
Holiday rentals with breakfast in Kissimmee
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals 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

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

10Br Pet Friendly - sleeps 31
Welcome to the newly created Rainforest Paradise! This is the place you've been searching for to bring your family and friends to. Enjoy your private luxurious Aladdin themed movie theater, mind-blowing Rainforest Gameroom with super cool game center and lounge, beautiful pool, hot tub, Tiki Bar, and huge outdoor dining area. Gorgeous kitchen, formal dining all gorgeously designed. Located in Windsor at Westside, you can enjoy all the waterpark amenities such as the lazy river & splash pad!

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!

Clubhouse Disney: HeatPool, BBQ, Fire Pit, HotTub
Immerse yourself in the luxurious & entertaining ambiance of our 8BR, 5.5 Bath, home in the premier Davenport ChampionsGate community. It offers a relaxing & fun retreat close to Disney World & other major theme parks & lazy river. Please reach out if you need anything. Here’s a glimpse of what’s included: ☀ 8 Comfortable Bedrooms ☀ Open-Design Living Area ☀ Heated Pool & Jacuzzi ☀ Home Cinema ☀ Smart TVs ☀ Fast Wi-Fi ☀ Parking + EV Charger ☀ Resort Amenities (Golf, Pools, Gym, Games...)

*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

★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.

4BD All-suites luxury home with BBQ near Disney!
Welcome to our charming home for 8! Experience the seamless fusion of opulence and coziness at this spacious retreat! Our unbeatable location situates you just minutes from Disney World, the excitement of Universal Studios, an array of exclusive dining options, outlet shopping, and much more! Enjoy your private grill area, creating unforgettable family moments. This perfect property provides everything you need to relax! *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.

King Bed | Theme Park Hotel Free Shuttle Included
FREE SHUTTLE ride to ALL the major theme parks—Disney, Epcot, Universal, and SeaWorld. Everything you need for an unforgettable vacation is right at your fingertips. Just 1 minute from the entrance of Walt Disney World, this charming Mickey-themed studio is the ultimate getaway for travelers who want to immerse themselves in the magic of Disney!
Popular amenities for rentals with breakfast in Kissimmee
House rentals with breakfast

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

Villa REVO Orlando: all-in-one 5 star vacation!

Solterra Sunscape

Star War Room & Game Room + Waterpark Access

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

Spacious and Luxury 8 Bedrooms - Near Sea World

THE EPIC OASIS • Game Room • Pool • Near Disney

5BR Villa |2 Game Rooms |Heated Pool| 10 min Parks
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

Family fun in spacious 1BR Vacation Village

Modern Suite By The Airport! Free Breakfast & Pool

Tropical Essence
Bed and breakfast rentals with breakfast

2 Bedrooms (in our home) near Universal, Disney

Glückliches Haus I -breakfast & private bathroom

1 Bedroom (in our home) near Universal, Disney

Kapp and Kappy B&B - Verona Room

Kapp and Kappy B&B - Dancing Horse Room
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 SGD | $157 SGD | $173 SGD | $170 SGD | $128 SGD | $180 SGD | $187 SGD | $126 SGD | $113 SGD | $118 SGD | $149 SGD | $194 SGD |
| 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 $25 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
70 of Kissimmee holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Orlando / Kissimmee KOA
- Give Kids the World Village
- 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
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Camping World Stadium
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club






