
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.

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

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

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!

Lakeview 4BR Villa| Heated Pool, BBQ & Near Disney
Experience relaxation and excitement in this charming villa, close to major attractions for endless fun. 4-bedroom 3-bathroom home in Kissimmee, FL. Property located near Disney theme parks, only 4 miles from Disney Animal Kingdom Prime Location: Minutes from Disney parks, Universal Studios, and SeaWorld, with easy access to shopping and dining. Poolside Paradise: Private pool with poolside loungers, perfect for soaking up the Florida sunshine and cooling off after a day at the parks.

NEW! Prime Villa at Windsor I. Resort, FREE BBQ !
Welcome to Prime Villa at Windsor Island Resort! This newly constructed 5 BR, 4.5 baths end-unit townhouse w/private heated* pool & themed rooms for kids combines luxury with comfort and convenience for the whole family to enjoy! Perfectly located right across the clubhouse allows to access all FREE world-class Resort's amenities in just a few steps! Grocery stores, shops & local restaurants are around the corner. Disney parks are only 9 miles away! Come to discover the magic of Orlando!

*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

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

New Resort | Themed | Private Pool | Near Disney
Professionally designed for an unforgettably FUN and HASSLE-FREE vacation! ☆ ONSITE WATERPARK ☆ Themed GAME ROOM with ARCADE and premium gaming lounge ☆ Ultra comfortable beds. Sleeps up to 12 guests ☆ Custom-themed Moana bedroom ☆ 2 Luxury King Suites + 1 Queen Suite ☆ Luxury linens ☆ Private heated POOL ☆ Fully stocked COFFEE BAR ☆ Fully stocked kitchen with cookware, dinnerware with extras ☆ Popcorn maker ☆ Minutes to Disney World and Universal Studios. ☆ Family-friendly

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.

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.*

4 BD All-Suites Home w/ BBQ - minutes from Disney!
Welcome to our incredible 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, and a wide array of exclusive dining options, outlet shopping, and much more! Escape to your own private grill area for quality family time. *Themed Breakfast service is optional at an additional fee.
Popular amenities for Kissimmee Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Villa REVO Orlando: all-in-one 5 star vacation!

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

Lazy River + Game Room + Private Pool

The Paradise Retreat8 by Disney/Universal/seaworld

Windsor Resort 5BR Private pool|Hot Tub & Lakeview

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

Spacious and Luxury 8 Bedrooms - Near Sea World

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

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

Epic Stay Near Disney

2 bedroom villa resort near disney world

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

Fireworks View • Pirate Ship Pool 5 Mins to Disney

Bonnet Creek Resort

2 BR Westgate Lakes Resort near Disney!

Disney Condo w/Great Views- 70
Bed and breakfast rentals with breakfast

Glückliches Haus I -breakfast & private bathroom

Kapp and Kappy B&B - Verona Room

Kapp and Kappy B&B - Dancing Horse Room

Cathy's Bed and Shred

2 Bedroom 2 Bath: Pool, Lake and City View
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 AUD | $189 AUD | $207 AUD | $204 AUD | $154 AUD | $216 AUD | $224 AUD | $151 AUD | $135 AUD | $138 AUD | $167 AUD | $224 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with breakfast included in Kissimmee

Total holiday rentals
Explore 60 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $30 AUD per night before taxes and fees

Verified guest reviews
Over 1,440 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Walt Disney World Resort Golf
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club






