Meadow Woods holiday rentals
We found 34,133 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Meadow Woods that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Meadow Woods
Showing deals for:1 Jan - 8 Jan

Very good
(36 reviews)
6BR Luxury Villa Pool, Game Room - Unleash Luxury 1520 FD
Davenport
AU$3,021
for 7 nights, 1 home
AU$432 per night
includes taxes & fees

Exceptional
(124 reviews)
SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool
Kissimmee
AU$3,014
for 7 nights, 1 home
AU$431 per night
includes taxes & fees

Very good
(61 reviews)
Exquisite 6BR Haven: Private Pool, Spa - Accommodates 14 - 1581
Davenport
AU$2,750
for 7 nights, 1 home
AU$393 per night
includes taxes & fees

Excellent
(15 reviews)
Upstay Family Resort Mansion- Pool, Games, Theater
Kissimmee
AU$10,797
for 7 nights, 1 home
AU$1,542 per night
includes taxes & fees

Exceptional
(48 reviews)
Luxury villa with south facing pool/spa, only 15 mins from Disney!
Davenport
AU$2,142
for 7 nights, 1 villa
AU$306 per night
includes taxes & fees

Excellent
(20 reviews)
Upstay Family Retreat w Pool, Theater & Games Room
Kissimmee
AU$6,237
for 7 nights, 1 home
AU$891 per night
includes taxes & fees

Exceptional
(26 reviews)
Walk to Clubhouse | Tron Game Room | Tiki Bar | Private Pool | 7BR Villa
Kissimmee
AU$6,252
for 7 nights, 1 villa
AU$893 per night
includes taxes & fees

Exceptional
(6 reviews)
Upstay: Large Resort Home w Private Pool & Hot Tub
Kissimmee
AU$5,718
for 7 nights, 1 home
AU$817 per night
includes taxes & fees

Wonderful
(38 reviews)
Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18
Kissimmee
AU$6,484
for 7 nights, 1 home
AU$926 per night
includes taxes & fees

Excellent
(19 reviews)
Upstay—Vibrant Home w Themed Rooms, Pool & Games
Kissimmee
AU$5,274
for 7 nights, 1 home
AU$753 per night
includes taxes & fees

Very good
(10 reviews)
290 LF - BellaVida Cozy 6BR Pool Home
Kissimmee
AU$2,694
for 7 nights, 1 home
AU$385 per night
includes taxes & fees

Exceptional
(19 reviews)
The villa where dreams come true!
Davenport
AU$3,791
for 7 nights, 1 home
AU$542 per night
includes taxes & fees

Wonderful
(19 reviews)
Upstay: Family Home w Pool, Cinema & Games Room
Kissimmee
AU$6,472
for 7 nights, 1 home
AU$925 per night
includes taxes & fees

Wonderful
(17 reviews)
Family Resort Home w Pool, BBQ & Game Room
Davenport
AU$2,784
for 7 nights, 1 home
AU$398 per night
includes taxes & fees

Very good
(13 reviews)
Luxe Solara Retreat- Pool+ BBQ + Lazy River+ 8mi Disney + Resort Access
Kissimmee
AU$3,121
for 7 nights, 1 home
AU$446 per night
includes taxes & fees

Very good
(68 reviews)
Enchanted Luxury Villa: Pool, 6 BR, Ultimate Bliss for 14 -1596 MC
Davenport
AU$3,071
for 7 nights, 1 home
AU$439 per night
includes taxes & fees

Exceptional
(8 reviews)
4BR Luxury Solara Resort Retreat, Pool, Disney - 1798 TP
Kissimmee
AU$2,400
for 7 nights, 1 home
AU$343 per night
includes taxes & fees

Exceptional
(5 reviews)
Resort Home w Pool, Games, BBQ - Near Disney!
Kissimmee
AU$4,084
for 7 nights, 1 home
AU$583 per night
includes taxes & fees

Excellent
(6 reviews)
4058 LA - Windsor Paradise Escape
Davenport
AU$2,489
for 7 nights, 1 home
AU$356 per night
includes taxes & fees

