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Pineapple on Siesta Key

Photo gallery for Pineapple on Siesta Key

A rectangular swimming pool with clear blue water, surrounded by a white fence and a covered area with a metal roof.
A wooden dock leading to a calm water body, surrounded by lush greenery and residential buildings in the background.
A yellow building with a white door and windows, surrounded by trees and gravel.
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.

Reviews

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

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Steps from the shore
    Top-rated for its nearby beach, ideal for sunbathing and swimming.
  • Discover nearby landmarks
    Close to Siesta Key Beach
3 bedrooms4 bathroomsSleeps 10

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.
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 - 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

  • ‪Circle K - ‬11 min walk
  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Siesta Key Oyster Bar - ‬10 min walk
  • ‪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 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. 15 out of 15 reviews
Rating 8 - Good. 0 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

jill m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location - walking distance to town and beach! Very comfortable stay for 5 adults and one child.
Stayed 6 nights in Mar 2026
Verified

10/10 Excellent

Donna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place for couples 3 king beds and bathrooms for each room. All of the amenities you could ever need for cooking, for the beach and comfort. The beach and shops were close by and parking was adequate for vehicle and golf cart. We loved the patio, grill and pool area. I definitely would stay here again.
Stayed 5 nights in Apr 2026
Verified

10/10 Excellent

Iosif B.

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

10/10 Excellent

adam s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was perfectly located for our stay. Easy walk into town and the beach. Parking was a breeze. Pool was spotless. Rooms were spacious and accomodatimg. Quiet area of neighborhood.
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Sean E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was as advertised...very clean, great pool and the communication with the owners was great. Highly recommend
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Kathleen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a wonderful property. The host was so kind and always responded to my million questions and gave us good information and tips about the area the house itself and everything you could need. It was very clean. The beds were very comfortable. The location was perfect. You could get to the beach or to any of the downtown area very quickly. We had the best time.
Stayed 4 nights in May 2026
Verified

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
Verified

10/10 Excellent

Alyssa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful experience. Marcus and Nicki were very responsive when we need anything. The location was excellent walking distance to the village, but far enough you didn't hear the nightlife when wanting to go to bed. The beach chairs, umbrella, roller cart they provide was one less thing to worry about finding. Highly recommend staying here in the future!
Stayed 4 nights in Feb 2026
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Dan P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Pineapple was a great house. Location was great too.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

leslie c.

Stayed 5 nights in Mar 2026
Verified

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

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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