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Holiday rentals with breakfast in Kissimmee

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Kissimmee

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

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Top Guest favourite
The exterior of a rustic cabin is adorned with warm string lights, creating a welcoming ambiance. A porch with steps leads up to the entrance, flanked by lush greenery. The wooden structure features a lighted wheel decoration and bright windows, giving it a charming appearance at dusk.
Cabin in Kissimmee
5 out of 5 average rating, 10 reviews

Authentic Disney Fort Wilderness Cabin near WDW

Genuine Disney cabin purchased in 2024 from Fort Wilderness at Walt Disney World. These are authentic Disney cabins located only 2.8 miles from WDW and upgraded with extra Disney accents, style & decorative flavor. Great for families w/children for a long stay at a resort with pool, mini golf, playgrounds, dog park & wonderful amenities on site. Walking to shopping, restaurants, nature & entertainment. 10 minutes drive to Disney, 18 to MK, 16 min. To Hollywood, etc. Bus to MK through Celebration

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, 16 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

Top Guest favourite
A serene lakefront scene showcases lush greenery framing a private dock. A boat is visible along the side, while comfortable lounge chairs are arranged under palm trees on a spacious lawn. A pergola patterns the deck area, inviting relaxation and enjoyment of the tranquil water views.
Home in Orlando
5 out of 5 average rating, 17 reviews

Luxury Lakefront Home 4 Bedroom with All Amenities

Luxury lakefront with central location between airport, downtown, stadiums, and theme parks. In town, yet feels secluded with large property and lots of wildlife. Enjoy Lake Views from open deck, dock, or from screened porch. Paddle Board available along with a built-in gas grill and an in-ground hot tub. Inside features an open kitchen with an island, a game room with a pool table, and a separate family room for TV. WIFI and cable available. King bed in master plus three queen bedrooms.

Guest favourite
Apartment in Orlando
4.92 out of 5 average rating, 113 reviews

5 Minutes to Disney Free Shuttle King & queen bed

* FREE SHUTTLES * PREMIUM OUTLET MALL * EPIC * DISNEY * UNIVERSAL & SEA WORLD * FREE PARKING * NO RESORT FEE* Margarita Machine * Coffee Bar * Kitchen * Private Pool View Suite * 1 Bath * 1 KING BED 1 QUEEN * ADJUSTABLE BASE BEDS! Disney Springs 2 miles, Universal & Epic 6 miles * Heated Pool * Hot Tub * Gas BBQ Grills & Pizza Oven * OnSite Stroller Rental * Onsite Laundry * Ice Machines * Basketball * Game Room * Walk to Restaurant's & Shopping * Plush towels & Linens * MCO airport 20 Minutes

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 Championsgate Village
4.98 out of 5 average rating, 109 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.
Apartment in Kissimmee
4.89 out of 5 average rating, 142 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
An open kitchen area features a modern counter with a stainless steel sink and sleek cabinetry. Two pendant lights hang above, illuminating the space. A comfortable gray couch is situated nearby, with a flat-screen TV mounted on the wall. Natural light filters in through the windows.
Guest suite in Orlando
4.91 out of 5 average rating, 191 reviews

The Oasis Of Orlando!

"This Luxury studio apartment is connected to a single family home, with its own private and secure entrance. In our open floor plan you will find a queen bed , updated bathroom and walkin in closet where you can easily roll in your suitcase to store during your stay. Feel free to pour yourself a hot coffee in the AM and a glass of wine in the PM at our adorable kitchenette in which you will also find a toaster, microwave and mini fridge. Located just 10mins away from the MCO airport."

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
4.68 out of 5 average rating, 184 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.

Superhost
Townhouse in Kissimmee
4.76 out of 5 average rating, 99 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
A vibrant game room features arcade machines themed around racing and superheroes. Adjacent, an outdoor space showcases a heated pool and hot tub, complemented by a fully equipped kitchen. The playful bedrooms are designed for immersive adventures inspired by Toy Story and Marvel.
Home in Davenport
4.99 out of 5 average rating, 151 reviews

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.

Guest favourite
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.
Guesthouse in Davenport
4.89 out of 5 average rating, 203 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.​

Guest favourite
Villa in Clermont
4.87 out of 5 average rating, 23 reviews

Villa w/ private pool & spa near Disney

Welcome to a family-ready villa in the Orlando Area, designed for easy park days and relaxed evenings at home. - Sleeps 10 | 4 bedrooms | 7 beds | 3 baths - Private pool & spa - heating available for an extra fee - Single-level home w/ game room & themed kids’ room - Free resort access - gym, sports courts & fishing lake - Pet-friendly & long-term stays allowed - Fast WiFi, dedicated workspace & self check-in

Popular amenities for Kissimmee Holiday Accommodation with Breakfast

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$188 NZD$206 NZD$226 NZD$223 NZD$168 NZD$236 NZD$245 NZD$165 NZD$148 NZD$155 NZD$195 NZD$255 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about holiday rentals with breakfast included in Kissimmee

  • Total holiday rentals

    Explore 70 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $33 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    70 of Kissimmee holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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