Entire home

Beautiful Siesta Key

Photo gallery for Beautiful Siesta Key

A modern kitchen with a central island, white cabinetry, and a stainless steel refrigerator.
A spacious living room with a fireplace, comfortable seating, and a large TV.
A modern kitchen with white cabinetry, a large island, and a dining area with wooden chairs.
A spacious living area with a fireplace, a dining table, and a poolside view.
A swimming pool with lounge chairs and a thatched umbrella.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits

    Top-rated for families.

  • Private garden

    A rare find — relax in the peaceful, private garden space.

  • Centrally-located

    You're never far from where you need to be with this convenient location.

  • Discover nearby landmarks

    Near Siesta Key Beach
5 bedrooms5 bathroomsSleeps 10

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Farmers Market
    ‪9 min walk‬
  • Place, Siesta Key Beach
    ‪11 min walk‬
  • Place, Irma Beach
    ‪17 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪26 min drive‬

Where you'll sleep

5 bedrooms (sleeps 10)

Bedroom 3-2nd floor

1 Queen Bed

Bedroom 4-1st Floor

1 King Bed

Bedroom 5

2 Single Beds

Master Bedroom #1

1 King Bed

Master Bedroom #2

1 Queen Bed

5 bathrooms

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Toilet · Shower only

Master Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden

About this property

Beautiful Siesta Key

We have opened for 2025 5 Bedroom house with 5 baths. Extensively remodeled in 2014 is COMPLETE AND READY FOR YOU with new kitchen, walls, flooring, lighting, decks, HEATED POOL and sits on the beautiful canal system..pull your boat right up to house. Walk to Siesta village or the Beach. Want to drive to beach and park at beach? Owner has a secure spot for you right on beach for you...We are looking for mature clients, single families to rent our private home. We are not looking for multiple families. This is our winter home and looking for just a couple of clients each year. If your group is larger than 6 or , give us a call to discuss. Please complete the VRBO form correctly listing total guests on or visiting property during your stay.Please note there are 2 long term tenants on north side of property, but they don't have access to yard, pool or house, just a small amount of shared parking. House, pool, access to canal is all yours !

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

BACKYARD OASIS WITH PRIVATE POOL
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
Siesta Key
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (52 reviews)
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded

House Rules

Check in after 3:00 PM

Minimum age to rent: 28

Check out before 10:00 AM

default

Children

Children allowed: ages 0–17

default

Events

No events allowed

default

Pets

No pets allowed

default

Smoking

Smoking is not permitted

Guest is required to sign a Renter Agreement.Renter Agreement must be signed within 24 hrs after booking.

For last-minute reservations, agrmnt must be signed before check-in info will be sent. Minimum age to rent is 28 years old.

NO Smoking. NO pets. NO parties/events. Quiet Hours are from 8 PM - 8 AM.

Important information

You need to know

Property # 667449vb
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 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 that there is a smoke detector on the property
Safety features at this property include a deadlock
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

About the area

Siesta Key

Located on the waterfront, this holiday home is in Bailey Hall, a neighbourhood in Siesta Key. 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. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and hiking/biking trails.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Siesta Key Farmers Market - 9 min walk - 0.8 km
  • Siesta Key Beach - 11 min walk - 0.9 km
  • Irma Beach - 17 min walk - 1.5 km
  • Crescent Beach - 8 min drive - 6.5 km
  • Turtle Beach - 11 min drive - 9.9 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 21 min drive

Restaurants

  • ‪Circle K - ‬6 min walk
  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Siesta Key Oyster Bar - ‬10 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬11 min walk

Frequently asked questions

Does Beautiful Siesta Key have a pool?

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

How much does it cost to stay at Beautiful Siesta Key?

As of 17 September 2026, prices found for a 1-night stay for 2 adults at Beautiful Siesta Key on 26 September 2026 start from NZ$6,696, 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 Beautiful Siesta Key pet-friendly?

No, pets are not allowed at this property.

How much is parking at Beautiful Siesta Key?

On-site parking is available at the property.

What time is check-in at Beautiful Siesta Key?

Check-in begins at 3:00 PM.

What time is check-out at Beautiful Siesta Key?

Checkout is at 10:00 AM.

Where is Beautiful Siesta Key located?

Located in Bailey Hall, this holiday home is within a 10-minute walk of Siesta Key Farmers Market and Siesta Key Beach. Irma Beach and Shell Beach are also within 2 miles (3 km).

About the host

Hosted by Ronald Looney

Host profile image

After spending 16 years with Merrill Lynch as a Branch Manager I retired from Wall street and set out to open my own business. I returned to my native town of Springfield Mo and built a 500 unit student housing portfolio. After 16 years of running University Properties, I started moving assets to the NNN leasing market AND vacation rentals...specifically Siesta Key, FL. Its the best rental real estate you can do, as the clients are the best, and your providing a great product in a wonderful setting.

Why they chose this property

This property was boarded up when I found it into 2013. "Lost" off the books of a major bank in 2008, it was begging for restoration. I love rehab projects, and this home had great bones, but lots of neglect. As usual as most projects, it ran way over budget, but it was a lot of fun to bring it back to life. We are very pleased to offer it on a very selected basis when we are not occupying it.

What makes this property unique

Very near the beach, walk to village, heated pool and canal setting

Languages:

English

Premier Host

They consistently provide great experiences for their guests

Tell us how we can improve our siteShare feedback