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Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins

Waterfront holiday home with private pool and kitchen

Photo gallery for Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins

Private heat optional, saltwater swimming pool. Plenty of seating room for everyone to soak up the sun. No smoking on the property.
Can you imagine the view? It's stunning!
The saltwater pool and spa with loungers and plenty of seating for a large family. No smoking on the grounds.
The living room has a flat screen TV with original Terrazzo flooring. Plenty of seating!
Kitchen is fully stocked and ready for the chef in your family to whip up a favorite seafood dish. You'll feel right at home in this large kitchen.

Reviews

9.6 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 8225.6 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Hot tub

Explore the area

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

Rooms & beds

4 bedrooms (sleeps 8)

guest

1 King Bed

guest

1 King Bed

guest

1 Queen Bed

master

1 King Bed

2 bathrooms

Hall

Bathtub or shower · Toilet

Hall

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area
Dining area

About this property

Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins

Welcome to Ocean Beach Gleason Home!

Newly renovated and furnished! New pics to come!

This beautiful 4-bedroom, 2-bathroom home on Siesta Key is perfect for families or groups looking for a luxurious and relaxing getaway. With over 1,900 square feet of heated space and a total of 2,500 square feet, this single-level home offers plenty of room to spread out. The property features a private saltwater pool and spa, with optional heating, overlooking a serene lake, providing a picturesque backdrop for your stay.

LOCATION HIGHLIGHTS:
- 6-minute bike ride to Siesta Key Beach
- Close to Siesta Key Village dining and shops
- Peaceful lakefront setting
- Quiet residential neighborhood
- Easy access to island hotspots

PROPERTY FEATURES:
- 4 bedrooms, 2 bathrooms pool home (2428 sq ft)
- Private saltwater pool and spa (pool heat extra)
- Lake views from pool and patio
- Outdoor seating, loungers, and BBQ grill
- Pet-friendly for approved dog only (fee required)
- Dedicated WIFI and cable
- Self check in, keyless door lock
- Separate private washer and dryer room

LIVING ROOM:
- Large flat-screen TV, comfortable seating for group lounging
- Sliding doors to pool area
- Open and bright layout

KITCHEN AND DINING:
- High-end appliances with stone countertops and breakfast nook
- Dining table seats eight
- Open flow to patio and pool area

BEDROOMS AND BATHROOMS:
- Master bedroom with king bed, custom closet, and ensuite bath
- Master ensuite bathroom: Step-in shower, large mirror, updated vanity
- Second bedroom with queen bed and Smart TV
- Third bedroom with king bed and Smart TV
- Fourth bedroom with king and pool access
- Guest bathroom: double vanity, tub/shower combo

EXTRA PERKS:
- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels.

LOCAL FAVORITES:
- Siesta Key Beach for powdery white sand
- Siesta Key Village for restaurants and nightlife
- Scenic bike rides around the island
- Waterfront dining options nearby

IMPORTANT INFO:
- Pool heating available for an extra fee
- Dog allowed with prior approval and fee (no cats)
- No smoking inside or on patio
- Respect residential area and quiet hours

CLICK BOOK NOW AND GET CLOSER TO THE COASTLINE
This property is available for one rental per 30-day period in accordance with Sarasota County regulations. Feel free to reach out if you have any questions about how this may apply to your requested dates.
All pets must be approved so reach out to us first. This property allows small/medium well-behaved dogs. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
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

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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 and a deadlock

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 Stardust Event Center or Ed Smith Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 15 min walk - 1.3 km
  • Shell Beach - 2 min drive - 2.1 km
  • Crescent Beach - 7 min drive - 6.2 km
  • St. Armands Circle - 16 min drive - 14.6 km
  • Lido Beach - 18 min drive - 16.6 km

Getting around

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

Restaurants

  • ‪Circle K - ‬15 min walk
  • ‪Gilligan's Island Bar & Grill - ‬19 min walk
  • ‪Siesta Key Oyster Bar - ‬19 min walk
  • ‪Sun Garden Cafe - ‬16 min walk
  • ‪The Big Tiki Lounge - ‬3 min drive

Frequently asked questions

Does Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins have a pool?

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

Is Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins?

Check-in begins at 3:00 PM.

What time is check-out at Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins?

Checkout is at 10:00 AM.

Where is Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins located?

Located in Bailey Hall, this holiday 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 mile (2 km).

Reviews

9.6

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. 19 out of 22 reviews
Rating 8 - Good. 2 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 1 out of 22 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Elizabeth K.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sally G.

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.

10/10 Excellent

Tina C.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sally G.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mitch

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

10/10 Excellent

Aimee V.

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

10/10 Excellent

Stephen K.

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

Great

Management company was great
Stayed 11 nights in Sep 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

lauren h.

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!

10/10 Excellent

sean f.

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

10/10 Excellent

Jennifer B., Chicago, IL

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

David

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!

8/10 Good

Jennifer B., Chicago, IL

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

10/10 Excellent

Erica H.

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

10/10 Excellent

Sally G.

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
This review comes from a trusted partner site and has not been verified.

8/10 Good

Lee-Ann R.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tomra V.

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!
This review comes from a trusted partner site and has not been verified.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ralph C.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Beautiful location!

Beautiful, private, great location. Loved it!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tammy J.

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.

2/10 Terrible

Alice H.

Stayed 14 nights in Aug 2025

10/10 Excellent

Mark M.

Stayed 14 nights in May 2025

About the host

Hosted by Owner / Property Manager

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Languages:

English

Premier Host

They consistently provide great experiences for their guests