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Pineapple on Siesta Key

Photo gallery for Pineapple on Siesta Key

A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, a large window with a view of greenery, and a ceiling fan.
A living room with a beige sofa, a wooden coffee table, a TV on a stand, and a window with a view of palm trees.
A private dock with a sign stating "PRIVATE DOCK NO TRESPASSING."
A wooden dock leading to a calm water body, surrounded by lush greenery and residential buildings in the background.
A modern kitchen with grey cabinets, a central island, and a dining area with grey chairs.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Siesta Key Beach
Sleeps 10•3 bedrooms•3 beds

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Free Wi-Fi

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Farmers Market
    ‪9 min walk‬
  • Place, Siesta Key Beach
    ‪12 min walk‬
  • Place, Siesta Key Beach Playground
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen

About this property

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!`

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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
Minimum age 25 without parents.

Important information

You need to know

Property # 20108072
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Siesta Key

Located in Siesta Key, this holiday home is on the waterfront. 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. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Discover the area's water adventures with scuba diving, snorkelling and parasailing nearby, or enjoy the great outdoors with ecotours.
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Map
Siesta Key, FL

What's nearby

  • Siesta Key Farmers Market - 9 min walk - 0.8 km
  • Siesta Key Beach - 12 min walk - 1.1 km
  • Siesta Key Beach Playground - 3 min drive - 1.4 km
  • Crescent Beach - 7 min drive - 5.1 km
  • Lido Beach - 23 min drive - 16.9 km

Getting around

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

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Siesta Key Oyster Bar - ‬10 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬11 min walk
  • ‪Captain Curt's Crab & Oyster Bar - ‬6 min drive
  • ‪Sun Garden Cafe - ‬9 min walk

Frequently asked questions

Is Pineapple on Siesta Key pet-friendly?

No, pets are not allowed at this property.

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

As of 19 August 2026, prices found for a 1-night stay for 2 adults at Pineapple on Siesta Key on 30 August 2026 start from NZ$1,787, 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.

How much is parking at Pineapple on Siesta Key?

On-site parking is available at the property.

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

Check-in begins at 3:00 PM.

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

Checkout is at 10:00 AM.

Where is Pineapple on Siesta Key located?

Situated on the waterfront, this holiday home is within a 15-minute walk of Siesta Key Farmers Market and Siesta Key Beach. Siesta Key Beach Playground and Irma Beach are also within 2 miles (3 km).

About the host

Hosted by Nicki & Marcus

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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