Holiday rentals with breakfast in Osceola County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Osceola County

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!

ValueFamilyParks

Top guest favourite

Cabin in Kissimmee

5 out of 5 average rating, 33 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

ValueFamilyHospitality

Top guest favourite

Home in Kissimmee

5 out of 5 average rating, 32 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

LocationFamilyLayout

Superhost

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!

LocationValueNearby

Top guest favourite

Home in Davenport

4.98 out of 5 average rating, 126 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!

ValueFamilyNearby

Guest favourite

A wooden house is situated beside a deep water canal, with lush greenery surrounding the property. A dock is visible at the water's edge, alongside a small area for outdoor seating. The structure features an upper deck and is complemented by a neatly landscaped yard.

Guest suite in Haines City

4.92 out of 5 average rating, 112 reviews

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry

Come wake up to birds singing, looking out your windows to a nice deep water canal view. The canal leads to Lake Hatchineha (great fishing). TVs in every room. Fully loaded kitchen; private entrance. There is a porch, laundry and deck area shared with one other apt. Free laundry . We are 45 min from MCO(airport) 45 min from Disney and 15 minutes to Legoland. Bok Towers is a unique park that is 18 miles away. Star gazing and bicycling or fishing. Port 27 is 20 min with fun food and drinks

ValueFamilyBiking

Superhost

Dome in Davenport

4.88 out of 5 average rating, 43 reviews

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

FamilyLocationGrill

Superhost

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

4.88 out of 5 average rating, 173 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

LocationValueOutdoor spaces

Superhost

Townhouse in Kissimmee

4.75 out of 5 average rating, 116 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.

LocationValueCheckout

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

4.93 out of 5 average rating, 227 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!

ValueLocationHospitality

Superhost

A bright living space features a comfortable sofa and a vintage trunk as a coffee table. This area includes a dining table set for four and a compact kitchen with bar seating. Natural light fills the room through large windows, highlighting colorful wall art.

Guest house in Davenport

4.88 out of 5 average rating, 218 reviews

Winsome Farm Guest House

*Rest, *Relax, *Refresh, *Renew Here! Business travel? Vacationing? Escape the hectic pace but be nearby to all Central Florida amusements, restaurants, shopping, theater. Mid-way between east and west coast beaches. Large screened back porch overlooks nature conservancy. Farm to table fresh vegetables and fruits in seasonal garden right out your door and daily fresh eggs, should you choose to cook in fully outfitted kitchen or electric grill outside.

LocationFamilyLaundry

Superhost

Townhouse in Kissimmee

5 out of 5 average rating, 3 reviews

LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

Your Orlando vacation should be about making memories, not sharing bathrooms. That's why this beautifully appointed luxury townhome in the exclusive Magic Village Resort stands out from the rest—every bedroom features its own private ensuite bathroom, providing the privacy and convenience that families and groups rarely find in vacation rentals.

LocationKitchenComfort