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Beautiful Siesta Key

Waterfront holiday home with private pool and kitchen

Photo gallery for Beautiful Siesta Key

Pool
Pool
Private kitchen
Private kitchen
Private kitchen

Reviews

10 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 104500 sq ft

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer

Explore the area

View in a map
  • Place, Siesta Key Beach
  • Place, Crescent Beach
  • Place, Lido Beach
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)

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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Stardust Event Center. 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
  • Shell Beach - 3 min drive - 2.4 km
  • Crescent Beach - 7 min drive - 5.8 km
  • St. Armands Circle - 17 min drive - 14.9 km
  • Lido Beach - 19 min drive - 17.0 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 Key Oyster Bar - ‬10 min walk
  • ‪Sun Garden Cafe - ‬8 min walk
  • ‪The Big Tiki Lounge - ‬12 min walk

Frequently asked questions

Does Beautiful Siesta Key have a pool?

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

Is Beautiful Siesta Key pet-friendly?

No, pets are not allowed at this 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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 115 out of 118 reviews
Rating 8 - Good. 3 out of 118 reviews
Rating 6 - Okay. 0 out of 118 reviews
Rating 4 - Poor. 0 out of 118 reviews
Rating 2 - Terrible. 0 out of 118 reviews

Reviews

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

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

Jim M., St Louis, MO

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

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

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

10/10 Excellent

Kimberly S.

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

Yearly Couples get-a-away!!

Ron’s house was beautiful. Everything we needed was there very clean great access to walking downtown to shops and restaurants. Loved the private parking for the beach access. Great communications with Ron during the stay. We would highly recommend his property. Thank you Ron
Stayed 7 nights in Jun 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

Molly C.

Fun week.

Beautiful home. Great location. We will definitely rent this home again. Thank you.
Stayed 7 nights in May 2019

10/10 Excellent

David D.

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

June 2024

Seven of us had a wonderful week in Siesta Key and would book this house again. Great home, location, and amenities. Excellent communication with the property owner throughout the whole process!
Stayed 7 nights in Jun 2024

10/10 Excellent

Marigene P.

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

Absolutely wonderful!

Property was just like the photos. We were short 3 min walk to the village and 5 min drive to the beach. Had a great time. Very relaxing at the pool and hot tub. Would definitely go back.
Stayed 7 nights in Oct 2022

10/10 Excellent

Kelly P.

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

Amazing stay!

We had an amazing vacation and loved this property! This house was perfect for our family of 9 and a great location. Spacious, clean, great view/outdoor space, comfy beds, well stocked kitchen, and hot tub/pool was enjoyed by all. Quick and easy walk into the Village. Having a parking spot at the beach was a plus - very helpful for my in-laws. Very responsive and thoughtful owner. We highly recommend and hope to come back again!
Stayed 7 nights in Nov 2021

10/10 Excellent

Tim M., Cleveland

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

Fantastic Property

This incredible home, situated only five minutes walking distance to Siesta Village, has everything you need. Fully-stocked kitchen, modern appliances, A+ comfortable beds with quality bedding, a stunning view of the canal, pool/hot tub, flat screen TVs throughout, sound system and more. My family and I loved staying here and hope to return. A++
Stayed 7 nights in Apr 2021

10/10 Excellent

Tom N., Omaha, NE United States

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

Fantastic stay in paradise!

We stayed for a whole week and the house was everything we could ask for. The house was exactly as described, the pool was amazing and Ron made everything else easy for us. The house is a five to seven minute walk to Siesta Key Village and the beach. The pool was amazing and the kitchen had everything you need. I can’t say enough good things about out experience. We had 10 adults and one toddler and the space was great for the larger group, while also allowing for space for peace and quiet. Would definitely recommend and would book again.
Stayed 7 nights in May 2022

10/10 Excellent

Jody G.

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

Siesta Key Paradise Home!

We had the best stay. Ron was welcoming and very attentive to all our needs. (which weren't many as the house has really all you need). The home was perfect. Waking up to the sunrise over the canal every morning was breathtaking. The pool was a perfect refreshing way to cool off after a long day at the beach. And the parking spot he has reserved for you at the beach is AWESOME! Loved having a private place to park right next to the entrance. Lugging all the things to the beach is my least favorite thing to do and this parking spot eases that pain! We will DEFINITELY be back!
Stayed 7 nights in Jun 2024

10/10 Excellent

mike b., Atlanta GA.

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

Awesome Place!

I rented the place for my Family to celebrate my wife’s birthday. 7 adults and a baby. House was perfectly set up with 2 king’s, 2 queens, and a room with 2 twins. They had a pack and play which helped a lot. Pool and hot tub were used daily. Very private and peaceful on a canal. Location is a short walk to restaurants, bars and beaches. They also have a parking spot at another location that gave great access to the beach. Ron was very responsive to any requests. Highly recommend!
Stayed 7 nights in Nov 2023

10/10 Excellent

Mari D.

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

Great house, pool, location, and village!!!

Our family of six adults and one almost four year old granddaughter had a wonderful week in Siesta Key. The location of the house is ideal. Just outside of the village and yet a very easy walk to the village and beach. The pool area was a huge hit. We spent a great deal of time each day in the pool and hot tub. Both were heated very well. There were plenty of lounge chairs for the sunbathers. The canal was a great spot for some fishing. The house was well stocked and everything was top of the line. Lots of room for all of us. Our host was a great communicator and responded quickly if we had any questions. Sunsets each evening were spectacular and our morning beach walks were the best way to start our day. Love seeing the dolphins each morning and finding sand dollars. Siesta Key Village is one of our favorite spots in Florida. We will definitely be back!
Stayed 7 nights in Dec 2022

10/10 Excellent

seth m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes a beautiful clean house.
Stayed 7 nights in Oct 2025

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

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

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

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

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

Scott B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time. Everything was as it was described. Ron was amazing to work with and the communication was super easy. We loved having the parking spot near the beach. We will be coming back again.
Stayed 6 nights in Jun 2025

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

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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