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

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
NEW outdoor movie experience for the BEST staycation EVER! It's “Disney Glam”, it's mid-century modern, & get this: EVERY bedroom has a Magic Kingdom theme (even adult rooms!) because that’s what the Disney spirit is all about! After a fun day at WDW (6 mi. away) or Universal Studios (17 mi.), unwind in our Jacuzzi with fun string lights above! Not going to the parks? Relax in our heated pool, cook out on our grill & enjoy DISNEY+ on our 55in SmartTV (all free of charge)! We offer TWO work spaces for all your virtual work and school needs and we just installed a NEW TP-Link Deco Mesh WiFi System(Deco M3) – Up to 4,500 sq.ft Whole Home Coverage in 20201! We also have a NEW AC unit in our garage game room for all year round enjoyment! Plus our gated community has a gym, tennis, volleyball, playgrounds, & a Tiki bar!

Authentic Disney Fort Wilderness Cabin near WDW-2
Authentic Fort Wilderness family cabin from Walt Disney World upgraded w/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 large family: Full bathroom Full kitchen Queen bed 2 bunk beds Pull out double bed sofa Fold up child’s 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

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

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.

Family pool escape w/ game room near the parks
Welcome to your Orlando-area escape - a spacious 5-bedroom home with a private pool, game room & everything your group needs for an unforgettable Florida getaway! 🛏 Sleeps 12 | 5 bedrooms | 7 beds | 2.5 baths 🏊 Private pool w/ outdoor furniture & BBQ grill 🎮 Game room w/ arcade, pool table & game console 🍳 Fully equipped kitchen & breakfast included 👨👩👧 Family-friendly w/ crib, high chair, kids' toys & board games 🐾 Pet-friendly

Disney/Orlando Animal Kingdom Luxy Stay
Our Animal Kingdom themed house is located only short 15 amay from Disney Parks. Includes 4 themed bedrooms, heated pool, fully stuffed kitchen and relaxing spa for mom. Arcade, board games form entire family, and Poker table for older kids.
Popular amenities for Kissimmee Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

5M+ TikTok Views! |15BR|Pool|Theater|Spa|Lakeside!

Lovely villa/Ideal for long stay/txt for discounts

Modern Family Pool Home 14 Miles From Disney

Star War Room & Game Room + Waterpark Access

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

Paradise Landing

Large Golf Course home w/Pool, Hot Tub & Game Room

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

3BR Townhome Near Disney World & Old Town!/Resort

FREE Breakfast & Parking! Only 10 mins to Disney!

Vacation Ready 3BR Condo Resort Near Disney

15 Mins or less from Universal/Disney/Convention

2 bedroom villa resort near disney world

Disney 2bed unit w/ free parking + No Resort Fee

Bonnet Creek Resort

Modern Suite By The Airport! Free Breakfast & Pool
Bed and breakfast rentals with breakfast

Glückliches Haus I -breakfast & private bathroom

Private Entrance King Suite private bathroom

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 NZD | $239 NZD | $167 NZD | $228 NZD | $172 NZD | $242 NZD | $250 NZD | $169 NZD | $152 NZD | $158 NZD | $199 NZD | $261 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 60 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 1,810 verified reviews to help you choose

Family-friendly holiday rentals
20 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
60 of Kissimmee holiday rentals include Wi-Fi 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
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- University of Central Florida
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports







