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Holiday rentals with breakfast in Kissimmee

Find and book unique rentals with breakfast on Airbnb

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 $39 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

Top-rated rentals with breakfast in Kissimmee

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Superhost
An inviting outdoor space features a heated pool surrounded by lounge chairs. A movie screen is positioned by the water, displaying a film scene. Soft, colorful lighting enhances the area, creating a relaxing atmosphere for evening enjoyment.
Villa in Kissimmee
4.89 out of 5 average rating, 18 reviews

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!

Top guest favourite
Cabin in Kissimmee
5 out of 5 average rating, 27 reviews

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

Top guest favourite
A modern living room is showcased, featuring a cozy seating arrangement with gray sofas positioned around a central table. A flat-screen TV is mounted on the wall, with plants and decor enhancing the space. Natural light floods in through the windows, brightening the room.
Home in Kissimmee
5 out of 5 average rating, 28 reviews

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

Guest favourite
Home in Osceola County
4.79 out of 5 average rating, 24 reviews

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!

Top guest favourite
Home in Kissimmee
4.91 out of 5 average rating, 23 reviews

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.

Superhost
Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.
Home in Kissimmee
4.82 out of 5 average rating, 131 reviews

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

Top guest favourite
Villa in Kissimmee
4.97 out of 5 average rating, 32 reviews

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!

Guest favourite
Flat in Orlando
4.8 out of 5 average rating, 101 reviews

Luxury Condo -> Universal Resort

Embrace the thrill of Orlando with our luxurious condo, a mere 1 mile from UNIVERSAL ORLANDO & EPIC UNIVERSE! Experience the magic and excitement of world-class attractions, like The Wizarding World of Harry Potter, just minutes away. After exhilarating adventures, retreat to our stylish haven with resort and modern amenities. Unwind in the pool, or hit nearby dining and entertainment spots. Make your Orlando vacation unforgettable – book now and immerse yourself in the heart of excitement!

Top guest favourite
Home in Davenport
4.98 out of 5 average rating, 122 reviews

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!

Guest favourite
A modern living area features a comfortable sofa in a neutral tone, a round dining table with mint green chairs, and a decorative coffee table. A large television is mounted on the wall, while soft natural light filters through sheer curtains.
Flat in Kissimmee
4.89 out of 5 average rating, 165 reviews

*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

Superhost
Townhouse in Kissimmee
4.76 out of 5 average rating, 111 reviews

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.

Top guest favourite
Villa in Four Corners
5 out of 5 average rating, 21 reviews

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

Popular amenities for rentals with breakfast in Kissimmee

When is the best time to visit Kissimmee?

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Avg. price$155 SGD$181 SGD$127 SGD$173 SGD$131 SGD$184 SGD$190 SGD$128 SGD$115 SGD$120 SGD$151 SGD$198 SGD
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