Holiday rentals with breakfast in Kissimmee

5 out of 5 average rating, 13 reviews

Home in Four Corners

Disney WOW ; HeatPool, BBQ Grill, FirePit, Karaoke

Immerse yourself in the luxurious and entertaining ambiance of our 8BR, 5.5 Bath, home in the premier Davenport ChampionsGate community. It offers a relaxing and fun retreat close to Disney World and other major theme parks and lazy river. Please reach out if you need anything. Here’s a glimpse of what’s included: ☀ 8 Comfortable Bedrooms ☀ Open-Design Living Area ☀ Heated Pool & Jacuzzi ☀ Home Cinema ☀ Smart TVs ☀ Fast Wi-Fi ☀ Parking + EV Charger ☀ Resort Amenities (Golf, Pools, Gym, Games...)

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.

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

4.93 out of 5 average rating, 107 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

5 out of 5 average rating, 4 reviews

Themed Resort Home, Lake View, Games, Pool & 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

4.94 out of 5 average rating, 17 reviews

Villa in Kissimmee

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!

Home in Championsgate Village

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.

4.98 out of 5 average rating, 102 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!

4.88 out of 5 average rating, 138 reviews

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

*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

4.69 out of 5 average rating, 177 reviews

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.

Apartment in Kissimmee

★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.

4.95 out of 5 average rating, 121 reviews

Townhouse in Kissimmee

4BD All-suites luxury home with BBQ near Disney!

Welcome to our charming home for 8! Experience the seamless fusion of opulence and coziness at this spacious retreat! Our unbeatable location situates you just minutes from Disney World, the excitement of Universal Studios, an array of exclusive dining options, outlet shopping, and much more! Enjoy your private grill area, creating unforgettable family moments. This perfect property provides everything you need to relax! *Themed Breakfast service is optional at an additional fee.

Villa in Championsgate Village

5 out of 5 average rating, 8 reviews

Disney 8-bedroom Villa Pool Resort BBQ Game Room

Welcome to Disney Wishes Villa, your ultimate family getaway nestled in the heart of Orlando! This spacious 8-bedroom, 5-bathroom home is designed for fun and relaxation. Dive into your private pool, watch movies in your private home theater, challenge your family in the arcade, or enjoy a BBQ under the stars. Luxury amenities, free pool heat, free bbq, free Wi-Fi, it's the perfect home base for your family vacation. Just a stone's throw from Disney, your magical vacation awaits

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.

4.99 out of 5 average rating, 142 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.

5 out of 5 average rating, 6 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.*

Popular amenities for rentals with breakfast in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.79 out of 5 average rating, 14 reviews

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

The Paradise Retreat8 by Disney/Universal/seaworld

A private pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by several lounge chairs arranged nearby. Lush greenery is visible outside the enclosure, creating a serene environment. A basketball hoop can be seen beside the pool.

4.95 out of 5 average rating, 21 reviews

Lovely villa/Ideal for long stay/txt for discounts

Windsor Resort 5BR Private pool|Hot Tub & Lakeview

A single-story house is framed by a well-maintained lawn and shrubs. The exterior features a light pink façade with white trim, highlighted by modern light fixtures beside the garage. Tall trees provide a natural backdrop, while the entrance is accented by large windows.

4.9 out of 5 average rating, 10 reviews

Lovely 4 bed 3 bath pool/spa

A screened enclosure surrounds a private pool and in-ground spa, featuring blue tile accents. Two lounge chairs with striped cushions are positioned by the pool, offering a serene view of the lake and conservation area beyond.

4.73 out of 5 average rating, 30 reviews

Lakeside - 3 Bed 2 Bath Privacy Free Spa Heat

4.9 out of 5 average rating, 10 reviews

Pool and Themed Home! Disney Game Room Garage BBQ

THE EPIC OASIS • Game Room • Pool • Near Disney

4.97 out of 5 average rating, 38 reviews

5BR Disney Villa Pool |Games| 10 min Parks| 16 ppl

Apartment rentals with breakfast

A spacious bedroom features a large bed with neutral bedding and a decorative wall art piece. A wooden dresser is positioned against the wall, and a television sits atop it. Natural light enters through a large window, complemented by sheer curtains. A bench is placed at the foot of the bed.

