
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

The Paradise Retreat8 by Disney/Universal/seaworld
Welcome to your Orlando retreat! This spacious 5-bedroom, 4.5-bathroom townhome at the exclusive Azur Resort offers everything you need for an unforgettable vacation. Designed with comfort and style in mind, this home is ideal for families, groups, and anyone looking to explore the magic of Orlando. Located just mins from Orlando's top attractions- Disney World, Universal, and world-class shopping and dining. You’re at the center of it all! Book now and start making memories at the Azur Resort!

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*NewlyRenovated*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.

10 min to Disney | Karaoke | Game
Tired of ordinary? Welcome to EXTRAORDINARY! Zen place is more than just a vacation rental—it’s an experience. Just 10 minutes from Disney World, this peaceful retreat was inspired by the Zen culture of art and balance. Every detail has been carefully designed to bring you comfort, relaxation, and joy, creating a space where guests can feel both recharged and entertained. *We also offers free snacks, coffee, and instant noodles.*

THE EPIC OASIS • Game Room • Pool • Near Disney
Welcome to The Epic Oasis, your modern family retreat just minutes from Disney! This beautifully designed home offers the perfect blend of comfort, fun, and style — featuring a full game room, themed bedrooms, and access to a resort-style pool, mini golf, water park, and more. Whether you’re here for the parks, the amenities, or a relaxing getaway, this home has everything you need for an unforgettable stay.
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!

New Resort | Themed | Private Pool | Near Disney

Modern Family Pool Home 14 Miles From Disney

Solterra Sunscape

Star War Room & Game Room + Waterpark Access

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

"5 Star Rated" Mill Creek Disney World Area 2753
Apartment rentals with breakfast

WG 1bd & 2bd lux villa 1 mile to Disney w/Jacuzzi

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

Disney Resort NO FEES, Free Breakfast & Parking

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
Bed and breakfast rentals with breakfast

2 Bedrooms (in our home) near Universal, Disney

Glückliches Haus I -breakfast & private bathroom

Private Entrance King Suite 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 | $143 SGD | $157 SGD | $172 SGD | $169 SGD | $128 SGD | $180 SGD | $186 SGD | $125 SGD | $113 SGD | $118 SGD | $148 SGD | $193 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
- 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






