Waterside Village holiday lettings

We found 150 holiday rentals — enter your dates for availability

Select from 11 houses, 25 flats and other holiday rentals to find the perfect place for your stay in Waterside Village. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include parking and a garden. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Waterside Village?
Prices for holiday rentals in Waterside Village 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Waterside Village to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Waterside Village holiday house rentals?
You can find great discounts on house rentals in Waterside Village on Vrbo, 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.
Are there any Waterside Village holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Waterside Village 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 on Vrbo 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.
Can I find long-stay holiday rentals in Waterside Village?
A long-stay holiday rental in Waterside Village 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Waterside Village for a holiday rental?
October is the most popular time to visit Waterside Village, Florida, as it marks the transition from the summer heat into a more comfortable climate, superb for outdoor activities and relaxation. This month falls within the peak season, which runs from August to October, attracting visitors eager to enjoy the beautiful waterside views and tranquil atmosphere.

During October, temperatures typically hover around the mid to high 20s Celsius, providing ideal conditions for sightseeing and indulging in leisurely walks along the scenic waterfront. The pleasant weather allows for a range of outdoor activities, from exploring local parks to enjoying the vibrant local dining scene.

For those looking for a more budget-friendly option, December presents a fantastic opportunity. While it is considered the low season, it offers the charm of the holiday period with fewer crowds, allowing for a more peaceful experience. Visitors can still enjoy the mild climate while taking in the festive decorations and events that make Waterside Village special.

Ultimately, the best time to book a holiday rental in Waterside Village hinges on your preferences for lively options versus quieter, more relaxed stays.
How early should I book a Waterside Village holiday rental?
Book your Waterside Village holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Waterside Village, Florida, United States of America?
In Waterside Village, visitors can enjoy a range of attractions that showcase the charm of this coastal community. The nearby beaches, such as those along the stunning coastline of the Gulf of Mexico, offer opportunities for sunbathing, swimming, and water sports. The vibrant waterfront area is superb for leisurely strolls and dining at local seafood restaurants that provide fresh catches of the day.

Additionally, the village is close to nature reserves and parks, where guests can explore scenic walking trails and observe local wildlife. The nearby Everglades National Park, though a bit of a drive, is a remarkable destination for those interested in experiencing Florida's unique ecosystem. Here, visitors can enjoy airboat tours and hiking through lush landscapes filled with diverse flora and fauna.

Local markets and shops in the village provide a delightful shopping experience, allowing guests to find unique souvenirs and fresh produce.
Can I change or cancel my Waterside Village home rental booking on Vrbo?
To find Waterside Village holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Waterside Village holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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