Apartment

Siesta Key Pool home 5239 Winding Way

Photo gallery for Siesta Key Pool home 5239 Winding Way

Exterior
Inground Pool with Spring fed alke and fountain in backyard.
Pool
Family Room with open concept to Kitchen and door to Pool.
Living area
3 bedrooms2 bathroomsSleeps 61512 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Twin Bunk Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden
Dining area

About this property

Siesta Key Pool home 5239 Winding Way

Summary:

Indulge in a luxurious stay at this completely renovated home in the center of the island, offering a private pool and a tranquil atmosphere. , you can immerse yourself in the beauty of this home. This home is ideal for families with children and infants, providing a perfect blend of comfort and convenience. Small dog allowed with pet fee. No smoking. Month minimum stay booked by the calendar month.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Water view

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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

No 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Siesta Key

Located in Siesta Key, this apartment is near theme parks. 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 Ed Smith Stadium or Sarasota Kennel Club. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling, mountain climbing, and rock climbing nearby.
Map
Siesta Key, FL

What's nearby

  • St. Boniface Episcopal Church Labyrinth - 14 min walk - 1.2 km
  • Siesta Key Beach - 18 min walk - 1.6 km
  • Siesta Key Beach Playground - 18 min walk - 1.6 km
  • Irma Beach - 2 min drive - 1.8 km
  • Crescent Beach - 4 min drive - 4.2 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 37 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Siesta Key Snack Bar - ‬3 min drive
  • ‪Origin Craft Beer & Pizza Cafe The Landing - ‬8 min drive
  • ‪Circle K - ‬4 min drive
  • ‪Gilligan's Island Bar & Grill - ‬4 min drive

Frequently asked questions

Does Siesta Key Pool home 5239 Winding Way have a pool?

Yes, this property has a pool.

How much does it cost to stay at Siesta Key Pool home 5239 Winding Way?

As of Mar 7, 2026, prices found for a 1-night stay for 2 adults at Siesta Key Pool home 5239 Winding Way on Apr 30, 2026 start from $326, 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.

Is Siesta Key Pool home 5239 Winding Way pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Siesta Key Pool home 5239 Winding Way?

Check-in begins at 3:00 PM.

What time is check-out at Siesta Key Pool home 5239 Winding Way?

Check-out is at 10:00 AM.

Where is Siesta Key Pool home 5239 Winding Way located?

Situated in Siesta Key, this apartment building is within 1 mi (2 km) of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Siesta Key Beach Playground and Irma Beach are also within 2 mi (3 km).

About the host

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