
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 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

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!

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.

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*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

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.

New Resort | Themed | Private Pool | Near Disney
Professionally designed for an unforgettably FUN and HASSLE-FREE vacation! ☆ ONSITE WATERPARK ☆ Themed GAME ROOM with ARCADE and premium gaming lounge ☆ Ultra comfortable beds. Sleeps up to 11 guests ☆ Custom-themed Moana bedroom ☆ 2 Luxury King Suites + 1 Queen Suite ☆ Luxury linens ☆ Private POOL ☆ Fully stocked COFFEE BAR ☆ Fully stocked kitchen with cookware, dinnerware with extras ☆ Popcorn maker ☆ Minutes to Disney World and Universal Studios. ☆ Family-friendly
Popular amenities for Kissimmee Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

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

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

Lovely villa/Ideal for long stay/txt for discounts

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

"5 Star Rated" Mill Creek Disney World Area 2753

THE DREAMERS VACATION/6 MILES TO DISNEY!
Apartment rentals with breakfast

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

NO Resort Fee Only 10 Mins To Disney & Heated Pool

Epic Stay Near Disney

2 bedroom villa resort near disney world

Bonnet Creek Resort

Orange lake village 10min parks

Disney Condo w/Great Views- 70

Family fun in spacious 1BR Vacation Village
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 | $162 AUD | $178 AUD | $195 AUD | $192 AUD | $145 AUD | $204 AUD | $211 AUD | $142 AUD | $128 AUD | $133 AUD | $168 AUD | $220 AUD |
| 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 $29 AUD 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 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
70 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
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Give Kids the World Village
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Shingle Creek Golf Club
- Universal's Islands of Adventure






