Tradewinds vacation rentals

We found 24 vacation rentals — enter your dates for availability

  • 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, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Tradewinds

Find out more about Tradewinds

Why visit Tradewinds

  1. Beautiful Beaches: Enjoy the pristine shoreline and family-friendly activities at Crescent Beach.
  2. Rich History: Explore the charming downtown area filled with historic buildings and local culture.
  3. Scenic State Parks: Discover breathtaking natural landscapes perfect for hiking and outdoor adventures.
  4. Welcoming Atmosphere: Experience the friendly locals and vibrant community spirit that make Tradewinds special.
  5. Diverse Accommodations: Choose from a range of budget-friendly rentals, including condos and vacation homes.

Popular types of accommodation around Tradewinds

Looking for the perfect getaway in Tradewinds? You're in the right place! Our most sought-after vacation rentals include houses, condos, and apartments. Discover the charm of Tradewinds Condominiums and the convenience of Tradewinds Vacation Rentals in St. Augustine. Whether you're after a relaxing stay at the Tradewinds Condominium Resort or a cozy apartment, we offer a variety of options to suit your needs, ensuring transparency and savings for your trip.

  • Houses: The top choice for visitors in Tradewinds, offering spacious accommodations ideal for families or groups seeking a home-like atmosphere.
  • Condos: A popular option for tourists, these self-contained units provide a blend of comfort and amenities, perfect for a relaxing stay.
  • Apartments: These cozy living spaces are favoured by those looking for convenience and proximity to local attractions.
  • Cottages: Charming and often nestled in scenic spots, cottages offer a quaint getaway experience.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale vacation experience in Tradewinds.**

Top attractions around Tradewinds

In Tradewinds, St. Augustine, Florida, visitors can enjoy a variety of attractions such as beautiful beaches, scenic state parks, and historic buildings. This charming area offers a blend of culture and outdoor experiences, making it an ideal destination for those seeking relaxation by the shore or a taste of history. Whether you’re exploring the coastline or discovering local heritage, Tradewinds promises a delightful getaway for all types of travellers.

  1. St. Augustine Beach: A beautiful stretch of sandy shoreline, perfect for soaking up the sun and enjoying beach vibes. It's only 9.7km from Tradewinds, ideal for a relaxing day by the ocean.
  2. Anastasia State Park: Located 14.5km away, this national park offers stunning scenery and adventure. Explore its nature trails and enjoy outdoor activities amidst diverse wildlife.
  3. Matanzas Inlet: Just 4.8km from Tradewinds, this picturesque bay provides a serene atmosphere with scenic views, perfect for outdoor activities and beach vibes.

Things to do recommended for couples

For a romantic getaway in St. Augustine, consider a fun round at Fiesta Falls Mini-Golf, a visit to the charming San Sebastian Winery, or an adventurous day with Sea Love Charters. Each offers a unique experience, perfect for couples seeking memorable moments together.

Things to do recommended for families

Your family will love exploring Bing's Landing for a relaxing day outdoors, enjoying the excitement at Palm Coast Lanes, and indulging in sweet treats at Whetstone Chocolate Factory. Each of these attractions, located within a short drive from Tradewinds, offers memorable experiences for everyone.

Things to do recommended for groups

Your group can enjoy a round of golf at St. Augustine Shores Golf Club, shop at Ponce de Leon Mall for unique finds, and experience the charm of St. Augustine Distillery with its delightful tastings—all within a short drive from Tradewinds.

What do I need to keep in mind when booking a vacation around Tradewinds

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Tradewinds with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for all of these options and more on Vrbo.
  • Traveling to Tradewinds with young kids: Travelling with young children can be quite demanding. It’s important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Tradewinds: For many families, a trip just isn't the same without their furry companions. If you can relate, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Tradewinds: If you're in search of vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay around Tradewinds

Your vacation to Tradewinds, St. Augustine, promises a delightful blend of history and relaxation. Explore the charming downtown, where friendly locals welcome you to vibrant streets filled with culture. Enjoy the stunning water views and beachfront bliss at Crescent Beach, perfect for family-friendly adventures. With a range of budget accommodations, you’ll find the ideal spot to unwind and soak up the sun in this beautiful coastal region.

  • St. Augustine Beach: Located 11.3km away from Tradewinds, St. Augustine Beach is a charming village that beckons visitors with its inviting shoreline and vibrant atmosphere. Known for its stunning beach, this destination is perfect for outdoor enthusiasts looking to soak up the sun or engage in various recreational activities. The area features a selection of resorts and shopping venues, making it a convenient stop for both relaxation and retail therapy. Highlights include the scenic beach, ideal for families, and a welcoming town neighbourhood that encapsulates the local culture.
  • Butler Beach: Just 6.4km from Tradewinds, Butler Beach is a picturesque neighbourhood that offers a blend of beach and city experiences. This location is perfect for visitors who enjoy outdoor activities, including golfing and exploring recreational areas. Butler Beach is known for its family-friendly beach, providing a safe and enjoyable environment for all ages. The nearby resorts add to the charm, offering a variety of accommodation options right by the water's edge. Immerse yourself in the local attractions and take in the friendly neighbourhood feel.
  • Summer Haven: Situated 8.0km from Tradewinds, Summer Haven is a quaint village that captures the essence of coastal living. With its breathtaking scenery and tranquil beach atmosphere, it is a fantastic spot for those seeking relaxation and natural beauty. Popular activities in the area include golfing and exploring recreational areas, making it a well-rounded destination for visitors. The family beach, along with the local town neighbourhood, provides a welcoming environment for all. Enjoy the serene landscapes as you experience the charm of Summer Haven.

Best time to go to Tradewinds

If you're planning a trip to Tradewinds, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in March and June to July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January58.1°F (14.5°C)Light RainMostly SunnyAverageSlightly Low
February61.0°F (16.1°C)Light RainMostly SunnyAverageSlightly Low
March64.6°F (18.1°C)Light RainMostly SunnyModerately HighAverage
April69.8°F (21.0°C)Light RainMostly SunnyAverageAverage
May75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
June79.9°F (26.6°C)Light RainMostly SunnyModerately HighSlightly High
July81.7°F (27.6°C)Light RainMostly SunnyModerately HighSlightly High
August81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
September79.5°F (26.4°C)Light RainMostly SunnyModerately LowAverage
October73.9°F (23.3°C)Light RainMostly SunnyModerately LowSlightly Low
November66.7°F (19.3°C)Light RainMostly SunnyModerately LowAverage
December62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or easily manage your travel arrangements. You can now find the properties you've saved and booked categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

More Vacation Rentals ideas

People also search for