Wonderful
(12 reviews)
4826 LL - Storey Lake Dream 4BR Pool Home Near Disney
Kissimmee
AU$2,494
for 7 nights, 1 home
AU$356 per night
includes taxes & fees

Exceptional
(24 reviews)
ChampionsGate Townhome + Fast WiFi, Beautiful Kitchen. Oasis Pool & Jacuzzi.
Davenport
AU$3,008
for 7 nights, 1 home
AU$430 per night
includes taxes & fees

Wonderful
(12 reviews)
Opulent 5 BR Villa Private Pool - 12 Guests - 3085 TS
Kissimmee
AU$2,568
for 7 nights, 1 home
AU$367 per night
includes taxes & fees

Exceptional
(91 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee
AU$3,499
for 7 nights, 1 home
AU$500 per night
includes taxes & fees

Exceptional
(311 reviews)
Vista Cay 3 Bedroom, in front of new Epic Universe and conv Center - Sunset
Orlando
AU$2,836
for 7 nights, 1 apartment
AU$405 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Meadow Woods

Lovely Pool Home, Pets considered. Orlando 1744
Sleeps 6 · 3 bedrooms · 2 bathrooms

Cozy Retreat in Orlando.
Sleeps 2 · 1 bedroom · 1 bathroom

Large Modern 4 Bed 3 Bath Home! Heated Private Pool! Close to Attractions!
Sleeps 18 · 4 bedrooms · 3 bathrooms

Pet-friendly vacation home, private pool, fully fenced in backyard, free WiFi
Sleeps 6 · 3 bedrooms · 2 bathrooms

Modern Orlando Retreat – Minutes to Disney, Universal & All the Magic!”
Sleeps 8 · 4 bedrooms · 2 bathrooms

Vacation Stay for Less
Sleeps 4 · 2 bedrooms · 2 bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Meadow Woods for a holiday rental?
The best time to visit Meadow Woods is during the peak season from February to April, with March being particularly popular among holidaymakers. This period sees a delightful influx of visitors eager to enjoy the warm, sunny weather and partake in various outdoor activities. Temperatures typically hover around the mid to high 20s Celsius, making it ideal for exploring nearby attractions and soaking up the sun.During these months, you can take advantage of Meadow Woods' proximity to Orlando's theme parks, including Walt Disney World® and Universal Studios, which are just a short drive away. The pleasant climate enhances your experience, allowing for comfortable days spent enjoying the parks or relaxing by the pool at your holiday rental.If you're looking for a more budget-friendly option, consider visiting in October. This month offers a quieter atmosphere, great for enjoying the beautiful fall colours and exploring local parks without the crowds. Plus, you can often find better deals on holiday rentals during this time, allowing you to enjoy the area's attractions at a more relaxed pace.
What are the top attractions in Meadow Woods, Florida, United States of America?
In Meadow Woods, Florida, visitors can explore several attractions that highlight the area's charm and convenience. The neighbourhood is close to the Orlando International Airport, making it accessible for travellers. Nearby, the Lake Nona area offers a vibrant community with shops, restaurants, and the beautiful Lake Nona Golf & Country Club, which is superb for golf enthusiasts.For those interested in outdoor activities, the nearby Moss Park provides opportunities for hiking, picnicking, and enjoying nature. Additionally, Meadow Woods is a short drive from the world-renowned theme parks, such as Walt Disney World® and Universal Studios, making it an ideal base for families and thrill-seekers looking to experience Florida's entertainment offerings.
Are all fees included in the Meadow Woods holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Meadow Woods holiday homes with parking?
Stayz offers a wide selection of holiday homes in Meadow Woods with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Meadow Woods holiday homes?
You can find great discounts on holiday homes in Meadow Woods on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Meadow Woods holiday home booking on Stayz?
To find Meadow Woods holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Meadow Woods?
A long-stay holiday home in Meadow Woods is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Meadow Woods holiday home?
Book your Meadow Woods holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Meadow Woods?
Prices for holiday homes in Meadow Woods vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Meadow Woods to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
