
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.

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

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!

*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

Minnie Mansion Luxury Disney Home Arcade Pool BBQ
Our Disney themed “Minnie Mansion” 6 bedroom, 6 bathroom pool home is meticulously clean and newly renovated. It's only a 10 mile drive away from Mickey and all his friends, located on the fabulous Champions Gate Resort. 1st floor Kitchen - Mickey themed 1. King bed 2. Queen bed Game Room - Avengers Lanai - Finding Nemo 2nd floor Loft - Mickey themed 3. Princess - 4 twin beds 4. Pirates - 1 full bed, 2 twin beds 5. Toy Story - 1 Queen bed, 1 twin bed 6. Primary bedroom - King bed

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.

Pool home w/ arcade, pool table & breakfast
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 games, pool table & game console 🍳 Fully equipped kitchen & breakfast included 👨👩👧 Family-friendly w/ crib, high chair, kids' toys & board games 🐾 Pet-friendly

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.*
Popular amenities for rentals with breakfast in Kissimmee
House rentals with breakfast

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

The Paradise Retreat8 by Disney/Universal/seaworld

Modern Family Pool Home 14 Miles From Disney

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

Paradise Landing

Spacious and Luxury 8 Bedrooms - Near Sea World

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

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

FREE Breakfast & Parking! Only 10 mins to Disney!

15 Mins or less from Universal/Disney/Convention

2 bedroom villa resort near disney world

Bonnet Creek Resort

Orange lake village 10min parks

Disney Condo w/Great Views- 70

Modern Suite By The Airport! Free Breakfast & Pool

Marriott's Great View
Other holiday rentals with breakfast

Close to Universal & SeaWorld | Free Breakfast

Disney Vacation Home 20 mins away from Parks !

Great Location! Pool, Free Breakfast and Parking

Near Universal Orlando Resort + Breakfast & Pool

Cozy Townhome Fast Wifi Pools+Jacuzzi Near Disney

Close to SeaWorld + Free Breakfast & Shuttle

Private Entrance King Suite private bathroom

Private Cozzy Suit /Nothing is Shared
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 SGD | $179 SGD | $125 SGD | $172 SGD | $129 SGD | $182 SGD | $188 SGD | $127 SGD | $114 SGD | $119 SGD | $150 SGD | $196 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 60 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $38 SGD 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 & 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
60 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
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
- Orlando / Kissimmee KOA
- 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
- Island H2O Live!
- Southern Dunes Golf and Country Club
- University of Central Florida
- ChampionsGate Golf Club







