Luxury in Siesta Key w/ Saltwater Pool, Near Beach

Photo gallery for Luxury in Siesta Key w/ Saltwater Pool, Near Beach

A swimming pool with a circular hot tub, surrounded by lush greenery and a view of a lake.
A swimming pool with lounge chairs and a covered seating area.
An outdoor patio area with wicker furniture, a pool, and a barbecue grill.
A sunroom with a ceiling fan, a beige sofa, a wooden coffee table, and a view of the outdoors.
A swimming pool with a pink flamingo float, surrounded by palm trees and a covered patio area.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Dive under the open sky
    Relax and unwind in the top-rated outdoor pool, offering a refreshing retreat under the sun.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Irma Beach

Popular amenities

  • Balcony
  • Hot tub on site
  • Barbecue grill
  • Air conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

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

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Kitchen
Office
Balcony

Add dates for prices

Similar properties

Living area
Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG
Southgate
  • Pool
  • Hot tub
  • Kitchen
  • Washer
9.6 out of 10, Exceptional, (18 reviews)
Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG

About the neighborhood

Siesta Key

Located on the waterfront, this vacation home is in Bailey Hall, a neighborhood 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 going on at Robarts Sports ARENA, or consider a night out at Sarasota Fairgrounds & Robarts Arena.
View more Vacation Homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Irma Beach - 11 min walk - 0.9 km
  • Siesta Key Farmers Market - 19 min walk - 1.6 km
  • Siesta Key Beach - 20 min walk - 1.7 km
  • Shell Beach - 3 min drive - 2.1 km
  • Lido Beach - 21 min drive - 15.2 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 20 min drive

Restaurants

  • ‪Circle K - ‬15 min walk
  • ‪Siesta Key Oyster Bar - ‬19 min walk
  • ‪Gilligan's Island Bar & Grill - ‬19 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬19 min walk
  • ‪Siesta Beach Pavilion - ‬4 min drive

Frequently asked questions

Is Luxury in Siesta Key w/ Saltwater Pool, Near Beach pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Luxury in Siesta Key w/ Saltwater Pool, Near Beach?

As of Nov 15, 2026, prices found for a 1-night stay for 2 adults at Luxury in Siesta Key w/ Saltwater Pool, Near Beach on Nov 30, 2026 start from $293, 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.

What time is check-in at Luxury in Siesta Key w/ Saltwater Pool, Near Beach?

Check-in begins at 3:00 PM.

What time is check-out at Luxury in Siesta Key w/ Saltwater Pool, Near Beach?

Check-out is at 10:00 AM.

Where is Luxury in Siesta Key w/ Saltwater Pool, Near Beach located?

Located in Bailey Hall, this vacation home is within 1 mi (2 km) of Irma Beach and Siesta Key Beach. Shell Beach and Siesta Key Farmers Market are also within 1 mi (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 21 out of 24 reviews
Rating 8 - Good. 2 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 1 out of 24 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice place and enjoyable trip. Property was exactly as described. Pool was very nice and needed with the hot Temps.. Location was great with all kind of places to eat and shops to walk around. Will try and book again in the future.
Stayed 14 nights in Sep 2026
Response from VrboOwner on Sep 28, 2026
Thank you so much for your wonderful review! We’re thrilled you had an enjoyable stay and are so glad you plan to return. We look forward to welcoming you back again in the future! iTrip Sarasota and Venice
Verified review

10/10 Excellent

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

Absolutely gorgeous!

This home was secluded and beautiful. Perfect location. The pool was so nice and the property was full of wildlife. We loved birdwatching and gorgeous sunsets each night. Look forward to visiting again!
Stayed 13 nights in Jul 2024
Response from VrboOwner on Aug 13, 2024
We appreciate your review Aimee! Please come back again. Thank you, Anh, iTrip Sarasota and Venice
Verified review

10/10 Excellent

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

Great

Management company was great
Stayed 11 nights in Sep 2022
Response from VrboOwner on Sep 29, 2022
Thanks Stephen!
From a partner site

10/10 Excellent

Highly Recommend!

Everything was perfect! Thank you for allowing us to stay in your beautiful home! We will highly recommend this home and would love to rent again! Thank you, The Beals
From a partner site

10/10 Excellent

March rental Gleason Avenue

Our stay this year was our 4th at the same location. The house is a perfect spot for our family. The private setting around the pool was very enjoyable. The location of this property was close walking distance to the village. We look forward to returning again next year.
Verified review

10/10 Excellent

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

AMAZING VACATION HOME

I cannot say enough good things about this property. It is so close to Siesta Key Village and beaches yet completely private. You have the luxury of hitting the beach or having a private pool day and cookout in the secluded backyard. The home is very open and the floor plan is perfect having 2 bedrooms and 1 full bath on each side of the home. I am already looking to come back, we were so sad to leave. We booked for a month and it still wasn't enough time at this home.
Stayed 30 nights in May 2022
Response from VrboOwner on Jun 26, 2022
Thank you for choosing to stay with us and we hope to see you again!
From a partner site

10/10 Excellent

6th year and loving it.

