Entire home

Siesta Key Retreat Sarasota Florida

Photo gallery for Siesta Key Retreat Sarasota Florida

A swimming pool with lounge chairs, surrounded by palm trees and a building with large windows.
A spacious living area with a dining table and chairs, a kitchen in the background, and large sliding glass doors leading to an outdoor area.
A house with a tiled roof, a central entrance with a covered porch, and surrounding palm trees.
An outdoor patio with a large sectional sofa, dining area, and a pool.
A modern kitchen with white cabinets, a large island with bar stools, stainless steel appliances, and pendant lighting.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Walk to Irma Beach

Popular amenities

  • Patio
  • Private pool
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View in a map
Siesta Key, FL
  • Place, Irma Beach
    ‪9 min walk‬
  • Place, Shell Beach
    ‪3 min drive‬
  • Place, Siesta Key Beach
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪25 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

2nd Master

1 King Bed

Bunk Room

4 Single Bunk Beds

Kids

2 Single Beds

Living Room 1

1 Double Sofa Bed

Master

1 King Bed

3 bathrooms

2nd Master

Bathtub · Toilet · Shower only

Master

Bidet · Toilet · Shower only · Jetted bathtub

Shared

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Number of living rooms
Outdoor play area
Garden
Dining area

Add dates for prices

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About the area

Siesta Key

Located in Siesta Key, this holiday home is near theme parks and on the waterfront. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's going on at Robarts Sports ARENA, or consider a night out at Sarasota Fairgrounds & Robarts Arena. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
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Map
Siesta Key, FL

What's nearby

  • Irma Beach - 9 min walk - 0.8 km
  • Shell Beach - 3 min drive - 1.7 km
  • Siesta Key Beach - 3 min drive - 2.4 km
  • Crescent Beach - 9 min drive - 6.5 km
  • Turtle Beach - 12 min drive - 9.9 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 29 min drive

Restaurants

  • ‪Circle K - ‬3 min drive
  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬4 min drive
  • ‪Siesta Beach Pavilion - ‬4 min drive
  • ‪Daiquiri Deck Siesta Key Village - ‬4 min drive

Frequently asked questions

Does Siesta Key Retreat Sarasota Florida have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Siesta Key Retreat Sarasota Florida pet-friendly?

No, pets are not allowed at this property.

How much is parking at Siesta Key Retreat Sarasota Florida?

On-site parking is available at the property.

What time is check-in at Siesta Key Retreat Sarasota Florida?

Check-in begins at 4:00 PM.

What time is check-out at Siesta Key Retreat Sarasota Florida?

Checkout is at 11:00 AM.

Where is Siesta Key Retreat Sarasota Florida located?

Situated on the waterfront, this holiday home is 0.4 mi (0.6 km) from Irma Beach and 1.4 mi (2.3 km) from Siesta Key Beach. Shell Beach and St. Boniface Episcopal Church Labyrinth are also within 2 miles (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 41 out of 46 reviews
Rating 8 - Good. 5 out of 46 reviews
Rating 6 - Okay. 0 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house in a great location.
Stayed 5 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family friendly, spacious, great location.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect location ! Convenient to the beautiful Siesta Key beach as well as restaurants and shops in the cute village . The house was clean and spacious with a fantastic outdoor area . Highly recommend this property .
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Great location, Grant and Stephen were awesome, Can't wait to go back.
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Amazing!

The house and location were amazing!!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very clean and spacious. It was stocked with everything we needed for our stay. We cooked meals every night, used the pool daily. It is a very family friendly home. It was a short drive or walk to the beach and downtown Siesta Key. Grant was a gracious host & very responsive. We would definitely stay here again.
Stayed 5 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place

Awesome house and location... worked great. Thanks Grant
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Trip

We had a wonderful time staying at this property, the house was immaculate. You can tell the owners really care for this property and it is well appointed with everything you'd need for a great stay. The backyard/pool area is relaxing and great for kids and lounging :) We hope to visit again at some point.
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

Wonderful house to stay with family or friends. Well equipped and well stocked. Owner was very responsive to any needs. Overall great place!
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Property!

