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Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple

Photo gallery for Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple

Pool
Lovely Front Patio With Shade And Sun
Stunning Granite Countertops
sofa bed Queen
Wood Flooring Throughout

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Kitchen
Office
Outdoor play area
Garden
Dining area

About this property

Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple

Welcome to Sweet Pineapple! Professionally managed by Gulf Coast Vacation Rentals.This elegant 2-bedroom, 2-bath private heated pool home has been fully remodeled in 2022.

This home is located just 8.5 miles from the world-renowned Siesta Key Beach, where you can enjoy the beach's crystal-clear blue waters. You are only 7.6 miles from the world-renowned Lido Key Beach, where you can kayak through the mangroves. When you are ready to adventure, head over to Saint Armand's Circle, where you will find exquisite restaurants and lovely boutique shopping.

Enjoy the famous Pinecraft Amish Village, where visitors can treat themselves to handmade Amish gifts at Yoder's, Dutch Heritage, and other Pinecraft area restaurants and merchants. Take home locally made jams and jellies, dolls, quilts, soaps, wooden toys, and more. Yoder's has also added a deli and a produce market.

The Farmers' Market in Pinecraft sells fruits and vegetables grown by the Amish and their canned and jarred goods Monday through Saturday.

Tamaron Preserve is a slice of nature only four blocks away from this home, where you can walk the shelled trail, and feed the turtles and fish.

Upon entry to the home, you will find a lovely front courtyard that will leave you in absolute Zen. There are two chairs out in the front, where you can enjoy your morning cups of coffee and enjoy the sounds of nature. When entering the home, you will find wood vinyl flooring throughout. The living room has a 65" Roku TV, two plush couches, one being a pull-out couch with a queen-size bed, and an adjoining day chair. Adjacent, you will find the kitchen and informal dining room. The dining table can seat up to six comfortably, and there is an leaf extension for larger groups that can then seat up to eight. The kitchen has stunning granite countertops, stainless steel appliances, and a coffee corner. On the other side of the kitchen, you will find the second living room or sunroom which is completed air-conditioned, with a dedicated workspace with basic office supplies with direct ethernet hookup! There is a dining table that can seat up to four, and two bar stools on the kitchen island. The table is perfect for games or puzzles and enjoying your morning coffee or lunch overlooking the gorgeous pool.

Down the hall, you will find the primary bedroom, a king-size bed, a set of sliding glass doors, a 55" Roku TV for easy streaming, and a large walk-in closet. The primary bathroom has a large vanity and a walk-in shower tiled from floor to ceiling with a detachable showerhead. The second bedroom has two twin XLs that can be put together with a bed extension to convert it into a king-size bed. There is also plenty of closet space for your personal belongings, with the large walk-in closet. The second bathroom has a large vanity with chic décor and a shower/tub combo with a detachable showerhead.

Time for your outdoor retreat! There is a sizeable free-formed pool that has been completely resurfaced, overlooking the giant backyard. There are four chairs by the pool for you to soak up that Florida sun, along with an outdoor dining table with an umbrella that can seat up to six. The spacious backyard is the perfect place for friends and family to get together. There is an outdoor fire pit and a gorgeous pineapple garden that borders the caged-in pool.

Come, make memories that will last you a lifetime.

Enjoy jumping on the Legacy Trail for a nice walk or bike ride as this old railway, turned into a cement path through Sarasota is right outside the neighborhood. Going north leads into the downtown Sarasota Payne Park area or south will take you down the beautiful scenic route to Venice.

House Rule: No smoking. No burning candles inside of lodging. No parties.

​​​​​​​Furry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.

Pool heating is optional, for an additional non-refundable fee of $25 per day + taxes to be paid directly to the management company after the reservation is confirmed. Pool heat request made after guest arrival will incur an additional $45 trip charge.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 9877439
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 a carbon monoxide detector on the property
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

Sarasota

Located in Sarasota Springs, a neighbourhood in Sarasota, this holiday home is near theme parks and near the beach. Mall at University Town Center and St. Armands Circle 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 Lido Beach. Travelling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at Ed Smith Stadium. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and hiking.
Map
Sarasota, FL

What's nearby

  • Forest Lakes Golf Club - 5 min drive - 2.4 km
  • Mall at University Town Center - 14 min drive - 15.3 km
  • St. Armands Circle - 19 min drive - 13.1 km
  • Lido Beach - 20 min drive - 13.4 km
  • Mote Marine Laboratory & Aquarium - 23 min drive - 15.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 18 min drive

Restaurants

  • ‪Der Dutchman - ‬16 min walk
  • ‪McDonald's - ‬5 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Yoder's Restaurant - ‬3 min drive
  • ‪Postal 98 Cafe - ‬3 min drive

Frequently asked questions

Does Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple have a pool?

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

How much does it cost to stay at Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple?

