Entire home

Siesta Key Area Home with Pool and Pickleball Court

Photo gallery for Siesta Key Area Home with Pool and Pickleball Court

A modern kitchen with dark cabinetry, stainless steel appliances, and a central island.
A pool area with lounge chairs, a small hut, and palm trees.
A poolside area with a grill, lounge chairs, and a house in the background.
A staircase leading to a second floor, a bedroom with a bed and nightstand, and a hallway with a painting and a wicker side table.
A modern kitchen with dark cabinets, a dining area with a round table, and a large potted plant.

Reviews

10 out of 10
Exceptional
At the lakefront, this vacation home features 5 bedrooms and 4 bathrooms, accommodating 14 guests. It includes 1 outdoor pool and 1 outdoor pickleball court. Enjoy activities like tubing, hiking, and birdwatching nearby. The property offers a patio for relaxation. Pets are welcome.

Highlights

  • Pickleball on-site

    A rare find — enjoy pickleball without leaving the property.
5 bedrooms4 bathroomsSleeps 14

Popular amenities

  • Heated Pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Sarasota, FL
  • Place, Tarpon Bay Grill and Tiki Bar
    ‪15 min walk‬
  • Place, University of South Florida Sarasota
    ‪3 min drive‬
  • Place, New College of Florida
    ‪4 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪6 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

1st Floor - 1st Bedroom

1 King Bed

1st Floor - 2nd Bedroom

1 King Bed

1st Floor - Master Bedroom Suite

1 King Bed

2nd Floor - 3rd Bedroom

1 King Bed

2nd Floor - 4th Bedroom

1 King Bed

4 bathrooms

1st Floor Bathroom

Towels provided · Toilet · Shower only · Hair dryer

1st Floor - Master Suite Bathroom

Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

2nd Floor - 4 Bedroom

Towels provided · Shower only · Hair dryer

2nd Floor - Hall Bathroom

Towels provided · Bathtub or shower · Toilet · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

Siesta Key Area Home with Pool and Pickleball Court

Escape to this 5BR, 4BA Bayside Retreat, just minutes to Siesta Keys!

- Professionally Decorated
- Sleeps 14 Guests
- First Floor Master Suite with King Bed
- Private Pool with option to heat pool
- Designed with medi wabi-sabi inspo!
- Gourmet Kitchen
- Open Concept Living; Great for Family Gatherings
- Soaring Ceilings
- Restort Style Backyard Oasis
- Outdoor Shower
- Pickleball Court

The property is within a short drive of excellent restaurants, shopping establishments and grocery stores. If you need a break from fun in the sun and white sand, Sieta Key Village, the Ringling, Mote Aquarium, Selby Gardens, St. Armands Circle and much much more!

We’re here to help answer any questions you may have – from planning your trip through the end of your vacation. We knew that Bayside Retreat was special the first time we visited – and when we came across this property, we knew we had found a true piece of paradise. We look forward to sharing our Sarasota treasure (our home) with you and your family. Our team is dedicated to ensuring your vacation is one to be remembered!

Sleeping Arrangements (Sleeps 14):
• 1st Floor Master Suite: King Bed
• 1st Floor 1st Bedroom: King Bed
• 1st Floor 2nd Bedroom: King Bed
• 2nd Floor 3rd Bedroom: King Bed
• 2nd Floor 4th Bedroom: Bunk Beds

Sorry, no smoking/vaping. We are not wheelchair accessible.

Please send us a message, text or call us for inquiries about our property (850-904-5088). We strive for excellence in customer service and making your stay memorable.
Our prices include all fees. No hidden fees.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 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: dogs less than 20 lbs per pet (limit 2 pets total)

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5008912
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Sarasota

Located on a lake, this vacation home is in Whitfield Estates, a neighborhood in Sarasota. 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 Lido Beach and Siesta Key Beach. Looking to enjoy an event or a game while in town? See what's going on at IMG Bollettieri Tennis Academy, or consider a night out at Premier Sports Campus. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and horse riding.
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Map
Sarasota, FL

What's nearby

  • Tarpon Bay Grill and Tiki Bar - 15 min walk - 1.3 km
  • University of South Florida Sarasota - 3 min drive - 2.4 km
  • New College of Florida - 4 min drive - 3.1 km
  • St. Armands Circle - 20 min drive - 14.4 km
  • Lido Beach - 21 min drive - 15.4 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 6 min drive

Restaurants

  • ‪RaceTrac - ‬12 min walk
  • ‪McDonald's - ‬2 min drive
  • ‪Anna Maria Oyster Bar - ‬2 min drive
  • ‪Tarpon Bay Grill & Tiki Bar - ‬12 min walk
  • ‪Tamiami Tacos - ‬3 min drive

Frequently asked questions

Does Siesta Key Area Home with Pool and Pickleball Court have a pool?

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

How much does it cost to stay at Siesta Key Area Home with Pool and Pickleball Court?

As of Sep 15, 2026, prices found for a 1-night stay for 2 adults at Siesta Key Area Home with Pool and Pickleball Court on Oct 5, 2026 start from $582, 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 Area Home with Pool and Pickleball Court pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 20 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Siesta Key Area Home with Pool and Pickleball Court?

Check-in begins at 4:00 PM.

What time is check-out at Siesta Key Area Home with Pool and Pickleball Court?

Check-out is at 10:00 AM.

Where is Siesta Key Area Home with Pool and Pickleball Court located?

Located in Whitfield Estates, this vacation home is within 3 mi (5 km) of University of South Florida Sarasota, Powel Crosley Estate, and New College of Florida. Sarasota Ballet and Asolo Theatre for the Performing Arts are also within 3 mi (5 km).

About the host

Hosted by Joe Danza

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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