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

Sarasota, Florida
$166 avg/night
Minimum Stay 28 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 28 nights

Min Stay

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.

Read More Expand
  • 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 Microwave Oven Refrigerator Spices 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

    Casino Nearby Cycling Nearby Fitness Facilities Nearby Golf Privileges Golfing On Site Parasailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby Theme Parks Nearby Water Park Wildlife And Game Walks Nearby 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

  • Cindy L.

    Submitted May 4, 2026

    Stayed Apr 11, 2026

    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.

  • Richard H.

    Submitted May 4, 2026

    Stayed Apr 10, 2026

    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.

  • 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
$166+
View details