Ocean Beach Gleason Home

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

4 BR
2 Baths
Sleeps 8

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.

The modern kitchen is fully equipped with high-end appliances, including a Bosch dishwasher, Whirlpool refrigerator, and a new toaster oven/air fryer combo. The kitchen’s granite countertops and breakfast nook, paired with Mexican terra-cotta floors, create a stylish and functional space for preparing meals. The dining area comfortably seats eight and opens to the pool and patio, offering stunning lake views.

The living room boasts original terrazzo flooring, a large flat-screen TV, and sliding doors that open to the pool area. The outdoor space includes plenty of seating, loungers, and a BBQ grill, making it ideal for family cookouts.

The master bedroom features a king bed, custom closet, and a modern bathroom with a step-in shower. The second and third bedrooms offer queen and king beds, respectively, with Smart TVs and ample storage. The fourth bedroom includes both a king and twin bed, a work desk, and direct access to the pool area.

Located just a 6-minute bike ride from Siesta Key Beach and close to Siesta Key Village, this home offers easy access to the best of the island. A well-behaved dog is welcome with prior approval, but no cats are allowed. This non-smoking property ensures a clean and comfortable stay for all guests.

Pool heat is at an extra cost.

Booking winter season? Please book whole months only e.g. Feb 1 - March 1 or Feb 1 - March 31; not Feb 15 - March 15.

All pets must be approved so reach out to us first. This property allows 1 dog. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee for 1 pet. Make sure to pick up after your dog.

4638 Gleason Ave Siesta Key, FL 34242

To purchase a vacation home like this one, Jennifer Thompson with Michael Saunders or click here to see properties for sale.

Sleeping Arrangements

master King
guest King
guest Queen
guest King

Bathroom Configuration

Hall: Combo Tub Shower, Toilet
Hall: Shower, Toilet

Property Rules

Check In: After 3pm
Check Out: Before 10am
Smoking: Not Allowed

Amenities

Air Conditioning
BBQ Grill
Basic Soaps
Bathtub
Bbq Area
Beach Chairs
Beach Towels
Beach essentials
Big Screen TV
Blender
Carbon Monoxide detectors
Carbon monoxide alarm
Children Welcome
Cleaning Disinfection
Clothes Dryer
Coffee Maker
Conditioner
Cooking basics
Covered Patio
Deadbolt Lock
Desk
Desk chair
Dining Table
Dishes & Utensils
Dishes Utensils
Dishwasher
Disinfected
Dryer
Dvd
Enhanced Cleaning
Enhanced Cleaning Practices
Essentials
Extra pillows and blankets
Family
Family Friendly
Fire Extinguisher
Fishing
Free Wifi
Free parking on premises
Freezer
Full Kitchen
Hair Dryer
Hangers
Heated Pool
Hot Tub
Ice Maker
Internet
Internet Access
Iron
Iron & Board
Iron Board
Iron and Board
Kettle
Kitchen
Laundry
Linens
Linens High Temp Wash
Linens Provided
Living Room
Long term stays allowed
Long-Term Renters Welcome
Luggage dropoff allowed
Microwave
Near Ocean
Open Patio
Other Long Term Renters
Outdoor furniture
Oven
Paper Towels
Parking
Patio
Patio or balcony
Pets Considered
Pool view
Private Hot Tub
Private Pool
Private entrance
Refrigerator
Room-darkening shades
Self Check-In
Self Checkin Checkout
Shampoo
Shopping
Shower gel
Smart TV
Smoke Detectors
Swimming
TV
Toaster
Toilet Paper
Towels
Towels Provided
WIFI
Walk to Beach
Walk to beach
Washer
Washing Machine
Water Sports
Water View
Wifi
Wifi Speed 250
Wireless Broadband
Wireless Internet
bathtub
beach cart
beach chairs
beach umbrella
bed linens
cooking basics
dishes and silverware
extra pillows and blankets
hangers
heating
hot water
lock on bedroom door
near Siesta Key
oven
private entrance
private living room
shampoo
smoke detector
stove
Park
Point Of Interest
Enhanced cleaning practices
High-Touch Surfaces Disinfected

