• EXAMPLE - Pool Area
  • EXAMPLE - Rear Pool Elevation
  • EXAMPLE - Pool Area
  • EXAMPLE - Pool Patio
  • EXAMPLE - Pool Patio
  • EXAMPLE - Ping Pong Area
  • EXAMPLE - Roof Top Deck
  • EXAMPLE - Front Elevation - Actual home is on the left
  • EXAMPLE - Elevator to All Floors
  • EXAMPLE - Great Room with Living, Dining, Kitchen
  • EXAMPLE - Kitchen
  • EXAMPLE - Kitchen
  • EXAMPLE - Kitchen
  • EXAMPLE - Living Room
  • EXAMPLE - Living Room
  • EXAMPLE - Dining Room
  • EXAMPLE - Balcony off living room
  • EXAMPLE - Staircase to All Floors
  • EXAMPLE - Game Room
  • EXAMPLE - Master Bedroom
  • EXAMPLE - Example Balcony off Bedrooms
  • EXAMPLE - Bathroom
  • EXAMPLE - King Bedroom with Balcony and En Suite
  • EXAMPLE - Bathroom
  • EXAMPLE - Balcony off Bedrooms
  • EXAMPLE - King Bedroom with Balcony
  • EXAMPLE - Bathroom Double Vanities
  • EXAMPLE - Bunk Room
  • EXAMPLE - Bathroom
  • EXAMPLE - Arcade Room with Nintendo and XBox
  • EXAMPLE - Roof Top Deck Access
  • EXAMPLE - Roof Top Deck
  • Example of Rental Equipment Through Our Preferred Vendors
  • Actual Pool and Spa Design
  • Actual Pool and Spa Design
  • Actual Pool and Spa Design
  • Actual Pool and Spa Design
  • Actual Pool and Spa Design
  • Ground Floor - Floor Plan
  • 2nd Level of Living - Floor Plan
  • 3rd Level of Living - Floor Plan
  • 4th Level of Living - Floor Plan
  • Front of Home - Elevation
  • Left Side of Home - Elevation
  • Right Side of Home - Elevation
  • Rear of Home - Elevation
  • EXAMPLE - Front Elevation (Actual Home is on the Left)

Point Break – 336 De Mayo
- 8 bedrooms and 8.1 bathrooms in Siesta Key, FL

Availability and Booking

Arrival Date:  
Number of Nights:  
Click on the calendar to select Check In and Check Out dates. This requires 2 clicks to select your date range.



Lowest Price Guarantee!


At A Glance ↑↓

  • New Luxury Home in the Heart of Siesta Key Village w/ Elevator to ALL floors
  • Heated Resort Pool with Sun Shelf, Pool Bar, Jacuzzi/Spa and More
  • Roof Top Deck with City and Gulf Views
  • Spectacular Siesta Key Village Views from Multiple Levels
  • Steps to Siesta Key Village Shops, Nightlife, Restaurants, and More
  • Short Walk or Bike Ride to Siesta Key Beach
  • 8 Bedrooms, 8.5 Baths with 5 Master Suites
  • 6 King Beds, 2 Full over Full Bunk Beds, 2 Queen Sleeper Sofa Beds
  • Arcade Room with Multiple Gaming Systems
  • Part of our Professional Linen Program
  • Elevator Available to All Floors
  • Lots of Parking, Free WiFi, and HDTV Included
  • Property Manager Program - Let us help you Vacation the Right Way
  • Beach Chairs and Beach Towels Included - Inquire for More Details
  • Preferred Vendor Discounts - Rental: Beach Chairs, Bikes, Kayaks, Paddle Boards, Boats Tours
  • Free Shuttle Services (tip only), 4-12 persons
  • Dog Friendly for Additional Fee

Description ↑↓

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!

*** This home is currently finishing construction. The home will finish construction in early September, 2019, and the pool will finsih shortly after that. However, the first guest availablity is November 2019. All Photos are EXAMPLE photos from the nearly identical, sister property next door, 332 De Mayo - Siesta Palooza that has finished and is currently available for rent.****

