Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple
Welcome to Sweet Pineapple, professionally managed by Gulf Coast Vacation Rentals. This beautifully remodeled 2-bedroom, 2-bathroom private heated pool home offers the perfect blend of comfort, style, and convenience, making it an ideal Florida beach rental near Sarasota's most popular attractions.
Relax from the moment you arrive in the peaceful front courtyard, the perfect place to enjoy your morning coffee while listening to the sounds of nature. Inside, you'll find luxury vinyl flooring throughout, bright, welcoming living spaces, and plenty of room to gather with family and friends.
The comfortable living room features a 65-inch Roku Smart TV, two plush sofas, including a queen sleeper sofa, and plenty of seating to unwind after a day at the beach. The fully updated kitchen offers granite countertops, stainless steel appliances, a coffee station, and everything you need to prepare meals at home. The dining area seats six, with an extension to accommodate up to eight guests.
An air-conditioned sunroom overlooks the pool and provides additional living space with a dining table, workspace, direct Ethernet connection, and basic office supplies, making it ideal for remote work, games, or simply relaxing.
The primary suite includes a king-size bed, a 55-inch Roku Smart TV, sliding glass doors, a walk-in closet, and a beautifully updated en suite bathroom with a floor-to-ceiling tiled walk-in shower. The guest bedroom offers two Twin XL beds that can be converted into a king, along with a large walk-in closet. A second full bathroom features a shower and tub combination.
Outside, your private heated pool is surrounded by comfortable lounge seating, an outdoor dining table for six, a fire pit, and a spacious backyard with a charming pineapple garden. It's the perfect place to spend sunny afternoons and relaxing evenings. Please note that pets are welcome in the home but are not permitted in the swimming pool.
Sweet Pineapple is conveniently located just minutes from world-famous Siesta Key Beach, beautiful Lido Key Beach, vibrant St. Armands Circle, downtown Sarasota, Tamaron Preserve, and the scenic Legacy Trail, giving you easy access to beaches, shopping, dining, kayaking, biking, and outdoor adventures.
Whether you're planning a family vacation, a couples getaway, or an extended stay on Florida's Gulf Coast, Sweet Pineapple has everything you need for a memorable escape.
Book your stay at Sweet Pineapple today and experience the comfort, convenience, and beauty of one of Sarasota's favorite vacation destinations.
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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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. 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 Lido Beach. Consider Premier Sports Campus for a night out or Mote Marine Laboratory & Aquarium if you're travelling with kids. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and hiking.
Mall at University Town Center - 14 min drive - 15.3 km
St. Armands Circle - 19 min drive - 12.7 km
Lido Beach - 20 min drive - 13.7 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 18 min drive
Restaurants
Der Dutchman - 16 min walk
McDonald's - 5 min drive
Yoder's Restaurant - 3 min drive
Starbucks - 4 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 20 Jul, 2026, prices found for a 1-night stay for 2 adults at Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple on 31 Oct, 2026 start from S$5,458, 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 and Tuttle Avenue Park. 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.
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.
Cindy L.
From a partner site
10/10 Excellent
Brady A.
19 Apr, 2026
Place was clean, easy to find.
Instructions were clear and the bathrooms were very clean
Brady A.
From a partner site
10/10 Excellent
Richard H.
4 May, 2026
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.
Richard H.
From a partner site
10/10 Excellent
Kris M.
20 Apr, 2026
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!
Kris M.
From a partner site
10/10 Excellent
Lisa L.
20 Apr, 2026
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.
Lisa L.
From a partner site
10/10 Excellent
Diely 1.
24 Mar, 2026
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.
Diely 1.
From a partner site
10/10 Excellent
Ivan O.
1 Feb, 2026
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.
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.
25 Nov, 2024
Super clean and quiet
Super clean and quiet location and house. Perfect description in listing
Definitely would stay again!
Beautiful property, quiet area. Property management answered all questions and helped with air conditioning. Would definitely stay here again and recommend to others.
Allan O.
Stayed 7 nights in Feb 2025
Response from VrboOwner on 11 Apr, 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!
From a partner site
10/10 Excellent
Cheryl O.
27 Mar, 2024
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
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.
Joseph M.
Stayed 3 nights in Nov 2024
Response from VrboOwner on 24 Nov, 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!
Well designed, clean place for vacation! Nice owner, good management. Pool is good size and enjoyable. Highly recommended.
Melih D.
Stayed 7 nights in Aug 2023
Response from VrboOwner on 6 Sept, 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
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.
Brian G.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 25 Jul, 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
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.
Heather K.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 25 Jul, 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
Really comfortable. All amenities were in good order. Pool was terrific. Close to attractions, shopping, restaurants and golf.
James T.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 25 Jul, 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
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.
April H.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 2 Jul, 2024
Thank you for the great review! We are delighted to hear you enjoyed your stay! We hope to welcome you back again soon!
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.
Lizzie S.
Stayed 9 nights in Jan 2025
Response from VrboOwner on 4 Mar, 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!
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!
Scott S.
Stayed 5 nights in Sep 2023
Response from VrboOwner on 9 Oct, 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! 😊
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!
Erika Y.
Stayed 9 nights in Jan 2023
Response from VrboOwner on 25 Jul, 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
Languages:
English
Premier Host
They consistently provide great experiences for their guests