Map

Videos

Frequently Asked Questions

  • All guests agree to the Sarasota Vacation Rental, LLC. Rental Agreement and this supercedes any other agreement. Credit card verification is required for last minute bookings.  We are licensed under the Division of Hotels and you agree that breach of our rules may result in immediate eviction per FL DBRP.
  • Registered Guests must be 25 or older. Bookings by guests under 25 years of age will be cancelled without refund.  No business bookings or contractors without prior approval and additional deposit.  Card holder must be the guest.
  • If at any given time, the maximum occupancy is exceeded, the tenant will be in material breach of the lease and expedited eviction will apply in addition to a fine.
  • Many complexes do not allow boats, motocycles, trailers, jet skis, kayaks, golf carts, trucks or monster trucks. It is your responsibility to ask prior to booking. A 17' pickup truck may count as oversized, so ASK FIRST. We cannot guarantee additional parking. If the unit says you get 1 space, you get 1 space.
  • If the property says it is subject to HOA approval, there are additional restrictions. This is only applicable for longer stay properties of a month or more and the property description will say that an HOA application is required. Your booking is not complete until you return this form to us and you cannot be given access until you are approved. We do not control this process. Do not book a long term property for checkin shorter than the days the HOA notes they needed for approval or understand we may need to shift your days. Your rental is contingent on following HOA rules where applicable.   
  • Complexes have rules and the management of those complexes have the right to evict guests (under hotel rules) who do not follow their rules. Sarasota County and City Zoning requires outside quiet hours from 10PM until 8AM.  
  • AC is to be set no lower than 73 degrees. 
  • Renters are not authorized to make property repairs, 'improvements' or other property changes without written permission
  • No Smoking Permitted.  $500 fine. This includes vaping, cigarettes and other types of leaves.
  • Pets are only allowed in pet friendly properties and is only for one dog. Dogs are only allowed with express written permission in advance and with a $300 non-refundable pet security deposit. Always ask first as there may be size/weight/breed limits.  Aggressive breeds not allowed. Complaint(s) by neighbors of barking can result in eviction.  Please pick up after your dog.  If we have to remove dog poop from the yard, you will be charged both for professional removal plus $150. Some complexes do not allow emotional support animals. Per Florida law, a complex may restrict these for transient rentals. We are licensed to follow Florida Hotel rules not landlord/tenant rules. Ask before booking. A properly licensed service animal must always be allowed, however please note that a few of our owners are allergic to certain animals. Please communicate with us first if you have special requirements as we can direct you to a different property.  
  • There will be no refund for early departure unless authorities enact a mandatory hurricane evacuation for the location of your reserved property covering dates of your stay. Travel Insurance is recommended.  
  • Repairs, maintenance and renovations to buildings or other units are out of our control. These processes may involve noise and inconvenience during daylight hours. Refunds will not be made for noise and/or inconvenience caused by building repairs, maintenance and/or renovation work that we do not control.  
  • Things sometimes break. No refunds for appliance, electronic or pool issues. We will do our best to fix or replace as quickly as we can. If your pool heat isn't working and you paid separately for it, we will refund the pool heat, not your rent.
  • Departure Instructions: Professional cleaners clean after your stay. You don’t need to make the beds or do laundry. Please do your own dishes, start the dishwasher & remove your food & trash.

Reviews

Highly Recommend!
5/5 stars
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
- Mitch
March rental Gleason Avenue
5/5 stars
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.
- Sally
Third Year in This Home!
5/5 stars
We've rented this home in 2019, 2022, and 2023. There was a different rental agency in 2019 and they were NOT responsive to calls. Itrip/Sarasota Beach Vacations were extremely responsive both in 2022 and 2023. The maintenance guys showed up when expected, were helpful, and quickly resolved the issues. This home works for all ages! We love watching the wildlife on the small lake. The pool is so relaxing (we did pay for heat). The bedrooms have more than enough space for family and storage for longer stays. The home was clean upon arrival. We travel with a pet and this home worked well with the fencing around the pool. We hope to return in future years.
- Bridget
5 stars aren’t enough ?
5/5 stars
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!
- Lauren
Amazing Getaway!
5/5 stars
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!
- David
Fee Fo Review
4/5 stars
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
- LeeAnn
Great Pool and Hot Tub!
5/5 stars
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!
- Tomra
Big and clean pool!
5/5 stars
The home is very comfortable, private and great for a family or group of friends. The pool is very big and clean!
- Melvin
Fee Fo Review
5/5 stars
Management group was excellent, took care of things immediately. Stayed one month and house was very nice.
- Ralph
Beautiful location!
5/5 stars
Beautiful, private, great location. Loved it!
- Claire
Fee Fo Review
5/5 stars
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.
- Tammy and Bill Jones

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