
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-1
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 Luxe
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!

Wonderful 4BD Home, Toy Story&Mickey Room w/Pool!
Welcome to your perfect vacation home for 10! Immerse yourselves in comfort and luxury in our extraordinary home. Transport your guests into a world of magic as they choose to sleep in the Toy Story, Harry Potter, or Mickey's room, where each room offers a world of enchantment and imagination. Enjoy the Florida sun and take a refreshing dip in the private pool on the screened patio, perfect for unwinding after a long day of adventures! *Themed Breakfast service is optional at an additional fee.

Best Location! Best Location! Villa in Kissimmee
Relax, power up, and make unforgettable memories at this Mario themed 4-bedroom vacation home, perfect for families and groups. Enjoy a sparkling private pool, outdoor BBQ grill, and the comfort of a secure gated community. Located just minutes from Walt Disney World, with easy access to US-192 and US-27, you’ll be close to outlet shopping, world-class dining, and top attractions. After a day of adventure, unwind in your own playful themed retreat. Pool heating available for an additional fee.

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!

Lovely villa/Ideal for long stay/txt for discounts
The tranquil atmosphere, combined with convenient access to major attractions, shopping, and grocery stores, makes this property highly attractive to travelers. Its location directly off Highways US-27 and 192 ensures easy access to transportation networks, further enhancing guest convenience. Our dedicated housekeeping and management team is committed to providing a seamless and enjoyable stay. Please do not hesitate to contact us with any questions or concerns regarding this villa.

*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

Disney 8-bedroom Villa Pool Resort BBQ Game Room
Welcome to Disney Wishes Villa, your ultimate family getaway nestled in the heart of Orlando! This spacious 8-bedroom, 5-bathroom home is designed for fun and relaxation. Dive into your private pool, watch movies in your private home theater, challenge your family in the arcade, or enjoy a BBQ under the stars. Luxury amenities, free pool heat, free bbq, free Wi-Fi, it's the perfect home base for your family vacation. Just a stone's throw from Disney, your magical vacation awaits

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.
Popular amenities for Kissimmee Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

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

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

Mickey's Sunset Villa

Modern Family Pool Home 14 Miles From Disney

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

5BR Villa |2 Game Rooms |Heated Pool| 10 min Parks
Apartment rentals with breakfast

Royal 2 Wonderful Apart/Hôtel With Pool

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

NO Resort Fees 10 mins to Disney! FREE Breakfast!

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

Cathy's Bed and Shred
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $165 AUD | $181 AUD | $199 AUD | $196 AUD | $148 AUD | $207 AUD | $215 AUD | $145 AUD | $130 AUD | $136 AUD | $171 AUD | $224 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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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- 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
- Island H2O Live!
- Give Kids the World Village
- Southern Dunes Golf and Country Club