As of 13 May 2026, prices found for a 1-night stay for 2 adults at Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple on 26 May 2026 start from NZ$198, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple?

On-site parking is available at the property.

What time is check-in at Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple?

Check-in begins at 4:00 PM.

What time is check-out at Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple?

Checkout is at 10:00 AM.

Where is Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple located?

This family-friendly Sarasota holiday home is located by the sea, within 3 mi (5 km) of Sarasota Commons Shopping Center, Tuttle Avenue Park and Bobby Jones Golf Complex. Marie Selby Botanical Gardens and Coconuts Family Entertainment Center are also within 6 miles (10 km).

Reviews

9.8

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. 31 out of 35 reviews
Rating 8 - Good. 2 out of 35 reviews
Rating 6 - Okay. 2 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

9.6/10

Cleanliness

9.6/10

Check-in

9.2/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Cindy L.

Excellent

I stayed here with friends for a long weekend, and it was perfect. The house felt bright, clean, and very comfortable, with plenty of space to hang out both inside and outside. We'd definitely stay here again.
From a partner site

10/10 Excellent

Brady A.

Place was clean, easy to find.

Instructions were clear and the bathrooms were very clean
From a partner site

10/10 Excellent

Richard H.

Excellent

We booked this for a family getaway, and it exceeded our expectations. The home was beautifully updated, the private pool was a huge bonus, and we loved how peaceful the neighborhood felt. It made relaxing so easy.
From a partner site

10/10 Excellent

Kris M.

Our family had such a wonderful time!

The home was spotless and felt welcoming from the moment we arrived. The kids loved having space to spread out, and we enjoyed relaxing together after exploring the nearby beaches. The host was attentive and made sure everything was easy, which gave us peace of mind throughout our stay. Thank you!
From a partner site

10/10 Excellent

Lisa L.

Excellent

This was the perfect spot for a relaxing escape. The property was beautifully maintained and very clean, which made it feel special right away. We spent quiet evenings enjoying the outdoor space and loved how convenient it was to reach local dining and activities. The host's quick responses made the whole experience smooth and stress‑free. Highly recommended.
From a partner site

10/10 Excellent

Diely 1.

I loved the decor.

The price was a bit high, but the house was nice, clean, and in a good location. They respond to messages quickly.
From a partner site

10/10 Excellent

Ivan O.

Walking in, we immediately felt at home

The kids loved the pool, and we enjoyed relaxing outside together. Inside, everything was comfortable and easy to use. Mornings with coffee in the courtyard and evenings by the pool made it the perfect family getaway. peaceful, fun, and just what we needed.
Verified

8/10 Good

Jacob S.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Our vacation

We enjoyed our stay! Very nice place to relax.
Stayed 9 nights in Jan 2023
Response from VrboOwner on 25 July 2023
Hello Jacob, Thank you so much for this great review! We are so glad this home provided you with a great vacation and memories to last a lifetime! We are so glad we were able to provide you top of the line customer service which is what we strive to give all our guests. We do hope to see you next time! -Gulf Coast Property Management
From a partner site

10/10 Excellent

Kym T.

Super clean and quiet

Super clean and quiet location and house. Perfect description in listing Definitely would stay again!
Verified

10/10 Excellent

Kym T.

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

Perfectly quiet

Clean, perfect small quiet place for a relaxing week.
Stayed 6 nights in Nov 2024
Verified

10/10 Excellent

Merle Y.

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

Vacation time

Very nice property, Great place, Owners were very accommodating, Really enjoyed our stay. Definitely would go back.
Stayed 9 nights in Feb 2025
Response from VrboOwner on 11 April 2025
Thank you for the 5-star rating! We’re thrilled you enjoyed your stay and felt well taken care of. We’d love to welcome you back anytime!
Verified

10/10 Excellent

Allan O.

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

Wonderful Sweet Pineapple!

Beautiful property, quiet area. Property management answered all questions and helped with air conditioning. Would definitely stay here again and recommend to others.
Stayed 7 nights in Feb 2025
Response from VrboOwner on 11 April 2025
Alan, thank you for the 5-star rating and the lovely review! We're glad you enjoyed the home and that our team could assist you. We'd be happy to welcome you back anytime!
Verified

10/10 Excellent

Joseph M.

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

Sweet Pineapple is the place to stay!

This is a beautiful place that is very clean. It is located in a quiet neighborhood that is convenient to access Sarasota area attractions. Great host! This would be my first choice on all future visits.
Stayed 3 nights in Nov 2024
Response from VrboOwner on 24 November 2024
Thank you so much, Joseph! We're thrilled to hear you enjoyed your stay at Sweet Pineapple and found it both beautiful and conveniently located. Your kind words mean a lot to us. It was a pleasure hosting you, and we’re delighted to be your first choice for future visits. We’d love to welcome you back anytime!
From a partner site

10/10 Excellent

Cheryl O.

