TradeWinds vacation rentals

We found 98 vacation rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about TradeWinds

Why visit TradeWinds

  • Beautiful Beaches: Enjoy the stunning sandy shores and clear waters perfect for relaxation and sunbathing.
  • Family-Friendly Atmosphere: TradeWinds is ideal for vacations with loved ones, offering activities for all ages.
  • Water Activities: Engage in a variety of water sports and adventures, from kayaking to paddleboarding.
  • Variety of Accommodations: Choose from cozy condos to spacious homes, all with beachfront access.
  • Local Culture: Explore vibrant parks and art museums that showcase the rich culture of St. Pete Beach.

Popular types of accommodation around TradeWinds

TradeWinds offers a variety of vacation rentals that cater to every traveler's needs. Whether you're looking for a cozy condo, a spacious private vacation home, or a modern apartment, you’ll find the perfect fit. With options like the TradeWinds Resort and TradeWinds Beach Resort, you can enjoy beachfront access and exceptional amenities. Explore your options for a memorable getaway at this stunning beach resort destination.

  • Condos: The top choice for vacationers at TradeWinds, offering modern amenities and stunning views.
  • Houses: A fantastic option for families or groups seeking spacious and comfortable accommodations.
  • Apartments: Ideal for solo travelers or couples, providing a cozy and convenient stay close to attractions.
  • Cottages: A charming retreat, perfect for those who desire a quaint and peaceful getaway.
  • Villas: Luxurious and spacious, these options are perfect for travelers wanting an upscale experience.**

Top attractions near TradeWinds

At TradeWinds, St. Pete Beach, you'll find a wealth of attractions that cater to beach lovers, culture enthusiasts, and outdoor adventurers alike. Popular points of interest include stunning beaches, vibrant urban parks, and engaging art museums, making it an ideal destination for travelers looking to relax and explore. Whether you’re visiting alone, with family, or friends, there’s something for everyone to enjoy in this beautiful coastal paradise.

  • Upham Beach: A serene beach located 0.6 miles from TradeWinds, Upham Beach offers a relaxed atmosphere with soft sands and gentle waves, perfect for sunbathing and swimming.
  • Eckerd College: Situated 4 miles away, this modern college campus features beautiful landscaping and contemporary architecture, providing a vibrant city vibe ideal for a leisurely stroll.
  • Salvador Dali Museum: Located 7 miles from TradeWinds, this art museum showcases the surreal works of Salvador Dali, offering a unique cultural experience filled with creativity and inspiration.

Things to do recommended for couples

For a romantic getaway near TradeWinds, enjoy a live concert at Jannus Live, just 7 miles away. Relax at the luxurious Isla del Sol Beaches, 2 miles from your stay, or have fun at Polynesian Putter, a mini-golf adventure only 0.4 miles away. Perfect for couples.

Things to do recommended for families

Families staying at TradeWinds can catch a game at Tropicana Field, explore nature at nearby Maximo Park, or unwind at War Veteran Memorial Park, all offering a blend of fun, relaxation, and outdoor activities just a short drive away.

Things to do recommended for groups

Explore John's Pass Village & Boardwalk for shopping and entertainment, just 5 miles from TradeWinds. Enjoy family-friendly vibes at Corey Ave, only 1 mile away. Don't miss a show at the Mahaffey Theater, 7 miles from your stay, offering culture and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences with the right filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to TradeWinds with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily narrow down your options on Vrbo to find just what you need and more.
  • Traveling to TradeWinds with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities, like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to TradeWinds: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and pet beds, ensuring that your whole family 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 quickly locate 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 as well.

Where to stay near TradeWinds

Your vacation at TradeWinds in St. Pete Beach, Florida, promises a delightful blend of relaxation and adventure. This beachfront paradise offers a family-friendly atmosphere, perfect for romantic getaways or quality time with loved ones. Explore the scenic coastline, indulge in water activities, or simply unwind on the soft sands. With friendly locals and stunning views, you'll discover why St. Pete Beach is the ideal destination for your perfect getaway.

  • St. Pete Beach: St. Pete Beach is a vibrant city located right where the Gulf of Mexico meets the sunshine. Known for its stunning sandy shores and family-friendly atmosphere, it offers a perfect blend of relaxation and adventure. Visitors can enjoy a variety of activities, from lounging on the beach to exploring local shops and dining options. The area is also home to several resorts that cater to families, making it an ideal spot for vacationers looking for both fun and leisure. Don’t miss the mesmerizing sunsets that paint the sky in brilliant hues.
  • St. Petersburg - Clearwater: This bustling metropolis is just a short drive from TradeWinds and is renowned for its beautiful beaches and outdoor recreational activities. St. Petersburg - Clearwater boasts a lively boardwalk and numerous shopping areas, perfect for a day of exploration and leisure. The area is rich in culture, with art galleries and museums that reflect the local heritage. Families will find plenty of engaging attractions, including parks and family-friendly events throughout the year. The stunning waterfront views enhance the vibrant atmosphere of this lively locale.
  • Treasure Island: Located a mere 3 miles from TradeWinds, Treasure Island is an idyllic beach city that feels like a hidden gem. This island destination offers gorgeous stretches of sandy beach and a laid-back vibe, perfect for families seeking outdoor fun. Enjoy a stroll along the boardwalk or indulge in local shopping experiences. The area is known for its charming tourist precinct, ensuring visitors have access to dining and entertainment options. With its scenic beauty and welcoming atmosphere, Treasure Island is an excellent addition to your St. Pete Beach adventure.

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 month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January61.3°F (16.3°C)Light RainMostly SunnyAverageSlightly Low
February64.6°F (18.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March67.8°F (19.9°C)Light RainMostly SunnyModerately HighSlightly High
April73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
May78.3°F (25.700000000000003°C)Light RainSunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Moderate RainMostly SunnyModerately HighSlightly High
August83.7°F (28.700000000000003°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October76.6°F (24.8°C)Light RainMostly SunnyModerately LowSlightly Low
November69.6°F (20.9°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December65.5°F (18.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, feel free to utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and the opportunity to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's Trip Board feature is designed to help you plan your travels with ease. It allows you to start new trip ideas, pick up right where you left off, or view and organize your travel plans all in one place. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

More Vacation Ideas