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Beautiful Siesta Key

Photo gallery for Beautiful Siesta Key

Pool
Pool
Private kitchen
Private kitchen
Private kitchen

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 104500 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪9 min walk‬
  • Place, Siesta Key Farmers Market
    ‪9 min walk‬
  • Place, Irma Beach
    ‪14 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪27 min drive‬

Rooms & beds

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 !
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 3:00 PM
Minimum age to rent: 28
Check out before 10:00 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
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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

We should mention

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

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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 9 min walk - 0.8 km
  • Siesta Key Farmers Market - 9 min walk - 0.8 km
  • Irma Beach - 14 min walk - 1.2 km
  • Shell Beach - 3 min drive - 2.4 km
  • Crescent Beach - 7 min drive - 6.2 km

Getting around

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

Restaurants

  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Siesta Key Snack Bar - ‬4 min drive
  • ‪Circle K - ‬6 min walk
  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Sun Garden Cafe - ‬8 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 10 Mar 2026, prices found for a 1-night stay for 2 adults at Beautiful Siesta Key on 16 May 2026 start from £482, 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).

Reviews

10

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. 118 out of 121 reviews
Rating 8 - Good. 3 out of 121 reviews
Rating 6 - Okay. 0 out of 121 reviews
Rating 4 - Poor. 0 out of 121 reviews
Rating 2 - Terrible. 0 out of 121 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Michelle K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ron is the best! The house is perfect! The outdoor area is amazing and you can not beat the location, walk to everything. The beach parking spot is the icing on the cake.
Stayed 9 nights in Nov 2025

10/10 Excellent

Sherry J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ron is wonderful and so easy to work with! Loved the house and pool!
Stayed 7 nights in Nov 2025

10/10 Excellent

Jacob P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice and close to the action.
Stayed 7 nights in Aug 2025

10/10 Excellent

Monica H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing week at this house with family. Plenty of room and very convenient location. Ron was great and responded quickly to anything that was needed.
Stayed 7 nights in Jul 2025

10/10 Excellent

Liza H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is spacious and was well equipped to suit all our family needs for the week. Access to a bathroom from the outside patio was a huge plus! Easy walk to the village and dedicated parking spot close to the beach entrance are additional perks of staying at this property. Thank you, Ron for allowing us to stay in your beautiful home.
Stayed 7 nights in Jul 2025

10/10 Excellent

Kevin C.

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

Family vacation

Great property with tons of room and close to siesta key village and all the beaches.
Stayed 7 nights in Aug 2024

10/10 Excellent

Janie S.

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

Family Vacation

Second year staying at this location, we had a wonderful time. Home away from home with the luxury of a pool and the beach!
Stayed 7 nights in Jul 2024

10/10 Excellent

Jim M.

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

Great family getaway

Six adults and one tiny comfortably fit - room for quiet time and plenty of space to gather…pool and hot tub were great - easy walk into village for bars and restaurants - a great week!
Stayed 7 nights in Feb 2022

10/10 Excellent

Rae Ann P.

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

Beautiful Siesta Key home

The house is beautiful and had more than enough room for the 6 of us. My grandchildren enjoyed the pool and hot tub the most. It's so close to the beach and downtown Siesta Key, you can walk there.
Stayed 6 nights in Jun 2025

10/10 Excellent

Nora S.

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

Winter Getaway

A lovely, comfortable home, within walking distance to town. Excellent, accommodating host!
Stayed 14 nights in Feb 2025

10/10 Excellent

Katie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved everything about staying here. Beautiful clean home with many amenities. We enjoyed the pool-took our SUP in the canal-fished from the backyard and relaxed in the comfort of the living area. Having the parking spot close to the beach was a lifesaver too. Location was great to walk to the restaurants and shops and the teens loved riding the provided bikes in town for açaí bowls and boba tea. Highly recommend staying here.
Stayed 7 nights in Jul 2025

10/10 Excellent

Kenneth R.

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

Lovely house

Enjoyed our stay. House was located near to downtown and beach. Was a relaxing getaway.
Stayed 7 nights in Nov 2023

10/10 Excellent

Kelly P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property that was perfect for our family. The host was truly one of the best we have ever worked with and was able to answer any questions that we had. Perfect quiet home where you could relax after a day at the beach. The property is well maintained and welcoming. We also appreciated the great ideas for shops, grocers and restaurants. Thank you for a lovely time. We will be back.
Stayed 7 nights in Sep 2025

10/10 Excellent

Lynette B.

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

Girls wk 2025

We had a great time. Walking distance to Siesta village and the beach. The pool and canal view was wonderful. House had a bedroom for each for our own privacy. Large kitchen, comfy furniture. It was a great week.
Stayed 7 nights in Jun 2025

10/10 Excellent

Heather R.

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

Family vacation

Great house very close to the village walked everywhere. Great pool
Stayed 7 nights in Aug 2023

10/10 Excellent

Elizabeth P.

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

Relaxing 2 weeks in Siesta Key

This house was in a great location, quiet, and nicely decorated. Siesta Key has a relaxing, casual vibe to it. The host was very helpful and prompt in answering any questions we had. Fully enjoyed our stay.
Stayed 14 nights in Feb 2024

10/10 Excellent

Jeff B.

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

Siesta Key vacation

Beautiful property and house. Had all the amenities we could have hoped for. Location to the village and the beach was perfect for walking. Highly recommend !
Stayed 7 nights in Nov 2021

10/10 Excellent

Judith H.

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

Family reunion

This was our third year and though the weather was cool we had a great time - again! Great house! Wonderful location.
Stayed 6 nights in Dec 2023

10/10 Excellent

Mary Jo C.

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

Great family getaway

Our extended family of 8 spent a week here. Everyone had a great time The pool and walk to the village and beach made it perfect. It was extremely clean and well cared for. The owner was extremely available for any questions. I would definitely stay again
Stayed 7 nights in Feb 2023

10/10 Excellent

Renee D.

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

Perfect rental

This home was just perfect! Very clean, very comfortable. Perfect location! I would definitely stay here again! Ron was very easy to work with.
Stayed 7 nights in Jun 2022

10/10 Excellent

Jon M.

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

Nice Location

Our group of 8 were very happy with the house. Enjoyed the pool and hot tub every day. The house is in a great location. It's a very quick walk to the North village area.
Stayed 7 nights in Dec 2022

8/10 Good

Davey S.

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

Family Vacation

Nice big house that accommodated me and my family. Beds were comfortable and plenty of room for everyone. Walking distance to shops and restaurants. Having the parking spot at the beach was very helpful.
Stayed 7 nights in Aug 2024

10/10 Excellent

Christina S.

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

Amazing property

Absolutely beautiful property. Everything you could possibly need for a great beach experience is provided. Close enough to everything that it only takes a short walk to be in the village. Definitely a recommended experience!
Stayed 7 nights in Jul 2024

10/10 Excellent

Ashley S.

Great location, awesome house!

Our family had a great time here. The location is awesome - a close walk to the village, and the parking spot by the beach is incredibly helpful, though we often walked to the beach as well. The pool is awesome - great to take a dip during the hot days we experienced in June. The house is well maintained, with everything you'd need for your vacation. We'd highly recommend!
Stayed 7 nights in Jun 2018

10/10 Excellent

Mary D.

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

Family get away

Great property, location and well appointed kitchen. Spacious and clean. Thank you.
Stayed 8 nights in Dec 2019

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

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