Home Away From Home

We had a great time! everything was clean and the location was great not too far from the beach, neighborhood was nice and quiet would definitely stay there again
Verified

10/10 Excellent

Alex P.

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

4th of July Getaway

Extremely Clean house, pool and patio, great location, kitchen fully equipped. We will definitely return.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 15 July 2024
Thank you for the 5 Star Review. We are delighted that you enjoyed your stay. We hope to welcome you back again real soon.
Verified

10/10 Excellent

Melinda B.

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

Sweet pineapple

House was great. Close to beaches and golf courses
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Melih D.

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

Loved it!

Well designed, clean place for vacation! Nice owner, good management. Pool is good size and enjoyable. Highly recommended.
Stayed 7 nights in Aug 2023
Response from VrboOwner on 6 September 2023
Hello Melih, Thank you so much for this great review! We are so glad this home provided you with a great vacation and memories to last a lifetime! We are so glad we were able to provide you top of the line customer service which is what we strive to give all our guests. We do hope to see you next time! -Gulf Coast Property Management
Verified

10/10 Excellent

Brian G.

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

Amazing Stay

We had such a great time. Property was exactly as described. Super clean and close to everything you need for a beach vacation. Having our own private pool was absolutely amazing. We will definitely be back.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 25 July 2023
Hello Brian, Thank you so much for this great review! We are so glad this home provided you with a great vacation and memories to last a lifetime! We are so glad we were able to provide you top of the line customer service which is what we strive to give all our guests. We do hope to see you next time! -Gulf Coast Property Management
Verified

10/10 Excellent

Heather K.

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

Great place to stay!

This house felt like home away from home. Located close to many things and in a nice, quiet neighborhood. We will return! The owner also takes a personal approach to her guests and is interested in any possible improvements for your stay.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 25 July 2023
Hello Heather, Thank you so much for this great review! We are so glad this home provided you with a great vacation and memories to last a lifetime! We are so glad we were able to provide you top of the line customer service which is what we strive to give all our guests. We do hope to see you next time! -Gulf Coast Property Management
Verified

10/10 Excellent

James T.

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

Perfect Pineapple

Really comfortable. All amenities were in good order. Pool was terrific. Close to attractions, shopping, restaurants and golf.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 25 July 2023
Hello James, Thank you so much for this great review! We are so glad this home provided you with a great vacation and memories to last a lifetime! We are so glad we were able to provide you top of the line customer service which is what we strive to give all our guests. We do hope to see you next time! -Gulf Coast Property Management
Verified

10/10 Excellent

April H.

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

Work getaway

Lovely property and neighborhood. The pool was wonderful! Great way to relax after a long day of working. They thought of and provided everything we might need.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 2 July 2024
Thank you for the great review! We are delighted to hear you enjoyed your stay! We hope to welcome you back again soon!
Verified

10/10 Excellent

Frank J.

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

Outstanding

Clean, modern , very well equipped . Great heated pool . Easy access to siesta Key beach and Longboat key. We'll be back !
Stayed 8 nights in Apr 2024
Response from VrboOwner on 6 May 2024
Thank you for the great review! We look forward to welcoming you back again soon!
Verified

10/10 Excellent

Lizzie S.

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

5 star home

Nice clean house hop and skip from biking trail and Pinecraft was sorry we did not get the pool heated it was to cold to swim in Jan.
Stayed 9 nights in Jan 2025
Response from VrboOwner on 4 March 2025
Thanks for the 5-star review, Lizzie! Glad you enjoyed the home and its great location. Hopefully next time, the weather will be just right for a swim!
Verified

10/10 Excellent

Scott S.

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

Siesta 2023

Listing was exactly as described. Excellent communication from the property management company. I would highly recommend this property to anybody. I look forward to staying here again in the future. Thanks for the awesome memories!
Stayed 5 nights in Sep 2023
Response from VrboOwner on 9 October 2023
Hey there Scott, We are honored to be able to provide a 5 Star guest experience for you and your family. We hope to have you back again soon. Stay blessed. Thanks again! 😊
Verified

10/10 Excellent

Erika Y.

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

Small Oasis right in Sarasota!

This house met all of our needs a more! It was tastefully updated and very clean. Had everything we could possibly need. We loved the pool and patio and could not believe how close we were to everything! We were able to walk to many of our destinations and everything else was a very short drive away. The host was very helpful and communicating was a breeze! We would give this house a 5 star every time!
Stayed 9 nights in Jan 2023
Response from VrboOwner on 25 July 2023
Erika, Thank you for choosing Gulf Coast. I'm glad we met your expectations, and you had an amazing experience. We hope to have you again. -GC Vacation Rentals

About the host

Hosted by Gulf Coast Vacation Rentals

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