Close to Crescent Beach, Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops! provides amenities, such as golfing on-site and laundry facilities. Adventurous travellers may like the motor boating, snorkelling and birdwatching at this condo. Guests can connect to free in-room WiFi.
Reviews
9.69.6 out of 10
Exceptional
Entire condo
1 bedroom1 bathroomSleeps 4694 sq ft
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Outdoor space
Add dates for prices
About this property
Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!
Welcome to Pineapple Cove!
Experience the best of Siesta Key at Pineapple Cove, a beautifully updated one-bedroom retreat on the vibrant south end of the island. Whether you’re here for a week of sun-drenched relaxation, a solo coastal getaway, or a small family beach break, this ground-floor condo puts you right where you want to be.
LOCATION HIGHLIGHTS
Skip the parking hassle! You are perfectly positioned for a car-free vacation:
- Beach Access: A breezy 6-minute stroll to Crescent Beach (Access #12 & #13).
- Nature’s Beauty: 7 minutes to the famous Point of Rocks for snorkeling and scenery.
- Island Life: Walkable to local favorites like Captain Curt’s, Big Water Fish Market, and the Orange Octopus for dessert - just a few minutes from your doorstep!
- Easy Transport: Hop on the free Siesta Key Breeze Trolley nearby for a stress-free ride to Siesta Village for more shopping and dining.
THE SPACE
- Living: Open, beach-themed living area featuring a queen sleeper sofa and a screened lanai. The perfect spot for morning coffee in the salt air.
- Rest: A serene Master Suite with a cooling queen mattress and wall-mounted Roku TV.
- Kitchen: Fully equipped for beachside brunch or a quiet dinner at home, with dining seating for four.
- Perks: Dedicated High-Speed WiFi, beach chairs, umbrella, and towels are all provided.
AT A GLANCE:
- Sleeps: Up to 4 guests.
- Convenience: Ground floor unit, bike rack, and communal laundry.
- No smoking/vaping
- No pets
- Self check in with keyless lock
Discover your perfect Siesta Key rhythm. Book your stay at Pineapple Cove today!
Xplorie Activities and Airport Transportation
-One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission
-Limited to one person per day; additional guests can join for a fee
-Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated)
-Activities subject to availability and change; non-cumulative and non-transferable
-Not available for stays of 25 nights or longer
IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Property amenities
Beach
Beach nearby
Beach towels
Internet
Available in the condo: Free WiFi
Parking and transport
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Paper towels
Refrigerator
Toaster
Dining
Dining table
Bedrooms
Bedroom
Bedsheets provided
Sofa bed
Bathroom
1 private bathroom
Free toiletries
Hair dryer
Shampoo
Shower
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Entertainment
DVD player
Smart TV with cable/satellite channels
Outdoor areas
Lanai
Outdoor furniture
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Tour and ticket assistance
Location highlights
In a village
In the city centre
Near a hospital
Near the marina
Things to do
Birdwatching
Golf
Motor boating
Optional golf privileges
Snorkelling
Tennis
Wildlife walks
Cycling nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Sailing nearby
Swimming nearby
Safety features
No carbon monoxide detector (host has indicated there is no carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Unit size: 694 square feet
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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
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
On-site parties or group events are strictly prohibited
Host has indicated that there is no 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 and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
About the area
Located near the beach, this condo is in South Village, a neighbourhood in Siesta Key. 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. Ready for a night out? Consider Sarasota Fairgrounds & Robarts Arena and Sarasota Fairgrounds. Discover the area's water adventures with jet skiing, kayaking and sailing nearby, or enjoy the great outdoors with cycling. Visit our Siesta Key travel guide
Is Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!?
On-site parking is available at the property.
What time is check-in at Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!?
Check-in begins at 3:00 PM.
What time is check-out at Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!?
Checkout is at 10:00 AM.
Where is Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops! located?
Located in South Village, this condo building is within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Safe Harbor Siesta Key and Point of Rocks are also within 10 minutes.
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Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops! 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.
We loved the decor of the condo, the fact that beach items were supplied and the beautiful and convenient location!
From a partner site
10/10 Excellent
Patricia S.
13 Feb 2025
very pleased
Condo was comfortable and a great location.
