See all properties
Entire condo

Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions!

Condo near Siesta Key Beach in Siesta Key

Choose dates to view prices

Photo gallery for Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions!

Beach nearby
Exterior
Children's area
Outdoor dining
Fridge, microwave, oven, stovetop

Reviews

9.8 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 4694 sq ft

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Outdoor Space
  • Kitchen

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.)
    ‪23 min drive‬

Room options

About the neighborhood

Siesta Key

Seaside stay .Within a 10-minute walk of this South Village condo, you'll find Crescent Beach and Siesta Key Marina. Also, Point of Rocks is within half a mile (1 km) and Siesta Key Beach is within 2 miles (3 km).
View more Condo Rentals in Siesta KeyOpens in a new window

What's nearby

  • Crescent Beach - 4 min walk - 0.3 miles
  • Siesta Key Marina - 8 min walk - 0.5 miles
  • Siesta Key Beach - 15 min walk - 0.8 miles
  • Gulf Gate Mall - 3 min drive - 1.3 miles
  • Lido Beach - 19 min drive - 10.0 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬2 min drive
  • ‪Hooters - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬5 min walk
  • ‪Lenny’z Pizza - ‬2 min walk
  • ‪Gecko’s - ‬3 min drive

About this property

Entire place

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

Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions!

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savings
Welcome to Pineapple Cove!

Pineapple Cove is a charming one-bedroom, one-bath condo located on the vibrant south end of Siesta Key, just a short six-minute walk to Crescent Beach Access #12 and #13. This newly decorated and updated condo offers the perfect beach retreat, with convenient access to nearby restaurants, shops, and local attractions.

LOCATION HIGHLIGHTS:
- Prime Siesta Key location with walkable access to restaurants and shops
- Short walk to Crescent Beach (8 min walk)
- Short walk to Point of Rocks (7 min walk)
- Close to the south bridge for easy travel
- Quiet complex

PROPERTY FEATURES:
- 1 Bedroom/ 1 bathroom condo (694 sq ft)
- Ground floor unit
- Bike rack
- Communal laundry room
- Dedicated WIFI and cable
- Self check in with keyless lock
- Linens and towels provided

LIVING ROOM:
- Beach-themed décor with two comfortable sofas
- Queen sleeper sofa for additional guests
- Flatscreen TV with cable
- Screened lanai off the living room for relaxation

KITCHEN AND DINING:
- Fully equipped kitchen with essential cookware and dishes
- Dining table seats 4
- Additional dining seating available in the lanai

BEDROOMS AND BATHROOMS:
- Master Bedroom: Queen mattress with cooling properties, wall-mounted Roku TV
- Sleeps up to 4 with the master queen bed + queen sleeper sofa
- Ensuite bathroom: granite vanity, modern tiled shower, and ample storage

EXTRA PERKS:
- Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels.

LOCAL FAVORITES:
- Restaurants: Big Water Fish Market, Captain Curt’s Fish & Oyster Bar, Daquiri Deck, Mangos
- Dessert: Siesta Creamery, Orange Octopus

IMPORTANT INFO:
- Weekly rentals
- No smoking/vaping
- No pets

IDEAL FOR A ROMANTIC GETAWAY! BOOK SOON FOR YOUR NEXT VACATION DESTINATION!
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.

Similar properties

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts
  • Pool
  • Kitchen
  • Washer
  • Dryer
4.7 out of 5, Exceptional, 5,104 reviews
$138 nightly
The price is $156
Nov 20 - Nov 21
Total with taxes and fees
Tropical Beach Resorts

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Tour and ticket assistance

Location highlights

  • In a village
  • In the city center
  • 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
  • Snorkeling 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

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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Casa Siesta
8428

Frequently asked questions

How close is Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! to the airport?

This condo is 12.3 mi (33-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! to the beach?

This condo is a short 8-minute walk from Crescent Beach and 0.9 mi (2-min drive) from Siesta Key Beach. Don't forget your sunscreen!

Does Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions!?

No, there is no casino at this condo.

What time is check-in at Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions!?

Check-in begins at 3:00 PM.

Is there free parking at Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions!?

Free parking is not available at this condo.

Does Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! have a pool?

This condo does not have a pool.

Does Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! have a spa?

There are no spa services available at this condo.

How close is Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! to downtown Siesta Key?

This condo is 2.7 mi away from Siesta Key.

Charming Pineapple Cove Condo: 6-Min Walk to Crescent Beach, Near Dining & Attractions! 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

Traveled 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

Traveled 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