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Siesta Key Retreat Sarasota Florida

Photo gallery for Siesta Key Retreat Sarasota Florida

Exterior
Outdoor dining
Pool
Lake
Private kitchen

Reviews

9.8 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 123500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Rooms & beds

4 bedrooms (sleeps 12)

2nd Master

1 King Bed

Bunk Room

4 Twin Bunk Beds

Kids

2 Twin 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
Outdoor play area
Garden
Dining area

About this property

Siesta Key Retreat Sarasota Florida

Located on Siesta Key on a dead end street is our 4 bedroom 3 bath home spacious enough for a large family gathering.

Situated on the Grand Canal with the world famous beach close by, it’s easy to take the free community shuttle, take a short bike ride or even walk if you prefer.

Our home has everything you need for a relaxing and fun filled holiday.

Families find our home works very well as it is large enough for everyone to find their special spot.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
All reservations are subject to owner screening and approval before they become final. This will occur within 48 hours of the booking.
There are NO parties or events allowed.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

We should mention

A car is not required for transportation to and from this property

About the neighborhood

Siesta Key

Located in Siesta Key, this vacation 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 happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Siesta Key, FL

What's nearby

  • Irma Beach - 8 min walk - 0.7 km
  • Shell Beach - 2 min drive - 1.7 km
  • Siesta Key Farmers Market - 2 min drive - 1.7 km
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.4 km
  • Siesta Key Beach - 2 min drive - 1.7 km

Getting around

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

Restaurants

  • ‪Siesta Beach Pavilion - ‬4 min drive
  • ‪Siesta Key Snack Bar - ‬4 min drive
  • ‪Circle K - ‬3 min drive
  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Sun Garden Cafe - ‬3 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.

How much does it cost to stay at Siesta Key Retreat Sarasota Florida?

As of Mar 25, 2026, prices found for a 1-night stay for 2 adults at Siesta Key Retreat Sarasota Florida on Jun 24, 2026 start from $1,214, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Siesta Key Retreat Sarasota Florida pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite 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?

Check-out is at 11:00 AM.

Where is Siesta Key Retreat Sarasota Florida located?

Situated on the waterfront, this vacation 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 mi (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 39 out of 44 reviews
Rating 8 - Good. 5 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

8/10 Good

Jennifer L.

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

10/10 Excellent

Heather D.

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

10/10 Excellent

Susan C.

Liked: Cleanliness, communication, location, listing accuracy

Amazing!

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

10/10 Excellent

Cory P.

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

10/10 Excellent

Verified traveler

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

10/10 Excellent

Laura and Christian K.

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

10/10 Excellent

Justin B.

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

10/10 Excellent

Doug B.

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

10/10 Excellent

Lesley F.

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

10/10 Excellent

Marvin R.

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

10/10 Excellent

Craig D.

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

10/10 Excellent

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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

10/10 Excellent

Courtney Z.

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

10/10 Excellent

Deborah C.

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

10/10 Excellent

Carmen S.

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

10/10 Excellent

Greg M.

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

8/10 Good

louis p.

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

10/10 Excellent

Carolyn T.

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

10/10 Excellent

alycia r.

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

10/10 Excellent

Nick A.

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

10/10 Excellent

CHARLOTTE M.

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

10/10 Excellent

Diane B.

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

10/10 Excellent

Lisa R.

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!!!
Verified

10/10 Excellent

Lori P.

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

Amazing rental

This rental was perfect for our long weekend. The house was setup with literally every single thing we needed like beach towels, multi coffee machines, and even a fire pit. Would definitely be renting this VRBO again.
Verified

10/10 Excellent

R G.

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

Just as Described!

What you see, is what you get... Great property; spacious & well kept. Located at the end of a quaint, quiet street (a nice surprise with the craziness of the village). Bikes came in handy often. Extra fridge in the garage. Grant was super easy to get a hold of and very helpful. Allowed us to plug in our rented golf cart. Had delicious meals at Ophelia’s & Summer House (make reservations ahead of time). Be sure to check out Island Tap & Grill for the best fish tacos & bowls. And the organic, authentic gelato spot! Whole Foods, Publix, Trader Joe’s & Target all within 15 min drive. Very helpful that this house is located close to the northern most bridge, which is a lot less congested. Can’t beat the powdered sugar sand beaches of Siesta Key.
Stayed 7 nights in Mar 2021

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