Siesta Breakers holiday lettings

We found 13 holiday 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, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Siesta Breakers

  • Stunning sandy beaches: Enjoy the breathtaking Siesta Key Beach and Crescent Beach, perfect for sunbathing and relaxation.
  • Family-friendly atmosphere: Siesta Breakers offers a welcoming environment for families, with plenty of activities for all ages.
  • Outdoor adventures: Explore the nearby urban park and marina, ideal for those seeking outdoor fun and adventure.
  • Charming accommodation options: Choose from private vacation homes, modern condos, and comfortable apartments for a memorable stay.
  • Friendly locals: Experience the warm hospitality of the locals, enhancing your unforgettable vacation.

Popular types of accommodation around Siesta Breakers

If you're pondering the ideal accommodation for your getaway in Siesta Breakers, look no further. Our most sought-after options include charming houses, modern condos, and comfortable apartments. Whether you choose the Breakers condominium or one of our delightful rental units, you can rest assured that your stay will be both memorable and relaxing. Explore our vacation rentals and discover the perfect home away from home.

  • Houses: The top choice for holiday rentals in Siesta Breakers, offering ample space and privacy ideal for families or groups.
  • Condos: A popular option, these self-contained units provide a blend of comfort and convenience, often with fantastic views.
  • Apartments: These versatile lodgings are perfect for couples or solo travellers seeking a home-away-from-home experience.
  • Villas: Luxurious and spacious, villas offer a premium stay with upscale amenities, perfect for a special getaway.
  • Cottages: Quaint and charming, cottages provide a cozy atmosphere for those looking to escape the hustle and bustle.**

Top attractions near Siesta Breakers

Siesta Breakers on Siesta Key, Florida, offers a delightful mix of attractions for all types of visitors. You can enjoy the stunning beach, explore the nearby urban park, or relax at the marina. Ideal for families and those seeking outdoor adventures, don't miss the chance to visit Siesta Key Beach and the local attractions. Whether travelling solo or with loved ones, there's plenty to keep you entertained during your stay.

  • Siesta Key Beach: Renowned for its powdery white sands and vibrant beach atmosphere, Siesta Key Beach is perfect for sunbathing and swimming, just 621m from Siesta Breakers.
  • St. Armands Circle: A lively street located 3.1km away, St. Armands Circle offers an array of upscale shops, restaurants, and cafes, providing a delightful city vibe.
  • Point of Rocks: Only 249m from Siesta Breakers, Point of Rocks presents stunning outdoor scenery, ideal for snorkelling and exploring marine life.

Things to do recommended for couples

For a romantic getaway at Siesta Breakers, indulge in luxury at The Oaks Club, enjoy a captivating evening at Beatrice Friedman Symphony Center, or have fun at Evie's Golf Center for a sporty adventure. Each offers a unique experience to strengthen your bond as a couple.

Things to do recommended for families

Your family will love the lively atmosphere at Ed Smith Stadium, only 4.3km from Siesta Breakers, where you can catch a local sports game. For relaxation, visit the Robert L. Taylor Community Complex, 5.0km away, offering wellness activities for all ages.

Things to do recommended for groups

Experience the vibrant arts scene at the Van Wezel Performing Arts Hall, indulge in shopping at Gulf Gate Mall, or challenge your mates to a round of golf at Stoneybrook Golf & Country Club. Each destination offers unique local vibes perfect for group enjoyment.

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

When planning your journey, whether you're travelling with a group, as a family, bringing your pets along, or seeking extended stays, it's essential to refine your search according to your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Siesta Breakers with a group: Think about how many bedrooms you require, along with amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can filter for these features and many more on Vrbo.
  • Traveling to Siesta Breakers with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, while also seeking out suitable 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 Siesta Breakers: For many, a family holiday isn’t truly enjoyable without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at ease.
  • Planning for a long term stay visiting Siesta Breakers: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Siesta Breakers

Siesta Breakers in Siesta Key offers an idyllic escape with its stunning sandy beaches and family-friendly atmosphere. Explore the beautiful Siesta Key Beach and the charming Crescent Beach, where you can soak up the sun and enjoy the tropical scenery. With friendly locals and a relaxing vibe, your vacation in this enchanting destination will be filled with unforgettable experiences and picturesque views, perfect for unwinding and creating lasting memories.

  • Siesta Key: Siesta Key is a picturesque island city located approximately 1.2km from Siesta Breakers. Renowned for its stunning beaches, this destination offers a delightful family-friendly atmosphere perfect for outdoor enthusiasts. Visitors can enjoy a variety of recreational activities, including water sports and sunbathing on the powdery white sands. The area is also home to a shopping mall centre and several resorts, ensuring a well-rounded experience for tourists. Key attractions include the beautiful beaches and charming neighbourhoods, making it an ideal spot for relaxation and adventure.
  • Siesta Key Village: Just 1.2km from Siesta Breakers, Siesta Key Village is a vibrant neighbourhood that captures the essence of coastal living. This area is perfect for families seeking a blend of beach relaxation and city-themed experiences. With various recreational areas and shopping centres, visitors can easily explore local boutiques and dine at delightful eateries. The nearby urban park provides a serene escape, while the inviting beaches are a major draw for families wanting to make the most of their holiday in the sun.
  • Aloha Kai: Located a mere 435m from Siesta Breakers, Aloha Kai is a charming neighbourhood that draws families and outdoor lovers alike. The area boasts easy access to beautiful beaches and family-friendly recreational facilities. Visitors can indulge in theatre experiences or enjoy a round of golf within close proximity. Key attractions include the inviting beaches and urban parks, offering a wonderful blend of leisure and entertainment. Aloha Kai is the perfect spot for those looking to immerse themselves in the natural beauty and laid-back lifestyle of Siesta Key.

Best time to go to Siesta Breakers

If you're planning a trip to Siesta Breakers, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from February to April, 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 SunnyModerately HighSlightly 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 SunnyAverageSlightly 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 a breeze

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan your new adventures, pick up right where you left off, or review and arrange your travel plans. You can easily access the properties you've saved and booked, now neatly categorised into Potential, Upcoming, or Current Trips. To make the most of the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

More Holiday Rentals ideas