Sea Winds vacation rentals

We found 14 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 Sea Winds

Why visit Sea Winds

  • Stunning Beaches: Experience the silky sands and clear waters of Siesta Key, perfect for relaxation and sunbathing.
  • Outdoor Adventures: Enjoy a variety of water sports and outdoor activities in the scenic surroundings.
  • Family-Friendly Atmosphere: Sea Winds offers a welcoming environment for families, ensuring fun for all ages.
  • Diverse Accommodations: Choose from a range of vacation rentals, including condos and private homes with beach access.
  • Beautiful Parks and Marinas: Explore urban parks and marinas, providing exciting opportunities for recreation and leisure.

Popular types of accommodation around Sea Winds

Sea Winds vacation rentals offer a variety of popular accommodations, including houses, condos, and apartments. Whether you're looking for a cozy bedroom condo or a spacious Siesta Key condo, you'll find the perfect fit for your getaway. With beach access and free Wi-Fi, you can relax and stay connected during your stay. Explore our selection and discover the ideal spot for your next vacation.

  • Houses: The top choice for visitors to Sea Winds, these homes offer spacious, comfortable stays, perfect for families and friends.
  • Condos: A popular option for many, condos provide convenient amenities and often stunning views of the beach.
  • Apartments: Great for couples or solo travelers, apartments offer a cozy and private retreat close to local attractions.
  • Villas: Ideal for those seeking luxury, villas offer upscale living with plenty of space and elegance.
  • Cottages: These charming accommodations are perfect for a quaint, intimate getaway by the sea.**

Top attractions near Sea Winds

During your vacation at Sea Winds, Siesta Key, you'll find a variety of attractions to explore, including beautiful beaches, urban parks, and marinas. These points of interest offer exciting opportunities for outdoor adventures, family-friendly activities, and vibrant city experiences. Whether you're traveling solo, with family, or friends, there’s something for everyone to enjoy in this picturesque coastal destination.

  • Siesta Key Beach: Renowned for its powdery white sands and stunning sunsets, Siesta Key Beach offers a perfect spot for relaxation and beach activities. Enjoy swimming, sunbathing, and beach volleyball in a vibrant atmosphere just 2 miles from your accommodation.
  • St. Armands Circle: A lively shopping and dining destination, St. Armands Circle features boutique shops, art galleries, and upscale restaurants. Experience the charming city vibes while enjoying a leisurely stroll or savoring a delicious meal, located 6 miles away.
  • Point of Rocks: A hidden gem, Point of Rocks provides picturesque scenery and excellent snorkeling opportunities. Explore the unique rock formations and marine life in this serene outdoor setting, just 0.4 miles from Sea Winds.

Things to do recommended for couples

For a memorable romantic getaway at Sea Winds, explore the luxurious Oaks Club, enjoy some fun at Evie's Golf Center, or immerse yourselves in the enchanting sounds at the Beatrice Friedman Symphony Center. Each offers a unique experience to create lasting memories together.

Things to do recommended for families

Families visiting Sea Winds can catch a game at Ed Smith Stadium, just 7 miles away, soaking in the lively sports atmosphere. For relaxation, the Robert L. Taylor Community Complex, located 8 miles from Sea Winds, offers wellness activities perfect for unwinding together as a family.

Things to do recommended for groups

Groups visiting Sea Winds can enjoy a captivating performance at the Van Wezel Performing Arts Hall, indulge in shopping and entertainment at Gulf Gate Mall, or tee off at the scenic Stoneybrook Golf & Country Club for a day of outdoor fun.

*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 Sea Winds

When you're planning a trip—whether with friends, family, pets, or for an extended stay—be sure to prioritize your needs when filtering your options. Here are some helpful booking tips for Vrbo.

  • Traveling to Sea Winds with a group: Think about how many bedrooms you require, as well as additional features like a full kitchen or outdoor area for group activities. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Sea Winds with young kids: Traveling with young kids can be quite the adventure. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sea Winds: For many families, a vacation just wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sea Winds: If you're in search of vacation rentals that offer discounts for month-long stays, 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 consider amenities such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Sea Winds

Sea Winds in Siesta Key, Florida, offers a delightful vacation experience with its family-friendly atmosphere and friendly locals. Explore the stunning southern end, where you can relax on silky sands and enjoy the clear waters of the Gulf. With plenty of recreational facilities nearby, you can indulge in water sports or simply unwind while taking in the breathtaking tropical scenery. It's the perfect destination for a tranquil getaway.

  • Siesta Key: Nestled on the Gulf Coast of Florida, Siesta Key is renowned for its stunning white-sand beaches and vibrant outdoor activities. Sea Winds is conveniently located in this island paradise. Visitors are drawn to Siesta Key for its family-friendly atmosphere and recreational opportunities, including beach outings, water sports, and nature walks. With a variety of shopping centers and resorts nearby, you can enjoy a blend of relaxation and adventure. Key landmarks include the beautiful Siesta Beach and the charming local neighborhoods, perfect for leisurely exploration.
  • Siesta Key Village: Located just 3 miles from Sea Winds, Siesta Key Village offers a lively coastal experience with a focus on family and community. This charming neighborhood features a delightful mix of shops, restaurants, and recreational areas, making it an ideal spot for tourists. The village is known for its family beaches and urban parks, which provide ample space for outdoor activities and relaxation. Strolling through the village, you can enjoy the local culture, sample fresh seafood, and soak up the sun at the nearby beaches.
  • Aloha Kai: Aloha Kai is a quaint neighborhood situated 1 mile from Sea Winds, perfect for those seeking a laid-back beach experience. The area is popular for its family-friendly environment and outdoor activities, with easy access to recreational areas, theaters, and golf courses. Visitors can enjoy local attractions such as the inviting beaches and urban parks that offer scenic views and opportunities for fun in the sun. Aloha Kai embodies the true spirit of a beach getaway, making it a must-visit during your stay.

Best time to go to Sea Winds

If you're planning a trip to Sea Winds, 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
January62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly Low
February65.1°F (18.4°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March68.0°F (20.0°C)No Rain (Dry)SunnyModerately HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
May77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnyModerately HighSlightly High
August83.3°F (28.5°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowSlightly Low
November70.7°F (21.5°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December66.6°F (19.200000000000003°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is simple

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

Unlock savings with One Key

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

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new trips, pick up right where you left off, or easily manage and organize your travel plans. You can find the properties you've saved or booked in sections labeled Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

More Vacation Ideas