Entire home

Pineapple on Siesta Key

Waterfront vacation home with private pool, near Siesta Key Beach

3 bedrooms, desk, iron/ironing board, free WiFi - Pineapple on Siesta Key (Siesta Key)

Property grounds - 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.

Exceptional

Entire home

3 bedrooms4 bathrooms12917 sq ft

Popular amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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 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

Similar properties

Kitchen
Washer
Dryer
Parking included

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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

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

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

Property is also known as

357154

About the area

Located in Siesta Key, this vacation 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, snorkeling, and parasailing nearby, or enjoy the great outdoors with ecotours. Visit our Siesta Key travel guide

View more Vacation homes in Siesta Key

Siesta Key, FL

What's nearby

Siesta Key Beach
9 min walk - 0.8 km
Irma Beach
2 min drive - 1.8 km
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-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

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 Feb 17, 2026, prices found for a 1-night stay for 2 adults at Pineapple on Siesta Key on Mar 11, 2026 start from CA $809.6, 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.

Is Pineapple on Siesta Key pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite 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?

Check-out is at 10:00 AM.

Where is Pineapple on Siesta Key located?

Situated on the waterfront, this vacation 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 mi (3 km).

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Pineapple on Siesta Key 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 information

9.8

Cleanliness

10

Location

10/10 Excellent

Nicole M.

Apr 4, 2025

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.

May 3, 2025

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.

Apr 13, 2025

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.

Jul 27, 2025

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.

Aug 12, 2025

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