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Pineapple on Siesta Key

Waterfront holiday home with private pool, near Siesta Key Beach

Photo gallery for Pineapple on Siesta Key

Exterior
Bathroom
Pool
Room
Room

Reviews

10 out of 10, Loved by Guests
3 bedrooms4 bathroomsSleeps 101200 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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
Separate dining area
Garden
Dining area

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!`
Minimum age 25 without parents.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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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

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

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 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.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Siesta Key Farmers Market - 9 min walk - 0.8 km
  • Siesta Key Beach - 9 min walk - 0.8 km
  • Siesta Key Beach Playground - 20 min walk - 1.7 km
  • Irma Beach - 2 min drive - 1.8 km
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 1.4 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 15 Feb 2026, prices found for a 1-night stay for 2 adults at Pineapple on Siesta Key on 11 Mar 2026 start from AU$1,405.13, 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens 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

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

About the host

Hosted by Nicki & Marcus

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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