Charming Gillespie Park Bungalow with Pool in Downtown Sarasota

Sarasota, Florida
$296 avg/night Minimum Stay 3 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 5

Max Sleeps

Night 3 nights

Min Stay

Step into this cozy yet elegant retreat nestled on a quiet street in the heart of Gillespie Park. This home blends vintage character with modern updates, offering everything you need for a relaxing vacation.

Situated less than 4 1/2 miles from Lido Beach and the famous St. Armands Circle, this home offers convenient access to sun, sand, and seaside dining and shopping. Close to Citrus Square and Downtown Sarasota, you'll enjoy world-class restaurants, theaters and shopping a short walkaway.

The home features a recently updated kitchen that screams cottage charm, 2 walk-in showers, a sunroom, a butler's pantry/mudroom and the most relaxing sunroom around. There are also a washer and dryer on the premises.

The home features 2 bedrooms, one with a king size bed, the other with a queen bed and twin bed. Both bedrooms have a TV and there is a desk for remote work in the primary bedroom.

There is Wi-Fi and a 55 smart TV in the main living room for entertainment. If you would rather unwind without technology, there is a record player, games, puzzles and tons of books to enjoy during your stay.

This home is located less than a mile from the bay and bayfront park. It is half a block from Gillespie Park with the playground at the end of the street, 10 acres of walking trails, and access to tennis and pickleball courts (tennis rackets and pickleball paddles are available for you to use at the house).

But the best part is your very own backyard oasis with multiple seating areas, a grill area, an outdoor dining space, a beautiful mature oak tree dripping with Spanish moss, and your very own pool.

Guest Access & Parking

-Driveway and street parking available
-Quiet, walkable neighborhood with sidewalks
-Car recommended for beach and downtown access

Location Highlights

-Less than 4.5 miles to Lido Beach and St. Armands Circle
-Minutes from Citrus Square and Downtown Sarasota’s dining and shopping
-Easy access to parks, cultural attractions, theaters and local markets

Whether you're planning a beach getaway, a family vacation, or a peaceful retreat, this charming Sarasota bungalow offers the perfect blend of comfort, style, and location.

This is a vacation rental only. No bookings for group work trips, companies, or travel agencies. Reservations made on behalf of employees or coworkers will be canceled.

PLEASE NOTE: This home has a pool in the backyard for you to use when you stay with us. The pool is heated from November 15th to April 15th. Please observe pool rules posted. No diving allowed. By booking with us, you agree to use the pool at your own risk and we take no responsibility for injury or any accidents caused while utilizing the pool.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Dishwasher Oven Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill
  • POOL/SPA

    Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Rates & Availability

Review Review

  • Jean S.

    Submitted Feb 19, 2026

    Stayed Feb 5, 2026

    This home was lovely! It was comfortable for my husband and me. The location was close to great restaurants and the downtown area. Unfortunately, the weather didn’t cooperate with our plans, so we only used the pool once, but it was heated to a nice temperature. The outdoor space had plenty of seating options.

Your dates are Available!

Total

Includes taxes and fees
$296+
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