Holiday rentals with breakfast in Osceola County

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Top-rated Holiday Accommodation with Breakfast in Osceola County

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Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 85 reviews

Kid-friendly Resort Townhome Near Disney!

Our gated, resort townhome only 4 mi. from Disney is the perfect sanctuary for your family! Imagine relaxing in your own small private pool after a day of fun in the parks! Take advantage of countless shops & restaurants in the immediate area or make your own favorite meals in our full kitchen. Free with your stay is the use of all resort facilities, including 2 heated pools, hot tubs, fitness center, game room, playground, onsite restaurant/poolside bar, beautiful lake w/fishing pier, and more!

11 – 18 Sept

$2,030 AUD total

Superhost

Apartment in Kissimmee

4.81 out of 5 average rating, 27 reviews

Cozy 3 bedr near all attractions

Are you ready for a breathtaking experience in one of the most beautiful condos in the area? This 3 bedroom gem boasts a spectacular golf course view that will leave you in awe.The condo is Near Disney, so you can enjoy all the fun and magic while coming home to a serene & peaceful environment. This condo is the perfect escape for families, couples, and anyone in between. So why wait? Come and experience the beauty of this stunning condo and create unforgettable memories in the heart of Florida.

30 May – 6 June

$2,104 AUD total

Guest favourite

Home in Kissimmee

5.0 out of 5 average rating, 14 reviews

4 miles from Disney! Short drives to all entertainment options. This house sits on a quiet cul de sac 550 feet from the clubhouse. Professionally designed to ensure a fun and relaxing experience. Themed kids rooms and 4 more king size rooms! Loaded with a very private large heated pool/hot tub, covered lanai with outdoor kitchen/dining, large theater, pool table and workspace with printer. Stocked with all necessities from a Keurig K-Elite, K cups, Ninja blender, to paper and bathroom supplies.

18 – 25 Nov

$4,809 AUD total

Superhost

Home in Kissimmee

4.93 out of 5 average rating, 14 reviews

2753 Disney Universal Sea World area 1 bedroom

Located at "MILL CREEK SUN RESORT" voted best Disney area resort by "Tewks & Tani" Just a short drive to the entrance to "Walt Disney World" and around the corner from "THE LOOP" shopping area Great place in clean, safe resort Outside deck with table and chairs Private driveway Kitchen with utensils, dinnerware, cookware ect. Queen bed in separate bedroom Pullout couch in the living room Dining area with table and chairs Towels and linens included Modern Gym Swimming Pool Playground Dog Park

18 – 25 Sept

$1,499 AUD total

Superhost

Home in Kissimmee

4.81 out of 5 average rating, 59 reviews

BOOK NOW! Stunning Villa 3 miles away from Disney!

"Welcome to our luxurious Summer Breeze! Located in the luxury community of Emerald Island Resort with 24/7 gated access & it’s only 3 miles from Disney! Newly renovated w/ 3 Master bdrm w/ensuite , 2 thme kids rms & 2 rms w/king beds, featuring a south facing pool, A/C'd Game/Theater rm incl powered reclining seats, 70" smart TV, and an Arcade machine. Flat screen TV's throughout the home offering Netflix, cable, FREE WIFI. Enjoy watching TV in the lanai under the stars with no back NBRs.

13 – 20 Aug

$3,962 AUD total

Guest favourite

Home in Davenport

5.0 out of 5 average rating, 8 reviews

Lovely villa/Ideal for long stay/txt for discounts

A quiet and relax atmosphere, coupled with convenient proximity to major attractions, stores, and supermarkets, makes it an appealing option for travelers. Located right off Hwy US-27 and 192 suggests easy access to transportation routes, enhancing the overall convenience for guests. Having a professional housekeeping and management team further ensures that you can enjoy a seamless and pleasant stay. If there's any specific question or concern about this villa, feel free to let us know!

12 – 19 May

$2,309 AUD total

Superhost

Condo in Kissimmee

4.76 out of 5 average rating, 85 reviews

Cozy & Restful Studio in Disney World Neighborhood

Beautiful Modern Studio in the center of Orlando / Kissimmee Area, 5 minutes to Disney Theme Parks Main Entrance , 15 Minutes to Universal Studios ,Sea World and Volcano Bay. Enjoy a variety of attractions and restaurants from around the world at the Old Town Kissimmee on the Famous US-192, The Premium Outlets, Walmart Super Center. Convention Centers: Marriott, Gaylord Palms, Hyatt Regency, Rosen, Four Points, Sheraton, Caribe Royal, Disney Resorts, Orange County Convention Center.

1 – 8 Apr

$1,205 AUD total

Superhost

Townhouse in Kissimmee

4.77 out of 5 average rating, 155 reviews

3 bedrooms luxury home near Disney!

Welcome to our fascinating home for 6! Experience the seamless fusion of opulence and coziness at this spacious retreat. Our unbeatable location situates you just minutes from the magic of Disney World, the excitement of Universal Studios, an array of exclusive dining options, outlet shopping, and much more! Enjoy our wonderful outdoor area with comfortable loungers, perfect to unwind after a long day in Florida. *Themed Breakfast service is optional at an additional fee.

25 Aug – 1 Sept

$2,319 AUD total

Superhost

Townhouse in Kissimmee

5.0 out of 5 average rating, 14 reviews

Family! Mickey & Star Wars |FREE Heated Pool

This beautifully designed townhouse is centrally located and will provide everything you need to create wonderful memories with your family. There is a private pool and BBQ in the patio, large screen tv's, a fully stocked kitchen and Star Wars / Mickey theme rooms. The resort amenities include a pool with tiki bar, pirate boats and lazy river as well as kids playgrounds and a gym! This magical place is ideally located close to all the main parks and attraction !!!

24 Sept – 1 Oct

$2,912 AUD total

Guest favourite

Cottage in Davenport

4.92 out of 5 average rating, 129 reviews

$79! 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!

26 June – 3 July

$1,222 AUD total

Guest favourite

Guesthouse in Davenport

4.93 out of 5 average rating, 150 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.

30 Jan – 6 Feb

$1,338 AUD total

Guest favourite

Home in Kissimmee

4.94 out of 5 average rating, 94 reviews

HotTub • Pool • FirePit • Game Room • Home Theater

Family fun at its best! Look no further for a vacation home that’s perfect for the whole family with amenities for both kids and adults. Highlights include: ✔ Endless entertainment in the private home theater & ESPN-themed game room. ✔ Free high-speed fiber-optic WIFI internet ✔ 5 bedrooms, 2 with fun Star Wars and Frozen themes for the kids ✔ Private backyard pool & hot tub ✔ Great location just minutes from Disney World and Universal Studios

3 – 10 Jan

$7,614 AUD total