Crescent Siesta Key vacation rentals

We found 11 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 Crescent Siesta Key

Find out more about Crescent Siesta Key

Why visit Crescent Siesta Key

  1. Stunning Crescent Beach: Relax on the beautiful, powdery sands of Crescent Beach, perfect for sunbathing and swimming.
  2. Family-friendly activities: Enjoy various activities suitable for families, ensuring fun for all ages.
  3. Vibrant art scene: Explore the local art galleries and cultural attractions in the nearby Siesta Key area.
  4. Charming accommodations: Choose from a range of vacation homes and condos for a comfortable stay.
  5. Outdoor exploration: Experience the warm Florida sunshine while discovering urban parks and scenic spots.

Popular types of accommodation around Crescent Siesta Key

If you're considering a getaway to Crescent Siesta Key, you'll find an array of fantastic accommodation options to suit your needs. Our most popular choices include houses, condos, and apartments, ensuring you have the perfect place to unwind. Whether you’re looking for a luxurious Siesta Key FL condo rental or a charming key condo rental, we have the ideal spot for your vacation. Experience the beauty of Crescent Siesta Key with comfort and style!

  • Houses: The top choice for visitors to Crescent Siesta Key, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option that provides convenient amenities and stunning views, ideal for a relaxing getaway.
  • Apartments: A great alternative for those seeking a home-like atmosphere with easy access to local attractions.
  • Villas: Luxurious and spacious, villas offer a tranquil escape with upscale features and private spaces.
  • Cottages: These quaint and charming lodgings provide a cozy retreat, perfect for couples or small families.**

Top attractions around Crescent Siesta Key

Crescent Siesta Key is a delightful destination for outdoor enthusiasts and families alike, offering stunning beaches, urban parks, and vibrant streets to explore. Whether you're seeking relaxation on the shore or a lively city experience, this charming area has something for everyone. Be sure to take in the local attractions and enjoy the warm Florida sunshine during your vacation!

  1. Siesta Key Beach: This stunning beach, located 3.2km from Crescent Siesta Key, boasts powdery white sand and crystal-clear waters, perfect for sunbathing and swimming. Enjoy a laid-back atmosphere with beach vibes, ideal for relaxation and beach activities.
  2. St. Armands Circle: Located 8.0km away, this vibrant shopping and dining district offers a unique blend of boutiques, restaurants, and art galleries, providing a lively city vibe perfect for leisurely strolls and exploring local culture.
  3. Point of Rocks: Just 483m away, this natural rocky area features stunning coastal scenery and is perfect for snorkeling and exploring marine life, offering an outdoor experience in a picturesque setting.

Things to do recommended for couples

For a romantic getaway in Siesta Key, explore the luxurious Oaks Club, enjoy a fun round at Evie's Golf Center, or immerse yourselves in the vibrant atmosphere at the Beatrice Friedman Symphony Center. Each offers a unique experience to create lasting memories together.

Things to do recommended for families

Your family vacation to Crescent Siesta Key promises fun! Catch a game at Ed Smith Stadium, unwind at Robert L. Taylor Community Complex, or explore the Canopy Walkway and Boylston Nature Trail for a delightful outdoor experience. Each destination offers unique vibes for everyone!

Things to do recommended for groups

Group travellers to Crescent Siesta Key can enjoy a performance at the Van Wezel Performing Arts Hall, tee off at Stoneybrook Golf & Country Club, or shop at Gulf Gate Mall for a mix of culture, sports, and entertainment, all within a short distance.

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

When planning your trip—be it with a group, family, pets, or for an extended stay—it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Crescent Siesta Key with a group: Think about how many bedrooms you require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these features and many others on Vrbo.
  • Traveling to Crescent Siesta Key with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with 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 Crescent Siesta Key: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Crescent Siesta Key: If you're seeking vacation rentals with 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 rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Crescent Siesta Key

Crescent Siesta Key offers a delightful blend of relaxation and exploration for tourists. With its stunning Crescent Beach and charming vacation condos, visitors can bask in the sun while enjoying the friendly atmosphere. The nearby Siesta Key area boasts vibrant art scenes and family-friendly activities, ensuring there's something for everyone. Whether you're strolling along the picturesque shores or discovering local gems, Crescent Siesta Key promises an unforgettable getaway in the heart of Florida's coastal beauty.

  • Sarasota: Sarasota is a vibrant city located approximately 9.7km from Crescent Siesta Key. Known for its stunning beaches and family-friendly atmosphere, it offers a delightful blend of urban and coastal experiences. Visitors can explore the bustling shopping malls and centres, enjoy a variety of dining options, and partake in outdoor activities. Key attractions include the nearby family beach and charming town neighbourhoods, making Sarasota an ideal destination for those seeking both relaxation and adventure.
  • Siesta Key Village: Siesta Key Village, located about 3.2km from Crescent Siesta Key, is a lively neighbourhood famed for its beach access and family-friendly environment. The village is a hub of activity, featuring delightful shops, restaurants, and recreational areas that cater to visitors of all ages. With its close proximity to beautiful beaches and urban parks, Siesta Key Village offers a perfect blend of leisure and entertainment, allowing tourists to soak up the sun and enjoy the local culture.
  • Aloha Kai: Aloha Kai is a charming neighbourhood located just 1.3km from Crescent Siesta Key. This picturesque area is ideal for families and outdoor enthusiasts alike, featuring beautiful beaches and urban parks. Visitors can enjoy various activities including theatre performances and golf, while the nearby recreational areas provide ample opportunities for relaxation and fun. With its inviting atmosphere and close-knit community feel, Aloha Kai is a wonderful spot for those looking to embrace the laid-back lifestyle of Florida's Gulf Coast.

Best time to go to Crescent Siesta Key

If you're planning a trip to Crescent Siesta Key, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, 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
January62.6°F (17.0°C)Light RainMostly SunnyModerately HighSlightly 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 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 (19.2°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? One effective way is to remain flexible with your travel dates, as prices can vary. Additionally, booking a longer stay often allows for significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated area to plan new journeys, pick up from where you last stopped, or review and organize your travel arrangements. You can easily locate the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To access your Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

More Vacation Rentals ideas