We have not just had this year with a great experience but this is our 6th. Same home rented and same property manager. Everyone is always awesome. We had some concern following the hurricanes but knowing we could trust the property managers made our stress minimal. They were transparent that some work needed to be done and it was completed and gorgeous. Thanks as always
From a partner site

10/10 Excellent

Beautiful beach house for family getaway

We were so pleased with this rental. Beautiful home where we spent the holidays. We were pleasantly surprised that the owners even decorated for the holidays - just for us! Felt so festive! Kitchen is gorgeous and well supplied! Pool, view and hot tub were so relaxing and sheltered from wind/cold days. Beds are comfy - loads of towels appreciated! Walk to beach is about 15 minutes - very pleasant and they even have beach cart. We did drive a couple times and find parking at lot 5. We appreciated being in a quiet area of Siesta - will note there's a school across street but didn't impact us during their break. The only slight negative was the doors are all plantation style and don't offer any sound proofing if someone is banging around in the kitchen early in the morning. Otherwise SUPER comfortable and we would love to come back! Thank you for sharing your home with us! GRATEFUL
Response from VrboOwner on Jan 15, 2026
Thank you for spending your holidays at Ocean Beach Gleason Home! We're delighted you enjoyed the festive decorations and all the amenities. It's great to hear that the beach access, pool, and hot tub added to your relaxation. We appreciate your feedback about the doors and will look into it. You're welcome back anytime!
From a partner site

10/10 Excellent

5 stars aren’t enough ?

This place was absolutely perfect! Love the layout of the house, the pool, the proximity to the village and the beautiful beaches of siesta key! Any issue we had, which was few and far between, was addressed immediately. The owner, the grounds crew, the pool maintenance, the representatives in between us and the owner were all fabulous! Someone was available any time, day or night for any question I asked. The house and our vacation were impeccable! Definitely see a return trip in the future for us. There was nothing more I wanted for this trip away that they did not provide. Can’t say enough good!
Verified review

10/10 Excellent

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

Great house

We had a great time on our vacation. The house is perfect and the location was great.
Stayed 28 nights in Jan 2022
Response from VrboOwner on Feb 14, 2022
We enjoyed hosting you, thank you!
Verified review

10/10 Excellent

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

Perfect location if looking for a private, serene place to relax after a hard day on Siesta Beach.

The property is perfectly landscaped for privacy. The lake provides a serene backdrop to enjoy the evening sun while relaxing in the salt water pool/hot tub. There were only two of us, but the house could easily accommodate a big family,. The kitchen had everything, Rokus on all the TVs so you can log into your acct. Huge comfortable couch in the living room. Beds were all comfortable, plenty of pillows and blankets. The only negative, which was a positive for us,, you’ll have to drive to the beach. Just get there by 10 am and you’ll find a spot on the north end of the beach.
Stayed 15 nights in Sep 2021
Verified review

10/10 Excellent

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

Another 5 STAR Stay!

Enjoyed a month long "Workation" from this wonderful property. Everything about the home was as described, with some updates since last stay which were a bonus. Located in a very nice neighborhood and less than a mile walk into Siesta key Village although hard to go anywhere with such a beautiful private backyard to enjoy. It was very hard to leave but will return again soon!
Stayed 28 nights in Apr 2021
From a partner site

10/10 Excellent

Amazing Getaway!

Stayed here for a week getaway from the Midwest of remote schooling and remote working in January. House had a great pool and incredible view overlooking a small lake behind the house. The house itself had plenty of room for our family of 5 to set up and spread out through the week, it also had a ton of charm. And it’s just minutes from siesta key beach, the softest white sand you’ll find in Florida! Would definitely stay again!
Verified review

8/10 Good

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

Great Long Stay!

Had a wonderful “workation” stay at this vacation home. House located in a quiet neighborhood but an easy walk into Siesta Key village. House was very comfortable and spacious. Backyard was perfect as private, fully fenced and peaceful and lovely view over the small lake. Lovely large saltwater pool & hottub. Highly recommend the home!
Stayed 25 nights in Oct 2020
Verified review

10/10 Excellent

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

Loved Siesta Key

This was a wonderful stay for our family. The house was very comfortable and we really liked the location. Had an issue with the A/C the first couple of days but the management company handled it immediately. We would definitely return!
Stayed 28 nights in May 2020
Verified review

10/10 Excellent

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

Loved our stay despite COVID

This property was perfect for us. Our experience with the property manager was excellent. We were here when the COVID 19 pandemic got serious and the backyard here was our oasis.
Stayed 28 nights in Mar 2020
From a partner site

8/10 Good

We really enjoyed our vacation in Siesta Key, the house was perfect for our needs.

We really enjoyed our vacation in Siesta Key, the house was perfect for our needs. We were answered quickly when we had a question about the workings of the house. Couldnt ask for anything else
From a partner site

10/10 Excellent

Great Pool and Hot Tub!

Comfy beds, great pool and hot tub, they were so nice, had issue with key and fixed it right away. Downtown and drum circle was so fun, beaches are beautiful!
From a partner site

10/10 Excellent

Big and clean pool!

The home is very comfortable, private and great for a family or group of friends. The pool is very big and clean!
From a partner site

10/10 Excellent

Management group was excellent, took care of things immediately.

Management group was excellent, took care of things immediately. Stayed one month and house was very nice.
From a partner site

10/10 Excellent

Beautiful location!

Beautiful, private, great location. Loved it!
From a partner site

10/10 Excellent

The home was just beautiful and so much room!

The home was just beautiful and so much room! We were just as happy staying at the house than going to the beach. The pool was so much fun! Jerry and Loretta we're extremely helpful and couldn't have been more accommodating. We look forward to a much lengthier stay next year.
Verified review

2/10 Terrible

Stayed 14 nights in Aug 2025
Verified review

10/10 Excellent

Stayed 14 nights in May 2025
Tell us how we can improve our siteShare feedback