Entire home

Pineapple on Siesta Key

Holiday home with private pool, near Siesta Key Beach

Overview
Amenities
Policies
Location

Exceptional

2 bedrooms4 bathroomsSleeps 1012916.7 sq ft

Popular amenities

Parking available
Dryer
Washer
Pool
Kitchen
Barbecue grill

Place, Siesta Key Beach
Place, Crescent Beach
Place, Lido Beach
Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)

Rooms & beds

2 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

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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Washer
Dryer
Parking included
Free WiFi

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

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 near the beach. 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. Looking to enjoy an event or a game while in town? See what's happening at Stardust Event Center or Ed Smith Stadium. Scuba diving, snorkelling and parasailing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.

View more Holiday homes in Siesta Key

Siesta Key, FL

What's nearby

Siesta Key Beach - 9 min walk - 0.8 km
Shell Beach - 4 min drive - 3.1 km
Siesta Key Marina - 6 min drive - 4.4 km
Crescent Beach - 7 min drive - 4.5 km
Lido Beach - 22 min drive - 17.7 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
‪Siesta Key Oyster Bar - ‬10 min walk

Frequently asked questions

Does Pineapple on Siesta Key have a pool?

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

Is Pineapple on Siesta Key pet-friendly?

No, pets are not allowed at this 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 near the beach, 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).

Exceptional

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Yvonne P.

13 Apr, 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.

27 Jul, 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

Nicole M.

4 Apr, 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

alejandra R.

12 Aug, 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

10/10 Excellent

Bruce P.

3 May, 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