
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.

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 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!

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

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!

Modern Domes | Pool | Hot Tub Private Retreat!
Reserve your stay with us now and take advantage of the following amenities: Newly Built- Our facilities are completely new Climate Control- Enjoy cold AC/heat with fans and full insulation for comfort Complete Privacy Pool with pool toys and floats Hot Tub High-Speed WiFi Coffee Bar Hammock for Two Entertainment- TV with Netflix, Hulu, etc. Private Outdoor Shower- Enjoy a hot shower in a secluded setting. Private Fire Pit Variety of Games Secure Location- Gated area with keypad entry

*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

Relax Away Retreat | Cozy Cabin
Book with us now and receive access to all of these amenities: •Lightning Fast Internet •Mini Golf & Plenty of Games •Private Fire Pit •Private Swinging Bench •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •TV (Adjustable) •Modernized Brand New Full Bathroom •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •Nearby All Major Attractions •And Much More! Book with us now!
Popular amenities for Osceola County Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

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

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

3Ks Sweet Escape – A Cozy Slice of Paradise

Pool Home close to Disney

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

Paradise Landing

GemStone Retreat

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

WG 1bd & 2bd lux villa 1 mile to Disney w/Jacuzzi

Royal 2 Wonderful Apart/Hôtel With Pool

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

Orange lake village 10min parks

Jacuzzi Suite, Westgate Resort

Family fun in spacious 1BR Vacation Village

DeluxeTwo Bedroom Villa!

Family 3BR apt near Disney!
Other holiday rentals with breakfast

Paradise Palace

Total Bliss (luxury condominium)

Kapp and Kappy B&B - Dancing Horse Room

Near Disney | Free Breakfast & Parking + Shuttle

Splash & Save: Lakeside Pool Resort + Breakfast

Cozy Townhome Fast Wifi Pools+Jacuzzi Near Disney

Private Entrance King Suite private bathroom

Emerald Island Getaway – Sleeps 13!
Destinations to explore
- Rentals with a patio Osceola County
- Cottage rentals Osceola County
- Rentals with lake access Osceola County
- Aparthotel rentals Osceola County
- Holiday home rentals Osceola County
- Family-friendly rentals Osceola County
- Hotel rooms Osceola County
- Ski-in/ski-out rentals Osceola County
- Luxury rentals Osceola County
- Guesthouse rentals Osceola County
- Rentals with a hot tub Osceola County
- Smoking-friendly rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Rentals with outdoor seating Osceola County
- Beachfront rentals Osceola County
- House rentals Osceola County
- Villa rentals Osceola County
- Cabin rentals Osceola County
- Waterfront rentals Osceola County
- Bed and breakfasts Osceola County
- Loft rentals Osceola County
- Private suite rentals Osceola County
- Rentals with beach access Osceola County
- Apartment rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Rentals with pools Osceola County
- Condo rentals Osceola County
- Rentals with an EV charger Osceola County
- Resort rentals Osceola County
- Serviced apartment rentals Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with a kayak Osceola County
- Rentals with a fireplace Osceola County
- Boutique hotels Osceola County
- Tiny house rentals Osceola County
- Rentals with a home theatre Osceola County
- Campsite rentals Osceola County
- Rentals with a fire pit Osceola County
- RV rentals Osceola County
- Pet-friendly rentals Osceola County
- Rentals with breakfast Florida
- Rentals with breakfast United States
- 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
- Sebastian Inlet
- Playalinda Beach
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!




