At Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple, you can look forward to golfing on-site, a water park and a firepit. Free in-room WiFi, with a speed of 500+ Mbps (good for 6+ people or 10+ devices), is available to all guests, along with a garden and a playground.
Reviews
9.89.8 out of 10
Exceptional
Entire home
2 bedrooms2 bathroomsSleeps 6119 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Add dates for prices
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 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.
Property amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Kitchen island
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Sofa bed
Bathroom
2 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Fireplace
Entertainment
Books
DVD player
Games
Smart TV
Video library
Outdoor areas
Firepit
Garden
Laundry
Laundry facilities
Washing machine
Work spaces
Office
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Meal delivery service
Location highlights
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea
Things to do
Golf
Heated pool
Optional golf privileges
Water park
Birdwatching nearby
Casino nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Theme park nearby
Water skiing nearby
Wildlife walks nearby
Windsurfing 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)
First aid kit
Fire extinguisher
Deadbolt lock
General
Garden
Unit size: 1,280 square feet
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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
Pets are allowed
Service animals are welcome, and are exempt from fees
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
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
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
About the area
Located in Pinecraft, 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. Consider Sarasota Fairgrounds & Robarts Arena for a night out or Mote Science Education 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 ecotours and cycling. Visit our Sarasota travel guide
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.
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, Sarasota Fairgrounds & Robarts Arena and Sarasota Fairgrounds. Tuttle Avenue Park is 2.7 mi (4.4 km) away.
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Reviews
Gorgeous 2BR 2BA Private Pool Home Near Siesta Key Sweet Pineapple Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.6
Cleanliness
9.8
Location
Rating 10 - Excellent. 31 out of 35 reviews
10 - Excellent
31
Rating 8 - Good. 2 out of 35 reviews
8 - Good
2
Rating 6 - Okay. 2 out of 35 reviews
6 - Okay
2
Rating 4 - Poor. 0 out of 35 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 35 reviews
2 - Terrible
0
Reviews
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.
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.
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!
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.
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.
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
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
From a partner site
10/10 Excellent
Cindy L.
4 May 2026
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
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.
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!
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.
Beautiful property, quiet area. Property management answered all questions and helped with air conditioning. Would definitely stay here again and recommend to others.
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.
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.
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!
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!