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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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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
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, 19 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
4.84 out of 5 average rating, 19 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
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 Edgewood
5 out of 5 average rating, 22 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.

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
4.85 out of 5 average rating, 118 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
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, 111 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
Dome in Davenport
4.89 out of 5 average rating, 19 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

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, 150 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

Guest favourite
Home in Kissimmee
4.86 out of 5 average rating, 200 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
4.68 out of 5 average rating, 185 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
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, 157 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.

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.
Guesthouse in Sunridge Woods
4.89 out of 5 average rating, 207 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.​

Popular amenities for Kissimmee Holiday Accommodation with Breakfast

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$193 NZD$212 NZD$232 NZD$229 NZD$173 NZD$243 NZD$251 NZD$169 NZD$152 NZD$159 NZD$200 NZD$261 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 $34 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, Wifi 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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