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Siesta Key Retreat Sarasota Florida

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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.
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.
A house with a tiled roof, a central entrance with a covered porch, and surrounding palm trees.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 123500 sq ft

Popular amenities

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

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

Room options

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About the neighborhood

Siesta Key

When you stay at this vacation home in Siesta Key, you'll be on the waterfront, a 3-minute drive from Siesta Key Beach and 7 minutes from Crescent Beach. .This vacation home is 9.5 mi (15.3 km) from Lido Beach and 7.9 mi (12.7 km) from St. Armands Circle.
View more Vacation Homes in Siesta KeyOpens in a new window

What's nearby

  • Irma Beach - 9 min walk - 0.5 miles
  • Shell Beach - 3 min drive - 1.1 miles
  • Siesta Key Beach - 3 min drive - 1.5 miles
  • Crescent Beach - 9 min drive - 4.1 miles
  • Turtle Beach - 12 min drive - 6.2 miles

Getting around

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

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected. The bathroom has a jetted bathtub and a bidet.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub
  • Bidet
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Office
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Bicycles
  • Boat
  • Heated pool
  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Housekeeping (on request)
  • Property located in a resort
  • Unit size: 3,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 30

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Rules

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.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

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

Property is also known as

Siesta Key Retreat Sarasota Floriida

Siesta Key Retreat Sarasota Florida Siesta Key

Siesta Key Retreat Sarasota Florida Private vacation home

Siesta Key Retreat Sarasota Florida Reviews

Reviews

9.8

Exceptional

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

Reviews

Verified review

10/10 Excellent

Kathleen H.

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

Jennifer L.

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

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

10/10 Excellent

Theresa R.

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

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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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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!!!