Charming Gillespie Park Bungalow with Pool in Downtown Sarasota

Top rated by guests
Pool
Private kitchen
Private kitchen
Interior
Private kitchen
review stars
10Outstanding
(2 Ratings)
"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 ..."
Jean S.
Don't miss out! Price and availability may change
10 / 10
Outstanding(2 Ratings)

House in Sarasota, FL

5 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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 walk away.

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.

Amenities at Charming Gillespie Park Bungalow with Pool in Downtown Sarasota

Non-smoking
No pets allowed
Family friendly

Map of Sarasota, FL


Ratings and reviews

10 / 10
Outstanding(2 Ratings)
10 / 10Outstanding·Feb 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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Charming Gillespie Park Bungalow with Pool in Downtown Sarasota. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Charming Gillespie Park Bungalow with Pool in Downtown Sarasota pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Charming Gillespie Park Bungalow with Pool in Downtown Sarasota?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.