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Entire home

Pineapple on Siesta Key

Waterfront holiday home with private pool, near Siesta Key Beach

Photo gallery for Pineapple on Siesta Key

Beach nearby - Pineapple on Siesta Key (Siesta Key)
Property grounds - Pineapple on Siesta Key (Siesta Key)
Fridge, microwave, oven, stovetop - Pineapple on Siesta Key (Siesta Key)
3 bedrooms, desk, iron/ironing board, free WiFi - Pineapple on Siesta Key (Siesta Key)
Fridge, microwave, oven, stovetop - Pineapple on Siesta Key (Siesta Key)
Close to Siesta Key Beach, Pineapple on Siesta Key provides golfing on-site, a garden and laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathrooms1200 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
The current price is €975
includes taxes & fees
22 Feb - 23 Feb

Add dates for prices

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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

  • Smoke-free property

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
  • Snorkelling 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

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  • Pool
  • Dryer
  • Parking included
  • Free Wi-Fi
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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are 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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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, a first aid kit and a deadlock
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

357154

About the area

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 Coconuts Family Entertainment Center are also worth visiting. Discover the area's water adventures with scuba diving, snorkelling and parasailing nearby, or enjoy the great outdoors with ecotours. Visit our Siesta Key travel guide
View more Holiday homes in Siesta Key
Map
Siesta Key, FL

What's nearby

  • Southwest Florida featuring general coastal views and a beach as well as a large group of people
    Siesta Key Beach
    9 min walk - 0.8 km
  • North America, United States, Florida, Miami-Dade County, Miami Beach, Ocean Drive
    Irma Beach
    2 min drive - 1.8 km
  • SiestaKey_StBonifaceEpiscopalChurchLabyrinth_6295832-2
    St. Boniface Episcopal Church Labyrinth
    2 min drive - 1.4 km
  • Siesta Key Farmers Market
    9 min walk - 0.8 km
  • Siesta Key Beach Playground
    20 min walk - 1.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    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

Frequently asked questions

Does Pineapple on Siesta Key have a pool?

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

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

As of 17 Feb 2026, prices found for a 1-night stay for 2 adults at Pineapple on Siesta Key on 22 Feb 2026 start from €975.46, 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 Pineapple on Siesta Key pet-friendly?

No, pets are not allowed at this property.

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).

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Pineapple on Siesta Key Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

10

Location

Reviews

10/10 Excellent

Nicole M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Bruce P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Perfect!

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

10/10 Excellent

lesley p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

alejandra R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Iosif B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place
Stayed 3 nights in Aug 2025

10/10 Excellent

Sarah O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Feb 2025