Siesta Palooza – 332 De Mayo
- 8 bedrooms and 8.0 bathrooms in Siesta Key, FL

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The health and safety of our guests, our homeowners, and our employees are our number one priority. In response to this pandemic, our team has adopted flexible policies for ALL GUESTS, including new reservations and existing reservations, that are arriving before August 31st, 2020. We understand that some may be uncomfortable traveling and our team will work with you to adjust plans.

Our guests can stay in private homes which offer safe environments with luxury amenities and activities to entertain both kids and parents. In addition, we have committed to additional safety standards, cleaning standards, social distancing practices, and more.

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Expert Cleaning

Our Professional Housekeeping Services are disinfecting our homes with CDC and WHO approved commercial cleaning products. All of our linens are laundered at a commercial laundry facility using an OZONE system for 100% Sanitation.

limited contact upon entry

Limited Contact

All of our homes have electronic lock systems that allow our guests to check in and check out directly at their home. Our private homes are just that – PRIVATE – So your family can stay close to home without being home.


Here For You

We are available 24/7 for guests. Our Property Managers are one call, text, or e-mail away with no call centers, auto-attendants, or call menus.

At A Glance ↑↓

  • New Luxury Home in the Heart of Siesta Key Village w/ Elevator to ALL floors
  • Heated Resort Pool with Sun Shelf, Lounge Ledge, 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 Baths with 5 En Suite Baths
  • Beds: 5 Kings,1 Queen,1 Full/Full Bunk w/ Trundle,1 Twin/Full Bunk w/ Trundle,2 Queen Sleepers
  • Arcade Room with Multiple Gaming Systems
  • Part of our Professional Linen Program
  • Elevator Available to All Floors
  • Parking: 1-2 Car Garage, 2-4 Cars in Driveway MAX. No parking in between sidewalk/street
  • 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!

Located in Siesta Key Village, it's hard to find a home with a better location! This home 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 Siesta Key Beach access points. Just walk up the stairs, or take the elevator up to the 4th Floor, and then 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 oversized Sun Shelf in the pool, a Lounge Ledge for a perfect sunning perch around the entire pool and spa, a Bar top with Seats in the Pool and Dry Bar Area outside 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 in Siesta Key Beach.

This giant 8 bedroom 8 bathroom home, with an Elevator to all Floors, offers over 4600 square feet of living and vacationing space. There are 2 Outdoor Dining areas seating 12+, and on the interior of the home there is dining seating for 20 at a dining table that seats 10, and 2 bar top areas seating 10 total. The home offers ample privacy for all of our guests as it has 4 King Bedrooms with En Suite Bathrooms. There is also a King Bedroom and a Queen Bedroom that share a Jack N Jill Bathroom. There are 2 Bunk Rooms, one features a Full over Full Bunk Bed with Twin Pull Out Trundle (sleeps 5), and the 2nd Bunk Room features a Twin over Full Bunk Bed and Twin Trundle Bed (sleeps 4). There is also a Queen sleeper sofa bed in the Arcade Room on the 3rd floor with a Private En Suite Bathroom - this could be a 9th bedroom, and a Queen Sleeper Sofa in the Living Room. Oh ya, I said Arcade Room!! Adults and Kids will love the multiple gaming systems, large TV, seating, and an en suite bathroom - again, this could be a 9th bedroom; this will be a fun room for all. The home will sleep up to 25 people in beds, including sleeper sofas, so bring the whole family. Of the 8 Bedrooms, 2 of them are located on the 2nd Floor (1 King and 1 Bunk Room), 5 Bedrooms are located on the 3rd Floor (3 Kings, 1 Queen, and 1 Bunk Room), and the final 1 Bedroom (King) + Arcade Room with Queen sleeper sofa and private bathroom are on the 4th Floor. 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 Pool Bar with In/Out Bar Top, I promise you that! They'll also love the Lounge Ledge, which is an oversized, raised pool side edge, designed to allow people to lay on it and catch some sun rays - no chair needed. There is also a Game Room area in the garage located just behind the rear glass garage door that opens up to the pool area to create an extended covered patio area that combines the spaces perfectly. This Game Room has a refrigerator for pool beverages, large deep freezer for foods and ice, TV, Ping Pong and a Foosball Table. This home is a short walk to Siesta Key Beach and within walking distance to the Downtown Siesta Key Village Area as well. If you want to get more active, you can also rent Paddleboards and Kayaks, or a boat from our preferred outdoor vendors, and launch from many places nearby. Beach Towels are included - Beach chairs and equipment can be rented through our preferred vendors at a discounted rate - ask your property manager for more details.

Parking includes a 1-2 Car Garage, and maximum 4 cars in the driveway; NO Parking in the County Right-of-Way between the street and the sidewalk- strictly enforced by Sarasota County.

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.

Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home.

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 seeing you soon.

Amenities ↑↓

Beach Access :
Yes - Short Walk
Beach Distance :
Short Walk or Bike
View :
Gulf and City View
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 :
Queen-Jack/Jill Bath
Bed Size 6th Rm :
King- Jack/Jill Bath
Bed Size 7th Rm :
Full/Full Bunk Bed
Bed Size 8th Rm :
Twin/Full Bunk Bed
Beds Pull-out :
2 Queen Sleepers
Square Footage, Est. :
Parking :
Garage and Driveway
Floor No. :
3 Floors - Elevator
Balcony :
Yes - Multiple
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 Full Baths

Contact ↑↓

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Reviews ↑↓

Amazing Property

By: Trip Date: 02/15/2020

We had such a great time at this beautiful and well-appointed property. The location was steps from Siesta Key Village and a short walk to the beach. The house was well-stocked with plenty of dishes and towels which made staying with a large group very easy. The entire house was decorated beautifully. We’ll be back!

(VRBO guest)

Great location – perfect for large group

By: Trip Date: 05/31/2020

We had our extended family for the – a total of 23 and had a great time. We had plenty of room for everyone. The house was right across the street from Morton’s Market and just a block or so from all the restaurants and shops. The wagon and chairs were great to have at the beach. Overall, we had a great vacation!!

(VRBO guest)

Siesta Palooza

By: Trip Date: 12/14/2019

The perfect house for a big family gathering. You can’t beat the location. Everything you could need was in walking distance. Tons of restaurants and the grocery store was right across the street!
Every room had its own bathroom so it felt like we were each in our own hotel room. The only thing we weren’t a fan of was the doors that closed off the stairwell to get onto each floor. It made it hard for the little kids to get up and down because the doors were heavy.
Other then that, it was fine and we would definitely rent again.


Siesta Key Luxury Rental Properties
5111 Ocean Blvd. Suite B, C & D
Siesta Key, Florida USA 34242
Hours of Operation: 9am - 5pm
#SiestaKeyLuxury #iHeartSiestaKey

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