Tradewinds vacation rentals

We found 30 vacation rentals — enter your dates for availability

Discover a selection of 11 cottages and other vacation rentals in Tradewinds that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the amenities you need and want for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.
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Frequently asked questions

What is the most popular type of vacation rental in Tradewinds?
In Tradewinds, cottages are the most popular type of vacation rental, with around 10 available in the area. These charming properties often feature cozy interiors, fully equipped kitchens, and outdoor spaces great for enjoying the warm Florida weather. For those seeking more space, several vacation houses are also available, typically offering multiple bedrooms, spacious living areas, and private yards for relaxing after a day at the beach.
Are there any beach house rentals in Tradewinds?
In Tradewinds, Florida, there are approximately 39 beach house vacation rentals available. These beach houses are typically located near the shoreline, providing easy access to the beautiful beaches and stunning ocean views. Travelers can expect amenities such as fully equipped kitchens, spacious living areas, multiple bedrooms, and outdoor spaces like decks or patios for enjoying the coastal breeze. Many rentals also feature private pools and direct beach access, making them ideal for families or groups looking to relax and enjoy the sun.
How much does it cost to rent a vacation home in Tradewinds?
Prices for vacation rentals in Tradewinds 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 Tradewinds 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 Tradewinds vacation house rentals?
You can find great discounts on house rentals in Tradewinds 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.
What are popular rental amenities in Tradewinds?
In Tradewinds, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many rentals also feature patios for outdoor relaxation, superb for enjoying the warm Florida weather. Travelers can expect coffee and tea makers for their morning routines, as well as onsite parking for convenience. Additionally, most properties are located near the sea, providing guests with easy access to the beach and water activities.
Are there any family house rentals in Tradewinds?
In Tradewinds, Florida, there are numerous family-friendly house rentals available—specifically, around 18 options to choose from. This delightful area is known for its beautiful beaches and vibrant community atmosphere, making it an ideal location for families. Many of the homes in Tradewinds offer spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can safely play.

Travelers can also enjoy amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. Nearby, families can explore local attractions like parks, recreational facilities, and the stunning coastline, great for beach days and water activities.
Can I rent a vacation home with a pool or hot tub in Tradewinds?
In Tradewinds, Florida, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers seeking relaxation and leisure. The area is known for its beautiful beachfront and warm climate, providing an ideal setting for enjoying outdoor amenities.

Travelers can expect many properties equipped with private pools, inviting hot tubs, and spacious outdoor areas superb for gatherings. Additionally, many rentals come with well-appointed kitchens, air conditioning, and comfortable living spaces, ensuring a pleasant stay. The proximity to the beach enhances the overall experience, allowing guests to easily transition between poolside lounging and seaside activities.
Are there any Tradewinds vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Tradewinds with parking available—perfect for families or travelers 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.
Are there pet-friendly vacation rentals in Tradewinds?
In Tradewinds, Florida, there are several pet-friendly vacation rentals available, offering a welcoming environment for travelers with furry companions. Many of these rentals feature amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces designed for relaxation. Expect to find properties that may include features like private patios or balconies, which can be superb for enjoying the warm Florida weather with your pet.

The area itself is known for its beautiful beaches and outdoor activities. Nearby parks and nature reserves provide excellent opportunities for walking and exploring with pets.
Can I find long-stay vacation rentals in Tradewinds?
A long-stay vacation rental in Tradewinds is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Tradewinds for a vacation rental?
The most popular time to visit Tradewinds is from February to April, when travelers flock to enjoy the sunshine and beautiful beaches. This peak season coincides with the delightful spring weather, where temperatures typically range from the mid-60s to low 80s Fahrenheit. This is an ideal time for those looking to soak up the sun, engage in water sports, and explore the vibrant local culture.

March stands out as a particularly favorable month for visitors, as it offers a wonderful balance of warm weather and a lively atmosphere. During this time, you can partake in various outdoor activities, including beach volleyball, kayaking, and leisurely strolls along the shore, all while enjoying the stunning coastal views.

If you're seeking a more budget-friendly option, consider planning your getaway in October. This shoulder season offers a quieter experience, allowing for more personal time on the pristine beaches and in local restaurants without the crowds.
Are there any remote work vacation rentals in Tradewinds?
In Tradewinds, Florida, there are numerous options for remote work vacation rentals, with about 18 available throughout the area. This charming community offers a comfortable environment for those looking to blend work and leisure. Many of these rentals come equipped with essential remote work amenities such as Wi-Fi, dedicated desk spaces, and ergonomic desk chairs to ensure a productive work environment.

Travelers can expect a variety of accommodations, from cozy beachside condos to spacious family homes, often featuring well-equipped kitchens and outdoor areas to relax after a day of work. The location is ideal for enjoying the beautiful Florida weather, with many properties offering easy access to the beach and local parks for outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Tradewinds vacation rental?
Book your Tradewinds vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Tradewinds home rental booking on Vrbo?
To find Tradewinds vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Tradewinds vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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