From a partner site
10/10 Excellent
Abby H.
21 Mar 2025
Repeat Renter - Home Away from Home
I've lost count how many times we have stayed at Pineapple Cove. It feels like home away from home to our family. The kids love the light up palm trees & us adults like the access to the beach, trolley, & food. We are always comfortable staying here! Thank you!
From a partner site
10/10 Excellent
Abby
8 Feb 2024
Walk 6 Minutes to Crescent Beach, New Furnishings, WiFi, Parking, Walk to Restaurants
This is our 3rd staying here! It feels like home away from home now.
I love how the unit is fully equipped with everything, a home needs. It is especially helpful for kids traveling - they love the palm trees and beach wagon.
It's a convenient walk to beach and trolley too
This property was exactly as described. Very easy process to check-in and out. We had a malfunctioning coffee maker one morning and the management responded quickly. We had a new coffee maker very quickly. Location is great- trolley stop, restaurants and beach all very close. Condo contained all of your beach needs. I would definitely stay here again.
Excellent in every way, with one important exception. Cleanliness, comfort and location was excellent, but when we arrived late the first day, we emailed the next day with a few details that should have been taken care of asap and were not -- we needed TV remote batteries and the privacy blinds in the front room did not close).
Place is great. I have stayed here more then once. Close to the bars and the beach. I had a problem with the toilet but it was fixed asap and the man was nice. Only complaint is the bed is getting way to soft. I do suggest a mattress that blows up so people can set their firmness. I tend to rent from those people to ensure a good night sleep. Just a suggestion for future. Also I love the beach, but the last time I was here I mentioned the wagon needs major updating. It still hasn't been replaced and well I took one look at the rusted wagon and decided, yeah forget it!.. I really love this place. Its so clean and nice. If those two things can be maybe be worked on itnwouod be perfect. I would love to stay again and again.really great place for reasonable price.
I absolutely loved my stay in this cozy rental. It was clean, had the most comfortable bed. Light up palm trees in the living room that I absolutely loved and left on at night. It even had a great pineapple night light in the bedroom, which I used as well. Being alone can sometimes be scary. The unit had it all to a coffee maker, pots, pans etc. It was close to all the bars and stores and a short walk to the beach. The unit had a wagon,cooler,chairs, umbrella and some noodles for the water and many other things. It was a huge convenience, however the wagon is gonna need updating soon. Without that wagon it would of been hard for me to get all of it to the water. It was close to all fun bars in the area. The tiki has karaoke on tues/thur nights. 7-11 is down the road so no worries on the little things you run out of. And a great gift shop within walking distance that has everything you might need. My slider out to the Linai wasn’t locking one night and with a quick call the owners had someone there to fix it. They were wonderful!!I absolutely loved my stay there and would be back again.
Very clean and nicely decorated. It is in a great location with easy access to restaurants and Cresent Beach. It had a very beachy look that we really liked.
Communication was very good and helpful. Location was good. Unit was overall very clean. Mattress was unlevel which negatively impacted our sleep during the stay. Would have rated a 4-star otherwise.
Stayed 4 nights in Feb 2026
From a partner site
10/10 Excellent
Gustavo
15 Aug 2025
Loved the Place
I love all the house and the vacation. The furniture is very clean. Its very comfortable.
The location was perfect! Short walk from the beach and things to do in town. Perfect amount of space for us as we vacationed in Siesta Key! Would definitely come back!
We thoroughly enjoyed our stay at this little beach condo! It was clean and had all the basics, and we loved the beachy vibe. Just minutes from the beach and walkabale to several restaurants and bars. Highly recommend!
We enjoyed our stay so much! Great location to the beach and restaurants! Clean and decorated cute! Equipped with everything we needed to enjoy a week away from home.
Stayed 7 nights in Jul 2022
From a partner site
10/10 Excellent
Larry E.
7 Jul 2023
Loved Our Stay!
We loved our stay here! The unit decor was fun and inviting. We found everything we needed. The beach umbrella & chairs were an excellent addition! Everything was clean and the bed was so comfortable. We were close to all of the activities, food and shopping.
Had a great week in this clean and cute condo! Walked to the beach to witness the amazing sunsets. Even extended our stay a couple of nights without any hassle or issues.