4.7 out of 5 average rating, 57 reviews

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

A colorful water park features dual waterslides alongside a large swimming pool. A spacious deck with lounge chairs is visible, and shaded area beneath a thatched roof provides seating. Lush palm trees and landscaped gardens complete the tropical ambiance, enhancing the resort experience.

5 out of 5 average rating, 3 reviews

2 bedroom villa resort near disney world

New place to stay

"Christmas Week Special" 12/19/2025 - 12/26/2025

A panoramic view captures the resort's stunning architecture surrounding a serene lake. Colorful buildings reflect warm hues under a clear sky, while a fountain in the lake adds a tranquil charm to the picturesque landscape.

5 out of 5 average rating, 5 reviews

Bonnet Creek Resort

A spacious living area features a comfortable leather sofa set arranged around a coffee table. Large windows provide views of the outdoors, with a dining area for four visible on the balcony. Natural light fills the room, and a television is mounted on the wall.

2 BR Westgate Lakes Resort near Disney!

The entrance to WorldQuest Resort is visible, featuring a decorative sign against a backdrop of lush greenery and palm trees. A circular driveway leads into the resort, under a clear blue sky dotted with fluffy clouds.

5 out of 5 average rating, 3 reviews

Disney Condo w/Great Views- 70

Flat in Kissimmee

Relax, in Comfort. Enjoy!

A well-appointed bedroom features a spacious bed dressed in nautical-themed bedding. Two nightstands with lamps are placed on each side of the bed. A television is positioned on a dresser, and natural light enters through a window adorned with blinds.

4.4 out of 5 average rating, 5 reviews

Tropical Essence

Other holiday rentals with breakfast

The outdoor area showcases a private pool and a spa, both illuminated with soft lighting. A spacious deck is surrounded by a screened enclosure, with seating areas visible. The nearby home beckons with large windows, inviting natural light during the day.

4.83 out of 5 average rating, 23 reviews

Lazy River + Game Room + Private Pool

A large resort pool area is surrounded by palm trees and lounge chairs. The multi-story building, featuring balconies, is visible in the background. A few guests are seen enjoying the pool, while a covered seating area is positioned to the left.

Villa in Orlando

4.78 out of 5 average rating, 9 reviews

Westgate Lakes Resorts and Spa!

The exterior of the villa features a charming entrance with a distinctive arched doorway, adorned with a terracotta roof. Lush palm trees frame the entrance, and a smooth driveway leads to a spacious garage on the right.

4.74 out of 5 average rating, 98 reviews

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

The pool area is enclosed with a screen, featuring a clear water pool surrounded by a spacious deck. Sun loungers and chairs are positioned nearby, with views of the lush conservation area visible beyond the enclosure.

Villa

4.5 out of 5 average rating, 8 reviews

Ref 07. Luxury 4 Bed Villa, own pool. 5* Resort.

4.76 out of 5 average rating, 160 reviews

A globe featuring the word 'UNIVERSAL' is prominently displayed, with water jets gently spraying around its base. The globe is designed to resemble Earth, showcasing continents in blue. Palm trees and a clear sky are visible in the background, enhancing the vibrant setting.

Hotel room in Orlando

Universal Studios / 2 Queen Beds Hotel + Breakfast

5 out of 5 average rating, 15 reviews

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

Luxury Lakefront Home 4 Bedroom with All Amenities

A welcoming entryway is adorned with a vibrant wreath featuring flowers and bright fabrics. Inside, a spacious living area is visible, furnished with comfortable seating and a large TV mounted on a feature wall. Natural light brightens the open space, enhancing the inviting ambiance.