
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.

Disney WOW ; HeatPool, BBQ Grill, FirePit, Karaoke
Immerse yourself in the luxurious and entertaining ambiance of our 8BR, 5.5 Bath, home in the premier Davenport ChampionsGate community. It offers a relaxing and fun retreat close to Disney World and other major theme parks and 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...)

Authentic Disney Fort Wilderness Cabin near WDW-2
Authentic Fort Wilderness family cabin from Walt Disney World upgraded with extra classic Disney style. Welcome to our family vacation home in Kissimmee next to Celebration. 9 min. to WDW arch 18 min. to Magic Kingdom (no I-4 traffic) Sea World & Universal also nearby Beaches 1 hr. drive Shop, dining & bus service to WDW all walking distance Accommodates a large family: Full bathroom Full kitchen Queen bed 2 bunk beds Pull out double bed sofa Fold up cot All Disney quality Not Disney affiliated

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

Dreamy Waterside Villa | Heated Pool & Near Disney
Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

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!

*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.

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.

Relaxing home w/ screened pool & game room
Welcome to your Orlando-area retreat - a bright, easygoing home designed for relaxing between adventures! 🛏 Sleeps 10 | 4 bedrooms | 7 beds | 3 baths 🏊 Private pool & spa - open year-round 🎮 A/C game room w/ ping pong, pool table & arcade games 🌿 Screened patio w/ outdoor dining & gas BBQ 🧑💻 Fast wifi & dedicated workspace 🐾 Pet-friendly
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

Spacious and Luxury 8 Bedrooms - Near Sea World

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

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

NO Resort Fee Only 10 Mins To Disney & Heated Pool

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

DeluxeTwo Bedroom Villa!
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 | $144 SGD | $158 SGD | $173 SGD | $171 SGD | $129 SGD | $181 SGD | $187 SGD | $126 SGD | $113 SGD | $118 SGD | $149 SGD | $195 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
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