Located in Siesta Key Village, it's hard to find a home with a better location! It is steps to the grocery store, restaurants, shops, nightlife and more, and only a quick walk or bike ride to any one of the nearby beach access points. Just walk up or take the elevator up to the 4th Floor and head up the spiral staircase to your Private Roof Top Deck where you can have a birds eye view of Siesta Key Village as well as Gulf Views!!! It is perfect for a family, multiple families, and groups. Everyone will love the Private Resort Style Heated Pool that features an oversize Sun Shelf for lounging, a Bar top with Seats in the Pool and Out of it, and a large Jacuzzi Spa for those cool nights. Oh ya, and its right around the corner from the #1 Rated Beach in the USA by Trip Advisor. This is ONE OF THE BEST Rentals on Siesta Key. Everyone will love being outside and using this pool in the great Florida Sun, you'll love this Gorgeous new home here in Siesta Key Beach. This giant 8 bedroom 8.5 bathroom home, with an Elevator to all Floors, offers over 4600 square feet of living and vacationing space and multiple balconies on all levels and a Roof Top Deck. There is an Outdoor Dining area just off the Living Room & Kitchen area seating 8, and on the interior there is dining seating for 20 at a dining table that seats 10, and 2 bar top areas seating 10 total. It offers ample privacy for all of our guests as it has 6 King Bedrooms each with Private Bathrooms. There are 2 additional Bunk Bedrooms that feature a Full over Full Size Bunk Bed (sleeps 4). These 2 Bunk Rooms have a shared Jack N Jill Bathroom. There is also a Queen sleeper sofa bed in the Arcade Room on the 4th floor with a Balcony and Roof Top Deck Access, and a Queen Sleeper Sofa in the Living Room. Oh ya, I said Arcade Room and Adults and Kids will love it with multiple gaming systems, a large TV, seating, and a bathroom; this will be a fun room for all. The home will sleep up to 24 people in beds, so bring the whole family. Of the 8 Bedrooms; 2 of them are located on the 2nd Floor, 5 are located on the 3rd Floor, and the final bedroom is on the 4th Floor with the Arcade Room. This home is also part of our Property Manager Program, so one of our dedicated Property Managers will assist you during the entire reservation and vacation process. We are here to help you vacation the right way and ensure you have everything you need, including any recommendations or advice to help improve your vacation!

The pool and outdoor entertaining space is perfect for a BBQ or an alternative to the Gulf of Mexico. Everyone will love the Sun Shelf and the In-Pool and In/Out Bar Top, I promise you that! They'll also love the Pool Room/Game Room that is located just off the Pool Area behind the Garage. A large Glass Garage door opens up to the pool area to create an extended covered patio area that combines the spaces perfectly. This Pool Room has a refrigerator for pool beverages, deep freezer for ice and food storage, Ping Pong Table, and Foosball. This home is a short walk to Siesta Key Beach and within walking distance to Downtown Siesta Key Village Area as well. If you want to get more active, you can also rent Paddleboards and Kayaks, or a boat even, from our Adventure Tiki staff and launch from many places nearby. Beach Towels are included - Beach chairs and equipment can be rented through the Adventure Tiki at a discounted rate.

This home is also a short drive to Downtown Sarasota and the Ringling Museum. It's only a little bit further, about an hour or two, to St Pete, Tampa, and Orlando as well as those areas have to offer for a quick day trip as well. Free WIFI.

This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest.

Beach Towels and Beach Chairs are included. Don't forget to check out our Preferred Vendors for rentals, activities, tours, and more. Through our preferred vendors list, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. Our preferred vendors recommend some Services, Tours, and Equipment be reserved in advance due to limited space and high demand. After you've made your vacation rental reservation, feel free to inquire with your Property Manager on how you can secure your spot for these services, tours, and amenities. Or, if you would like to wait, you can check out these services when you arrive. Most of our preferred vendors offer our guests discounted services and priority status. Discounts vary between vendors, and our list of preferred vendors is being updated daily. Inquire today for more information and for instructions on how to add these packages to your stay.

If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to see you soon.

Amenities ↑↓

Beach Access :
Yes - Short Walk
Beach Distance :
Short Bike or Walk
View :
City and Pool
Pet Friendly :
Internet Access :
Yes - WiFi
TV Cable/Satellite :
Bed Size 1st/Master :
King - En Suite
Bed Size 2nd Rm :
King - En Suite
Bed Size 3rd Rm :
King - En Suite
Bed Size 4th Rm :
King - En Suite
Bed Size 5th Rm :
King - Private Bath
Bed Size 6th Rm :
King - Private Bath
Bed Size 7th Rm :
Full/Full Bunks
Bed Size 8th Rm :
Full/Full Bunks
Beds Pull-out :
Queen Sleeper
Square Footage, Est. :
Parking :
Garage and Driveway
Floor No. :
3 Levels - Elevator
Balcony :
Lanai :
Elevator :
Yes - To ALL Floors
Patio :
BBQ Grill :
Full Kitchen :
Washer/Dryer :
Refrigerator :
Stove/Oven Elec/Gas :
Micro/Dishwash/Disp. :
Microwave :
Coffee Maker :
Ceiling Fans :
Water Front/Access :
Pool View :
Bathroom :
8.5 Baths

Location ↑↓

Request Information

Reviews ↑↓


Siesta Key Luxury Rental Properties
5111 Ocean Blvd. Suite B, C & D
Siesta Key, Florida USA 34242
#SiestaKeyLuxury #iHeartSiestaKey