10/10 Excellent
Michelle T.
3 Mar 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michelle T.
Stayed 7 nights in Feb 2026
Entire home
Siesta Key 3-Story Retreat - Pool, Hot Tub, Balcony
Photo gallery for Siesta Key 3-Story Retreat - Pool, Hot Tub, Balcony
Reviews
10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 84000 sq ft
Popular amenities
Explore the area
Sarasota, FL
- Place, Shell Beach9 min walk
- Place, Irma Beach3 min drive
- Place, Lido Beach17 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)24 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Bedroom 3
2 Queen Beds
3 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub or shower · Jetted bathtub · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Spaces
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area
About this property
Siesta Key 3-Story Retreat - Pool, Hot Tub, Balcony
A serene Siesta Key weekly retreat designed for relaxed gathering and coastal living. Located on one of the island’s most coveted streets, this 3-story home offers peekaboo views of Sarasota Bay, steady ocean breezes, and easy trolley access to Siesta Beach - one of the top-ranked beaches in the U.S. - perfect for families, weekly getaways, and refined island escapes.
Set on Flamingo Avenue, this three-story coastal home offers privacy, space, and quiet luxury in a well-established residential enclave accompanied by the island’s most iconic estates. Sarasota Bay sits at the end of the street, and peekaboo water views can be enjoyed from the balconies, along with steady ocean breezes throughout the home.
Siesta Key Beach is just minutes away, and the home is conveniently located in close proximity to a Siesta Key Breeze Trolley stop, making beach days effortless - no driving or parking required.
THE HOME
3-Story Key West–Style Residence
Private swimming pool (unheated)
8-person hot tub
2-car garage + long private driveway
Basketball hoop
Wi-Fi
Brand-new Samsung TVs throughout
Fully equipped kitchen + family games
The home is thoughtfully laid out across three levels, offering both generous gathering spaces and private retreats.
TOP FLOOR - PRIVATE FAMILY SUITE LEVEL
A peaceful, light-filled retreat at the top of the home.
Two Queen beds
65” Samsung TV
Spa-style bathroom with his-and-hers sinks, walk-in shower, and Jacuzzi tub beneath a skylight
Private balcony with peekaboo water views - ideal for sunrise coffee or quiet dusk moments
SECOND FLOOR - MAIN LIVING LEVEL
The heart of the home, designed for connection and flow.
Spacious living room with fireplace (non-operational) + 75” Samsung Frame TV
Dining room seating for up to 8 guests
Fully equipped kitchen stocked with cookware, prep tools, and essentials
Large front porch - doors open directly from living and dining areas
Jack-and-Jill bathroom with shower-tub
Bedrooms on this level:
Bedroom 1: King bed + 43” Samsung TV
Bedroom 2: Two Twin beds + 43” Samsung TV
GROUND FLOOR - INDOOR/OUTDOOR FAMILY LIVING
Designed for relaxed evenings and family downtime.
Additional flex space with 65” Samsung TV
Sliding glass doors leading to the patio
8-person hot tub just steps away
Direct access to the pool and outdoor oasis, creating seamless indoor-outdoor flow
OUTDOOR SPACE
From the moment you arrive, the walled-in pool and patio create a private island escape - perfect for long afternoons, evening swims, and easy family time.
LOCATION
Located on Siesta Key
Ocean breezes and a relaxed island setting
Quick access to Siesta Beach, dining, and shopping
Easy drive to downtown Sarasota via the north bridge
IDEAL FOR:
Families and multi-generational stays
Weekly beach escapes
Creative retreats and island living
Guests seeking privacy, space, and a calm residential atmosphere
We are excited to host you as a weekly, 7-day rental. If you'd like to book for longer, please message us to discuss.
License Number: 25-VR-000060
Set on Flamingo Avenue, this three-story coastal home offers privacy, space, and quiet luxury in a well-established residential enclave accompanied by the island’s most iconic estates. Sarasota Bay sits at the end of the street, and peekaboo water views can be enjoyed from the balconies, along with steady ocean breezes throughout the home.
Siesta Key Beach is just minutes away, and the home is conveniently located in close proximity to a Siesta Key Breeze Trolley stop, making beach days effortless - no driving or parking required.
THE HOME
3-Story Key West–Style Residence
Private swimming pool (unheated)
8-person hot tub
2-car garage + long private driveway
Basketball hoop
Wi-Fi
Brand-new Samsung TVs throughout
Fully equipped kitchen + family games
The home is thoughtfully laid out across three levels, offering both generous gathering spaces and private retreats.
TOP FLOOR - PRIVATE FAMILY SUITE LEVEL
A peaceful, light-filled retreat at the top of the home.
Two Queen beds
65” Samsung TV
Spa-style bathroom with his-and-hers sinks, walk-in shower, and Jacuzzi tub beneath a skylight
Private balcony with peekaboo water views - ideal for sunrise coffee or quiet dusk moments
SECOND FLOOR - MAIN LIVING LEVEL
The heart of the home, designed for connection and flow.
Spacious living room with fireplace (non-operational) + 75” Samsung Frame TV
Dining room seating for up to 8 guests
Fully equipped kitchen stocked with cookware, prep tools, and essentials
Large front porch - doors open directly from living and dining areas
Jack-and-Jill bathroom with shower-tub
Bedrooms on this level:
Bedroom 1: King bed + 43” Samsung TV
Bedroom 2: Two Twin beds + 43” Samsung TV
GROUND FLOOR - INDOOR/OUTDOOR FAMILY LIVING
Designed for relaxed evenings and family downtime.
Additional flex space with 65” Samsung TV
Sliding glass doors leading to the patio
8-person hot tub just steps away
Direct access to the pool and outdoor oasis, creating seamless indoor-outdoor flow
OUTDOOR SPACE
From the moment you arrive, the walled-in pool and patio create a private island escape - perfect for long afternoons, evening swims, and easy family time.
LOCATION
Located on Siesta Key
Ocean breezes and a relaxed island setting
Quick access to Siesta Beach, dining, and shopping
Easy drive to downtown Sarasota via the north bridge
IDEAL FOR:
Families and multi-generational stays
Weekly beach escapes
Creative retreats and island living
Guests seeking privacy, space, and a calm residential atmosphere
We are excited to host you as a weekly, 7-day rental. If you'd like to book for longer, please message us to discuss.
License Number: 25-VR-000060
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
We should mention
This property does not have any lifts
About the area
Siesta Key
Bay Island, a neighbourhood in Siesta Key, is home to this holiday home. 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. Check out an event or a game at Ed Smith Stadium, and consider making time for Mote Marine Laboratory & Aquarium, a top attraction not to be missed. 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.
Sarasota, FL
What's nearby
- Shell Beach - 9 min walk - 0.8 km
- Irma Beach - 3 min drive - 2.4 km
- Sarasota Memorial Hospital - 5 min drive - 4.8 km
- St. Armands Circle - 17 min drive - 11.9 km
- Lido Beach - 17 min drive - 12.2 km
Getting around
Restaurants
- McDonald's - 3 min drive
- CinéBistro - 3 min drive
- Connors - 3 min drive
- Walt's Fish Market - 4 min drive
- Einstein Bros. Bagels - 4 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
About the host
Hosted by Michelle OCarroll
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