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Pineapple on Siesta Key

Vacation home near Siesta Key Beach in Siesta Key

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Photo gallery for Pineapple on Siesta Key

Beach nearby
Fridge, microwave, oven, stovetop
Property grounds
Fridge, microwave, oven, stovetop
3 bedrooms, desk, iron/ironing board, free WiFi

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathrooms12917 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Farmers Market
    ‪9 min walk‬
  • Place, Siesta Key Beach
    ‪9 min walk‬
  • Place, Irma Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Room options

About the neighborhood

Siesta Key

On waterfront.You'll find Siesta Key Beach and Siesta Key Farmers Market within a 15-minute walk of this Siesta Key vacation home. Siesta Key Beach Playground and Irma Beach are also within 2 miles (3 km).
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What's nearby

  • Siesta Key Farmers Market - 9 min walk - 0.5 miles
  • Siesta Key Beach - 9 min walk - 0.5 miles
  • Siesta Key Beach Playground - 20 min walk - 1.1 miles
  • Irma Beach - 2 min drive - 1.1 miles
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 0.9 miles

Getting around

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

Restaurants

  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Siesta Key Snack Bar - ‬3 min drive
  • ‪Circle K - ‬11 min walk
  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Sun Garden Cafe - ‬9 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Pineapple on Siesta Key

Kick back and relax in this calm, stylish 3-bedroom, 4-full bathroom canal-front home, perfect for families or couples seeking a tranquil getaway. Just a short 5-minute walk away, you`ll find the vibrant Siesta Key Village, offering a variety of shops, restaurants, and entertainment. And, of course, you`re just minutes from Siesta Key Beach, consistently ranked as the #1 beach in the US!
Book your dream vacation today and experience the best of Siesta Key!`
Minimum age 25 without parents.

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  • Pool
  • Dryer
  • Parking included
  • Free WiFi
Siesta Bayside Condo 3 Bedroom

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

Things to do

  • Golf
  • Heated pool
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 12,917 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Minimum age 25 without parents.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

357154

Frequently asked questions

How close is Pineapple on Siesta Key to the airport?

This vacation home is 10.5 mi (37-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

How much does it cost to stay at Pineapple on Siesta Key?

As of Feb 26, 2026, prices found for a 1-night stay for 2 adults at Pineapple on Siesta Key on Mar 2, 2026 start from 465.75, excluding 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.

Does Pineapple on Siesta Key have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Pineapple on Siesta Key to the beach?

This vacation home is a short 13-minute walk from Siesta Key Beach and 10.7 mi (38-min drive) from Lido Beach. Don't forget your sunscreen!

Does Pineapple on Siesta Key offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Pineapple on Siesta Key?

No, there is no casino at this vacation home.

What time is check-in at Pineapple on Siesta Key?

Check-in begins at 3:00 PM.

Is there free parking at Pineapple on Siesta Key?

Free parking is not available at this vacation home.

Does Pineapple on Siesta Key have a pool?

Yes, there's a private pool.

Does Pineapple on Siesta Key have a spa?

There are no spa services available at this vacation home.

How close is Pineapple on Siesta Key to downtown Siesta Key?

This vacation home is 0.4 mi away from Siesta Key.

Pineapple on Siesta Key Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Iosif B.

Liked: Cleanliness
Beautiful place
Stayed 3 nights in Aug 2025

10/10 Excellent

alejandra R.

Liked: Cleanliness
The house is very comfortable, the master bedroom is huge, it has a king size bed another bed definitely fits in there. The house had everything we needed. The pool is very nice, my kids loved it. The neighborhood is nice and quiet and min away from the village and beach. We rented a golfcart to get around and it was great. Marcus was quick to respond for any concerns. We are very pleased and would definitely stay there again.
Stayed 4 nights in Aug 2025

10/10 Excellent

lesley p.

Liked: Cleanliness
Nikki and Marcus were great to rent from! quick communication and everything was as expected! house was great and great location!! highly recommend!
Stayed 5 nights in Jul 2025

10/10 Excellent

Bruce P.

Liked: Cleanliness

Great Stay

Great location. Very nice pool. Recently renovated so appliances are all new. Location close to the village yet far enough so it is quiet. Greatly appreciated condiments being left in the refrigerator. A lot of rentals make you remove everything when you leave. Nikki was very responsive to our questions.
Stayed 14 nights in Apr 2025

10/10 Excellent

Yvonne P.

Liked: Cleanliness

Perfect!

Perfect stay! Location, clean and has everything you could ever need!
Stayed 3 nights in Apr 2025

10/10 Excellent

Nicole M.

Liked: Cleanliness

Perfect getaway

This house was in the perfect location. Short walk to the beach and Siesta Village for shopping and restaurants. It was comfortable, clean, and quiet. The pool was perfect to relax at at the end of the day. Will stay here again if we come back to the area!
Stayed 4 nights in Mar 2025

10/10 Excellent

Sarah O.

Liked: Cleanliness
Stayed 6 nights in Feb 2025