
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

Perfect 4 BD home w/ Pool&BBQ - near Disney!
Welcome to our enchanting home for 10! 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 relax and unwind. *Themed Breakfast service is optional at an additional fee.

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

Themed Resort Home with Arcade, Pool and Spa
Professionally designed for an unforgettably FUN and HASSLE-FREE vacation! ☆ DK GAME ROOM with ARCADE ☆ OUTDOOR smart Projector ☆ RESORT CLUBHOUSE ☆ LAKE VIEW ☆ Private POOL and SPA ☆ Ultra comfortable beds. Sleeps up to 20 guests ☆ CUSTOM Little Mermaid room with slide ☆ EPIC Star Wars themed bedroom with slide ☆ Smart TVs in every bedroom ☆ Luxury linens ☆ Fully stocked COFFEE BAR ☆ Fully stocked kitchen with cookware, dinnerware with extras ☆ Popcorn bar 20 Mins to Disney World

★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.

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.

6BR Villa w/ Arcade, Themed Rooms & Pool/Spa
Room for everyone! 6BR/4BA villa minutes from the parks offers themed bedrooms, private screened pool, soothing spa and a full arcade room. Sleeping space for up to 14 guests Heated pool & spa, south-facing deck Star-Wars and Moana themed rooms Dedicated arcade with air-hockey & games Super-fast Wi-Fi, smart TVs in every room Love what you see? Tap “Reserve” before your dates disappear!
Popular amenities for rentals with breakfast in Kissimmee
House rentals with breakfast

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

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

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

THE EPIC OASIS • Game Room • Pool • Near Disney
Apartment rentals with breakfast

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

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 | $143 SGD | $157 SGD | $172 SGD | $169 SGD | $128 SGD | $179 SGD | $186 SGD | $125 SGD | $112 SGD | $117 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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Rentals with a cinema Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Flat rentals Kissimmee
- Beachfront rentals Kissimmee
- Family-friendly rentals Kissimmee
- Mansion rentals Kissimmee
- Cabin rentals Kissimmee
- House rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with pools Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Villa rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a sauna Kissimmee
- Lakehouse rentals Kissimmee
- Resort rentals Kissimmee
- Cottage rentals Kissimmee
- Private suite rentals Kissimmee
- Guest house rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Pet-friendly rentals Kissimmee
- Hotel rooms Kissimmee
- Rentals with a fireplace Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with lake access Kissimmee
- Holiday home rentals Kissimmee
- Rentals with breakfast Osceola County
- Rentals with breakfast Florida
- Rentals with breakfast United States
- 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
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Camping World Stadium
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






