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

Sarasota, Florida
$162 avg/night
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

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, whereyou 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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1280 Sq Ft (119 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Firepit Garden
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fitness Facilities Nearby Golf Nearby Golf Privileges Golfing On Site Hiking/biking Trails Nearby Horse Riding Nearby Power Boating Nearby Sailing Nearby Snorkeling Nearby Water Park Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Video Library Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Toys Playground
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Lisa L.

    Submitted Apr 20, 2026

    Stayed Apr 4, 2026

    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.

  • Kris M.

    Submitted Apr 20, 2026

    Stayed Apr 5, 2026

    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!

  • Brady A.

    Submitted Apr 19, 2026

    Stayed Apr 12, 2026

    Instructions were clear and the bathrooms were very clean

  • Diely 1.

    Submitted Mar 24, 2026

    Stayed Mar 20, 2026

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

  • Ivan O.

    Submitted Feb 1, 2026

    Stayed Jan 7, 2026

    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.

  • Merle Y.

    Submitted Feb 24, 2025

    Stayed Feb 12, 2025

    Very nice property, Great place, Owners were very accommodating, Really enjoyed our stay. Definitely would go back.

  • Allan O.

    Submitted Feb 23, 2025

    Stayed Feb 5, 2025

    Beautiful property, quiet area. Property management answered all questions and helped with air conditioning. Would definitely stay here again and recommend to others.

  • Lizzie S.

    Submitted Jan 25, 2025

    Stayed Jan 15, 2025

    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.

  • Kym T.

    Submitted Nov 25, 2024

    Stayed Dec 31, 1969

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

  • Kym T.

    Submitted Nov 23, 2024

    Stayed Nov 17, 2024

    Clean, perfect small quiet place for a relaxing week.

  • Joseph M.

    Submitted Nov 11, 2024

    Stayed Nov 8, 2024

    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.

  • Stevie F.

    Submitted Nov 9, 2024

    Stayed Nov 1, 2024

    This property was presented through pictures as having privacy in the backyard/pool area. I am not sure if the fence was destroyed in the hurricane, but the entire backyard is open to the neighborhood. It is a very busy neighborhood, and one neighbor in particular was a fan of sitting on her porch watching my family when we enjoyed the pool. Had I known the pool was not private, I would’ve booked elsewhere. The linens are all very old and stained. You can tell they have been well used with water turning them colors and piling taking place. I could get past that, if they didn’t have stains, but all three beds had a stain. The towels were the exact same way. Old, stained and very off putting. It doesn’t cost much to keep clean linens. The floors were all buckling, so I wouldn’t recommend walking barefoot in the house. The kitchen was not well stocked for a family who actually cooks in the house. The utensils were the biggest concern. Mostly a bunch of old thrifted items, plastic melted utensils, one ok-ish skillet. We got by with what was there. The positives on this home were the host vacation company. They were very easy to communicate with. I called to check on booking after the recent hurricane and they checked right away to ensure we still had a place to stay. The hot water was perfect, and the showers had great pressure. The pool was nice and kept my kiddos well entertained. Beach chairs, cooler and extras were nice!

  • Melinda B.

    Submitted Oct 1, 2024

    Stayed Sep 26, 2024

    House was great. Close to beaches and golf courses

Your dates are Available!

Total

Includes taxes and fees
$150+
View details