We had the absolute best stay at this property. Both Owner and Property Manager were so helpful and easy to communicate with. The house was beautiful and the amenities were perfect for our family vacation. Location to the village was great as well. We had a great time!
Stayed 5 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Place For Family

Large enough so everyone had their own space. Well furnished and fabulous kitchen. Loved the property and Siesta.
Stayed 5 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual winter vacation

This is a very nice overall property, good location spacious house, nice pool and channel, however the carpet furniture and mattress are a bit dated.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family friendly

House was a great family house with pool and location close to the village. Will definitely repeat what.
Stayed 7 nights in Mar 2023
Verified review

10/10 Excellent

Family Christmas Reunion

We had a great time! More than enough things to do especially with the age difference in our group (3-90 yrs). The heated pool was a hit as was the rope swing that my grand daughter did for the first time. The house is beautiful with ample room for everyone. Great memories were made thank you so much! Debbi
Stayed 5 nights in Dec 2018
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was impeccable! And it seriously has everything you will need for kitchen use, pool use, beach use, rainy day used (gaming counsel, I think PS5 and board games), outdoor grilling, golfing, workout equipment, and more. I would take the first hour, to explore the premises inside and out so you will know where everything is at. Garage has beach chairs, and umbrella and bikes. Even two little kid bikes with helmets. Storage bins outside along garage has beach wagon, pool toys, kids toys and more. The only thing I did not find is pool floaties to lay on. But not a big deal. And Grant was great with communication and promptness. Excellence house and location!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

This was an awesome property! We loved Siesta and loved our stay here! Kids loved the pool!

The waterway was an awesome little view too! Owner was easy to contact and responded quickly with questions. We stayed Sunday- Friday. Yard guy and pool guy did come during our visit. We didn’t mind they were pretty quick but kids couldn’t swim during this time. No biggie to us. As we have owned property elsewhere and had to have these people come. But it may annoy some visitors?? Overall an amazing vacation and a great home to stay, especially with a larger family! Very open!
Stayed 5 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house, great location

We had a fantastic time in Siesta Key, made even better by staying at the Thomas’s house. The house is warm & inviting, nicely decorated for the holidays. It’s the perfect layout for family gatherings with lots of outdoor & indoor entertaining spaces & plenty of private space. The pool is awesome. Access to paddle boards & bikes made it easy and fun to get anywhere. Everyone loved the rope swing. My husband & I hosted our 3 adult children, 2 w/partners. And we had family in the area, who came over for several dinners to play & watch games. It’s a wonderful house in a great location on a gorgeous key. Grant is fantastic to work with…super responsive, considerate and helpful. I’m sure we’ll be back!!
Stayed 9 nights in Dec 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Woodside on Siesta Key

Excellent communications. Property was even better than expected. Met all of our needs and made celebrating 70th birthday very enjoyable.
Stayed 7 nights in Nov 2022
Verified review

8/10 Good

Liked: Cleanliness, communication, listing accuracy

House worked well for two couples/friends

Check in was not smooth. Nobody to inform us of house systems. Very close to major roadway but landscaping camouflaged well. House was very comfortable for two couples
Stayed 18 nights in Feb 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

House is as advertised! EVERYTHING you could possibly need is there. Short bike ride to the Village and bridge closest to Sarasota. Thanks Stephen and Grant for a wonderful stay!
Stayed 7 nights in Mar 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home

The home was very spacious, and was close to everything. Easy access to the village, lots to do.
Stayed 7 nights in Feb 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Set Up

We really enjoyed our stay. The property was very nice and had everything we needed. Would certainly stay there again.
Stayed 10 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

amazing getaway

Property was just beautiful and so well appointed- Grant was so responsive and we would definitely stay there again!
Stayed 4 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for family gathering

Was as advertised. Great house for family gathering. The kitchen provided lots of plates and equipment to handle meals for a big group. Very well stocked. Outside patio was lovely at night. Overall very happy with the accommodations.
Stayed 5 nights in Nov 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

SUPER GREAT PLACE TO STAY!!! NICE FOR SMALL KIDS TOO!!!

Our family stayed here recently and had a great time!!! So clean and the outside set-up was fabulous with the pool and outdoor seating area!!!! We had two small children and the home was set up to accomodate them- pack n plays, high chairs, etc. !!!! 3-4 minute drive to downtown and to the beach. Highly recommend!!!
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