Holiday rentals with breakfast in Osceola County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Osceola County

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

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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, 11 reviews

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

Guest favourite

A private, screened-in pool area features a sparkling blue pool surrounded by paver stone flooring. Sunlight streams in through the tall glass enclosure, enhancing the serene atmosphere. Lush greenery is visible beyond the enclosure, adding a touch of nature to the space.

Home in Osceola County

4.79 out of 5 average rating, 14 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!

Guest favourite

Home in Kissimmee

5 out of 5 average rating, 6 reviews

Themed Resort Home with Arcade, Pool and Spa

Professionally designed for an unforgettably FUN and HASSLE-FREE vacation! ☆ DK GAME ROOM with ARCADE ☆ OUTDOOR smart Projector ☆ RESORT CLUBHOUSE ☆ LAKE VIEW ☆ Private heated POOL and SPA ☆ Ultra comfortable beds. Sleeps up to 20 guests ☆ CUSTOM Little Mermaid room with slide ☆ EPIC Star Wars themed bedroom with slide ☆ Smart TVs in every bedroom ☆ Luxury linens ☆ Fully stocked COFFEE BAR ☆ Fully stocked kitchen with cookware, dinnerware with extras ☆ Popcorn bar 20 Mins to Disney World

Guest favourite

Villa in Kissimmee

4.94 out of 5 average rating, 17 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!

Top Guest favourite

A collage of vibrant images showcases various amenities, including a secluded pool area, themed rooms, and a whimsical tunnel. A playful Trolls-themed section captures children's creativity, while a modern game room highlights entertainment options. An inviting outdoor space complements the overall family-friendly atmosphere.

Home in Davenport

4.98 out of 5 average rating, 104 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!

Top 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.

Apartment in Kissimmee

4.88 out of 5 average rating, 139 reviews

*NrDisney*BrandNew*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

Guest favourite

Home in Kissimmee

4.85 out of 5 average rating, 193 reviews

Amazing 3 BD home w/ Elevator & BBQ - near Disney!

Welcome to our fascinating home for 6! Experience the seamless fusion of opulence and coziness at this spacious retreat! Our prime location offers the best of the area, an array of exclusive dining options, outlet shopping, and much more! Enjoy your private grill area, creating cherished family moments. This perfect property provides all the amenities necessary and also a luggage elevator making your stay even more convenient. *Themed Breakfast service is optional at an additional fee.

Superhost

The living room features a comfortable sofa and a chair, complemented by a coffee table and a dining area with six black chairs. An arcade game can be seen in the corner, while sliding glass doors provide natural light and access to the outside balcony.

Condo in Kissimmee

4.69 out of 5 average rating, 179 reviews

★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.

Top Guest favourite

An outdoor area features a crystal-clear heated pool accompanied by a relaxing hot tub, both set against a vibrant sunset backdrop. String lights illuminate the space, providing a cozy ambiance. Lush greenery and an open landscape are visible beyond the pool enclosure.

Home in Davenport

4.97 out of 5 average rating, 35 reviews

SEEN ON TV | Themed Rooms | Arcade, Pool & Resort

🎢 SLEEPS 25 🌟8 THEMED ROOMS 🕵️‍♂️ Escape Rm ☕️Coffee & Popcorn Bar 🕹️Arcade 🌟 Fully Stocked Kitchen 👩‍🍼Stroller/Pack N' Play/High Chair 🥵Private HEATED POOL and Hot Tub 🛜High Speed Wi-Fi "This was the best AirBnB experience I've ever had, The house was well stocked, clean, and themed extremely well" Jason 2024 Experience Magic Manor, an immersive luxury home curated for your ultimate ENJOYMENT! Modern 9 bedroom, 8 bathroom home sleeps up to 25.

Superhost

A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.

Home in Haines City

4.79 out of 5 average rating, 138 reviews

Highly Rated: Pool, Golf Views, Disney, Legoland

Welcome to your ultimate 3BR/2BA getaway—where every day feels like a highlight reel! 🏡💫 💦 Dive, splash, repeat in your private pool ⛳ Sip, savor & soak in those dreamy golf views 🎢 Disney, Universal & Legoland? Just minutes away! Perfect for family fun or golf-lover escapes, this stylish retreat brings modern vibes, a chef-ready kitchen 🍳, and oh-so-comfy chill zones 🛋️. ✨ Like a resort, but all yours! Book now & let the good times roll! 🌴🎉 🌟 Let the memories begin! 😎

Superhost

A spacious bedroom is displayed, featuring a cozy bed adorned with neutral-toned bedding and green accents. Sliding wooden barn doors provide a modern touch, while natural light filters through partially curtained windows, highlighting the room's inviting atmosphere.

Cottage in Davenport

4.92 out of 5 average rating, 206 reviews

$69! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

Guest favourite

Home in Kissimmee

5 out of 5 average rating, 9 reviews

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.*