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The Pool House – 98 Messina
- 5 bedrooms and 4.0 bathrooms in Siesta Key, FL

Availability and Booking

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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 ↑↓

  • Large Single Family Home - Steps to Siesta Village and 1 Block to Siesta Beach
  • 5 Bed 4 Bath with Oversized Living Areas
  • Private Heated Pool and Spa, Private Tiki Hut, Huge Back Yard with Tropical Landscaping
  • Sleeps 16 - 4 King Beds, 2 sets of Bunk Beds, Queen Sleeper Sofa
  • Part of our Professional Linen Program
  • Washer and Dryer in Home, Multi Car Parking, Free WiFi, and HDTV Included
  • BBQ Grill and Entertaining Space under your Private Tiki Hut
  • 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
  • Property Manager Program - Let us help you Vacation the Right Way

Description ↑↓

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

You HAVE to SEE this Amazing Back Yard! This home is nearly Beachfront, less than 1 minute walk to the beach, and located directly in the Heart of Siesta Key Village. You can walk to EVERYTHING! This home is a 5 bedroom, 4 bathroom home located on Sunset Pointe, the best street on Siesta Key. When you're not at the beach that is steps away, I can guarantee you'll be in this one of a kind back yard and pool area. Walk out of your back patio door to your HUGE BACK YARD, PRIVATE HEATED POOL AND SPA, and PRIVATE TIKI HUT. This home has it all and it's a favorite of all of our guests. It offers so many great features and it's for that reason that so many people love to stay at The Pool House. 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!

Immediately upon entering the home you'll notice the raised ceiling and spacious feel of the home. The spacious living and dining areas offer a great space for everyone in your party to get together. The large kitchen and island make cooking a breeze for the chef of the group. Combine those three features of the home and you're ready to entertain and enjoy your vacation. It is a guest favorite for family reunions, getaways, or group get togethers. The home features 3 master suites all located on the ground level. The second floor contains the 4th bedroom and loft area - with a Twin over Full Bunk Bed with pull out Twin Trundle Bed (sleeps 4 people) in the private bedroom, a shared bathroom located in the hallway between the two spaces, and an open 5th bedroom loft area that has a King bed and a Twin Bunk Bed. Between the loft and the bedroom, this area sleeps 8 people for the perfect Slumber Party! This floor also has a great balcony overlooking the large community pool, patio, and tiki hut space. Free WiFi is included in your stay. *Please note- the fireplace is not a working fireplace and is for decorative purposes only. This home is located on property at the Tropical Breeze Resort, but it is a stand alone home, rented separately from the Resort.

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 :
Beach Distance :
2 Minute Walk
View :
Pool and Garden
Pet Friendly :
Internet Access :
Yes - WiFi
TV Cable/Satellite :
Bed Size 1st/Master :
King w/ Bath
Bed Size 2nd Rm :
King w/ Bath
Bed Size 3rd Rm :
King w/ Bath
Bed Size 4th Rm :
Twin/Full w/ Trundle
Bed Size 5th Rm :
King, Twin Bunk Bed
Beds Pull-out :
Square Footage, Est. :
Parking :
Floor No. :
2 Stories
Balcony :
Yes - 2nd Floor
Lanai :
Private Tiki Hut
Patio :
Yes - Covered
BBQ Grill :
Full Kitchen :
Washer/Dryer :
Refrigerator :
Stove/Oven Elec/Gas :
Microwave :
Coffee Maker :
Ceiling Fans :
Water Front/Access :
Beach - 100 Yards
Pool View :
Bathroom :
4 Full Bathrooms

Contact ↑↓

Request Information

Reviews ↑↓

Great Sarasota Getaway

By: Trip Date: 01/20/2020

We had cool weather, but the heated pool & hot tub were a hit with the whole family, the beach is close by beautiful white sand you walk or ride bikes. We walked to town with whole family every night for dinner, only 5 minutes! So fun!! The house was amazing! Loved it!

(VRBO guest)


By: Trip Date: 02/07/2019

The Pool House is truly a luxury resort. It has everything… well-stocked kitchen, comfortable beds, fabulous pool/hot tub and outside deck area, close proximity to the village and five min walk to the quietest part of the beach. We were five women and the house had more than enough space inside and out for us. We would love to return next year.

Terrific family vacation

By: Trip Date: 09/07/2018

My family had such a great time at The Pool House, the amenities kept the kids busy having fun for days. We can’t wait to stay again❤️ The house is absolutely beautiful and rooms for everyone.

Perfect vacation for our family

By: Trip Date: 06/05/2016

The Sandcastle house was perfect for our family of 8 adults and 3 kids. Loved having the pool right out back for the kids. We can’t wait to return in 2018. Close to everything and very family friendly.


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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