast & Parking 2B Disney Resort Condo

2 bedroom villa resort near disney world

Bonnet Creek Resort

Disney Condo w/Great Views- 70

Modern Suite By The Airport! Free Breakfast & Pool

Tropical Essence

Full week at Saratoga Springs Resort King bed
Bed and breakfast rentals with breakfast

2 Bedrooms near Universal, Disney, Seaworld

Glückliches Haus I -breakfast & private bathroom

1 Bedroom near Universal, Disney, Seaworld

Kapp and Kappy B&B - Verona Room

Kapp and Kappy B&B - Dancing Horse Room

Cathy's Bed and Shred
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 NZD | $206 NZD | $226 NZD | $223 NZD | $168 NZD | $236 NZD | $245 NZD | $165 NZD | $148 NZD | $155 NZD | $195 NZD | $255 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 breakfast included in Kissimmee

Total holiday rentals
Explore 70 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 1,680 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Kissimmee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kissimmee rentals

4.6 Average rating
Kissimmee stays receive an average rating of 4.6 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
- Give Kids the World Village
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Aquatica
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Camping World Stadium






