Cozy Pineapple Cove: Walk to Beach & Dining!

Photo gallery for Cozy Pineapple Cove: Walk to Beach & Dining!

A covered patio area with a wicker chair, a small round table with a plate of food, a bottle, and a sign reading 'BEACH HOUSE'.
A balcony with chairs, a table with a plate of food, string lights, and a view of buildings and trees.
An aerial view of a coastal city with a beach, hotels, and commercial buildings.
A living room with two grey sofas, a flat-screen TV, a ceiling fan, and wall art depicting tropical scenes.
A bedroom with a bed, a bedside table, a nightstand, a lamp, a framed picture, and a window with curtains.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Siesta Key Beach

Popular amenities

  • Balcony
  • Air-conditioning
  • High-speed internet
  • Refrigerator
  • Washing machine
  • Garage parking available

Explore the area

View map
Sarasota, FL
  • Place, Crescent Beach
    ‪4 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪11 min walk‬
  • Place, Siesta Key Beach
    ‪18 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

Living Room 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Office
Balcony

Add dates for prices

Similar properties

Beach
Charming 2-bedroom condo walking distance to Siesta Key’s beach!
Siesta Key
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (2 reviews)
Charming 2-bedroom condo walking distance to Siesta Key’s beach!

About the area

Siesta Key

South Village, a neighbourhood in Siesta Key, is home to this condo. 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.
Map
Sarasota, FL

What's nearby

  • Crescent Beach - 4 min walk - 0.4 km
  • Safe Harbor Siesta Key - 11 min walk - 0.9 km
  • Siesta Key Beach - 18 min walk - 1.6 km
  • Turtle Beach - 4 min drive - 3.8 km
  • Lido Beach - 25 min drive - 17.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive

Restaurants

  • ‪McDonald's - ‬2 min drive
  • ‪Panera Bread - ‬3 min drive
  • ‪Five Guys - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬5 min walk
  • ‪Hooters - ‬3 min drive

Frequently asked questions

Is Cozy Pineapple Cove: Walk to Beach & Dining! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Cozy Pineapple Cove: Walk to Beach & Dining!?

Check-in begins at 3:00 PM.

What time is check-out at Cozy Pineapple Cove: Walk to Beach & Dining!?

Checkout is at 10:00 AM.

Where is Cozy Pineapple Cove: Walk to Beach & Dining! 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.

Reviews

9.6

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. 34 out of 43 reviews
Rating 8 - Good. 7 out of 43 reviews
Rating 6 - Okay. 2 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was great, I just wish there was a pool!
Stayed 4 nights in May 2026
Response from VrboOwner on 5 Oct 2026
Thank you for your feedback! We are glad you enjoyed it and would love to host you again! iTrip Sarasota and Venice
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication, information and amenities!
Stayed 3 nights in Feb 2026
Response from VrboOwner on 5 Mar 2026
You were awesome guests! Please don't be strangers, we would love to host you again! Best Regards, iTrip Sarasota and Venice
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay

loved the location - close to restaurants, beach and ice cream!!
Stayed 21 nights in Feb 2023
Response from VrboOwner on 6 Sept 2023
Thank you for your review! If there is anything we can do it make it 5 stars, please don't hesitate to reach out. We would love to host you again. Best Regards, Anh, iTrip Sarasota Beach Vacations
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

We loved it
Stayed 6 nights in Feb 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
Thank you for choosing to stay with us and we hope to see you again!
From a partner site

10/10 Excellent

Walk 6 Minutes to Crescent Beach, Walk to Cafes

We loved the decor of the condo, the fact that beach items were supplied and the beautiful and convenient location!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation 11/20/2023

Very nice, quiet and easily accessible.
Stayed 8 nights in Nov 2023
Response from VrboOwner on 14 Dec 2023
Thanks Linda! We appreciate you staying with us. Anh, iTrip Sarasota and Venice
From a partner site

10/10 Excellent

Loved the Place

I love all the house and the vacation. The furniture is very clean. Its very comfortable.
From a partner site

10/10 Excellent

very pleased

Condo was comfortable and a great location.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place for two.

Very good. Nice place to stay for two.
Stayed 11 nights in Apr 2023
Response from VrboOwner on 6 Sept 2023
We are glad you enjoyed the property! Thank you, Anh, iTrip Sarasota Beach Vacations
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
Thank you for choosing us and we hope to see you again!
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Response from VrboOwner on 25 Mar 2026
Thank you for your review! We’re glad to hear you found the communication helpful, enjoyed the location, and that the unit was clean overall. We’re sorry to hear the mattress affected your comfort and sleep during your stay. Your feedback has been shared with our team so it can be inspected and addressed. We appreciate you choosing to stay with us and hope to have the opportunity to host you again in the future. Best Regards, iTrip Sarasota and Venice
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
We loved hosting you Janna! Best Regards, iTrip Sarasota and Venice
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
We are so glad you enjoyed your stay! Best Regards, iTrip Sarasota and Venice
From a partner site

10/10 Excellent

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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta Key

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

10/10 Excellent

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

Great Location, Clean

Great location. Everything was clean. This complex was quiet which was very nice. We appreciated the beach supplies, cooler, etc.
Stayed 7 nights in Apr 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
We enjoyed hosting you! Best Regards, Anh, iTrip Sarasota and Venice
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
We are glad you enjoyed it! Thank you for your review, Anh, iTrip Sarasota Beach Vacations
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy check in little confusing on location not a big deal but the stove is not working yes would return again.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 25 Mar 2026
Thanks for your review and letting us know about the stove. It was a tripped breaker and all is working fine now. We appreciate you staying with us and would love to host you again! Best Regards, iTrip Sarasota and Venice
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
We were so happy to host you and look forward to your return.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Sept 2023
Thank you so much Kevin! It was lovely to hot you! Best Regards, Anh, iTrip Sarasota Beach Vacations
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