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Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!

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Beach nearby
Children’s area
Property grounds
Exterior
Terrace/patio

Reviews

9.8 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 464 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Sarasota, FL
  • Place, Crescent Beach
    ‪4 min walk‬
  • Place, Siesta Key Marina
    ‪8 min walk‬
  • Place, Siesta Key Beach
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Room options

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  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
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About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savings
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!
We help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.



Feel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.
IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
During your stay at this condo building, you're just a quick walk from Crescent Beach. Enjoy features like laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.
  • Air-conditioned condo with kitchen, washing machine, and lanai
  • Free WiFi (speed: 50+ Mbps)
  • Services include tour or ticket assistance
  • Onsite recreation includes tennis courts
  • 8 minutes by foot from Crescent Beach and a 2-minute drive from Siesta Key Beach
This condo offers its guests tour/ticket assistance and laundry facilities. The front desk is open around the clock.

This Siesta Key condo is smoke free.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 private bathroom
  • Free toiletries
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Lanai

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
  • Near the sea

Things to do

  • Golf
  • Optional golf privileges
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 694 square feet

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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Casa Siesta
8428

Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 30 out of 36 reviews
Rating 8 - Good. 5 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

DAVID, Westminster

Travelled with partner
Liked: Cleanliness, property conditions & facilities
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.
Stayed 4 nights in Jun 2025

10/10 Excellent

sandra s.

Stayed 6 nights in May 2025

10/10 Excellent

Dona T.

Liked: Cleanliness

Great place

We loved it
Stayed 6 nights in Feb 2025

8/10 Good

Michele L.

Liked: Cleanliness

Great cute place

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.
Stayed 5 nights in Dec 2024

10/10 Excellent

laura b.

Liked: Cleanliness

Week away on crystal beach

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.
Stayed 7 nights in Apr 2024

10/10 Excellent

Linda K.

Liked: Cleanliness

Vacation 11/20/2023

Very nice, quiet and easily accessible.
Stayed 8 nights in Nov 2023

8/10 Good

Norma C.

Liked: Cleanliness

Almost perfect!

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).
Stayed 5 nights in Aug 2023

10/10 Excellent

Michele L.

Liked: Cleanliness

Love it here!

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.
Stayed 7 nights in Jul 2023

10/10 Excellent

Mark P.

Liked: Cleanliness

Siesta Key 1st timer

Property worked out fantastic, easy beach access, and had all the beach stuff needed! Clean and comfortable
Stayed 14 nights in May 2023

10/10 Excellent

Kevin G.

Liked: Cleanliness

OUTSTANDING!!!

We have vacationed a lot in Florida, this was by far the best "bang for your buck" accommodations we have ever had! You will not be disappointed, very nice location, 2 blocks from the beach, 1 block from 7/11, Captain Curt's restaurant/bar/ lounge only 3 blocks. You will not find cleaner and more beautiful beaches any where!!!!
Stayed 7 nights in May 2023

10/10 Excellent

James H.

Liked: Cleanliness

Nice place for two.

Very good. Nice place to stay for two.
Stayed 11 nights in Apr 2023

8/10 Good

chris c.

Liked: Cleanliness

conklin

great place and location clean , my fault that i did not check on laundry and a pool which i missed but did not drive my vehicle much cause your close to almost everything
Stayed 7 nights in Apr 2023

10/10 Excellent

carol D.

Liked: Cleanliness

Beautiful quiet area

You can walk to beach and many restaurants in the area. Place was roomy and clean.
Stayed 14 nights in Mar 2023

8/10 Good

Michael S.

Liked: Cleanliness

Our stay

loved the location - close to restaurants, beach and ice cream!!
Stayed 21 nights in Feb 2023

10/10 Excellent

Darren G.

Liked: Cleanliness

Siesta Key

Condo was great. Just a couple blocks to beach/bars/restaurants
Stayed 9 nights in Jan 2023

10/10 Excellent

Joe B.

Liked: Cleanliness

Joe B

Was as advertised and very easy to check in etc.
Stayed 9 nights in Nov 2022

10/10 Excellent

Lisa F.

Liked: Cleanliness

Wonderful Siesta Condo

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.
Stayed 8 nights in Aug 2022

10/10 Excellent

Janna R.

Liked: Cleanliness

Perfect beach home

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!
Stayed 4 nights in Aug 2022

10/10 Excellent

Mary D.

Liked: Cleanliness

Everything you need

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

10/10 Excellent

Jen F.

Liked: Cleanliness

Pineapple Cove

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!
Stayed 5 nights in Jul 2022

10/10 Excellent

elizabeth r.

Liked: Cleanliness

Great location & cleanliness!!

We had a wonderful stay!! Kitchen was stocked abundantly with every type of utensils/supplies we possibly could’ve needed. Unit was clean and only a short distance from the Crescent St grocery, many restaurants, a 7/11, shops, etc. Also nice that the free trolley ran by often in case we needed a ride into the village. Only issue was 1 of the blinds on the window by the kitchen table was missing, allowing any passerby’s to see directly into the unit which was a bit uncomfortable and didn’t allow much privacy from neighbors. Overall, we had a great stay and would definitely recommend to anyone looking for a place to stay in Siesta Key.
Stayed 7 nights in Apr 2022

6/10 Okay

John

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
The only thing I had a problem with was the steps up to the apartment. I think it said it was a ground floor apartment. Trouble with my handicap scooter. Had to keep it outside. Everything else was very nice.
Stayed 7 nights in Mar 2022

10/10 Excellent

Debi A.

Liked: Cleanliness

Great vacation at Pineapple Cove

Very easy process to rent. Check in was as promised. Great attention to detail by owners…provided plenty of towels, beach towels, etc. Condo was updated throughout. Perfect location on Island!! Loved our stay and will be back to this little gem.
Stayed 7 nights in Mar 2022

8/10 Good

randy N.

Liked: Cleanliness

Crescent Beach, Siesta Key, FL

The unit was well decorated. Beach accesses #s 12 & 13 were 6 to 10 minutes walk from “Pineapple Cottage”(name given to rental unit). The management company and their response was excellent. We did have a couple of issues , which were atypical and could not have been anticipated. The oven was out for a 3 day weekend before repair (mgmt company reacted well following weekend with a repair). Other items were quickly resolved and minor. Overall the location to beach, restaurants and activities were excellent. Management Company also provided several excellent activities at no-cost! Rate this unit good but a little overpriced , as it was short on some amenities offered by comprable properties. Unit was exactly as advertised.
Stayed 7 nights in Jan 2022

10/10 Excellent

Abby H.

Liked: Cleanliness

Above and Beyond Expectations

Awesome experience! Staff went above and beyond to ensure a comfortable stay and convenient check-in. Unit was clean, cozy & wide variety of amenities. Location is excellent- quick walk to the beach, trolley comes by every 20 minutes, and eateries right around the corner. Loved everything about staying here! Plan on making it our annual stay!
Stayed 5 nights in Oct 2021