Entire home

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

Vacation home perfectly located for exploring Sarasota Springs

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A heated pool
Terrace/patio
TV, fireplace, offices
Dining
Fridge, microwave, oven, stovetop

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 61280 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Air conditioning
  • Pool

Explore the area

View in a map
Sarasota, FL
  • Place, Sarasota Memorial Hospital
    ‪7 min drive‬
  • Place, Ed Smith Stadium
    ‪8 min drive‬
  • Place, Lido Beach
    ‪17 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪17 min drive‬

Room options

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About the neighborhood

Sarasota

Seaside stay .Your stay at this Sarasota Springs vacation home places you within 3 miles (5 km) of Sarasota Commons Shopping Center and Tuttle Avenue Park. Sarasota Art Museum and Payne Park are also within 6 miles (10 km).

What's nearby

  • Sarasota Memorial Hospital - 7 min drive - 2.9 miles
  • Ed Smith Stadium - 8 min drive - 3.2 miles
  • Marina Jack - 10 min drive - 4.4 miles
  • Mall at University Town Center - 11 min drive - 6.4 miles
  • Lido Beach - 17 min drive - 8.6 miles

Getting around

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

Restaurants

  • ‪Der Dutchman - ‬16 min walk
  • ‪Yoder's Restaurant - ‬3 min drive
  • ‪Salty Jims - ‬4 min drive
  • ‪Postal 98 Cafe - ‬3 min drive
  • ‪Taco Maco Food Truck - ‬14 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Gorgeous 2 BR / 2 BA 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. No Pets.

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.

Similar properties

Property amenities

Beach

  • Beach nearby

Ski

  • Close to skiing

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • 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
  • Living room

Entertainment

  • TV

Outdoor areas

  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Meal delivery service

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • 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
  • Sailing nearby
  • Scuba diving nearby
  • Sledding nearby
  • Snorkeling nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Whale watching nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,280 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

929703

Frequently asked questions

How close is Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple to the airport?

This vacation home is 8.9 mi (18-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple to the beach?

This vacation home is 8.5 mi (15-min drive) from Siesta Key Beach and 8.8 mi (26-min drive) from Lido Beach. Don't forget your sunscreen!

Does Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple?

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

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

There are no spa services available at this vacation home.

How close is Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple to downtown Sarasota?

This vacation home is 2.6 mi away from Sarasota.

Reviews

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

9.6

Exceptional

9.6/10

Cleanliness
Rating 10 - Excellent. 23 out of 27 reviews
Rating 8 - Good. 2 out of 27 reviews
Rating 6 - Okay. 2 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

Reviews

8/10 Good

Mary W.

Stayed 3 nights in Jan 2025

10/10 Excellent

Merle Y.

Liked: Cleanliness

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

10/10 Excellent

Allan O.

Liked: Cleanliness

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

10/10 Excellent

Lizzie S.

Liked: Cleanliness

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

10/10 Excellent

Kym T.

Liked: Cleanliness

Perfectly quiet

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

10/10 Excellent

Joseph M.

Liked: Cleanliness

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

6/10 Okay

Stevie F.

Limited privacy.

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!
Stayed 7 nights in Nov 2024

10/10 Excellent

Melinda B.

Liked: Cleanliness

Sweet pineapple

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

10/10 Excellent

Alex P.

Liked: Cleanliness

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

10/10 Excellent

April H.

Liked: Cleanliness

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

10/10 Excellent

Frank J.

Liked: Cleanliness

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

10/10 Excellent

Scott S.

Liked: Cleanliness

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

10/10 Excellent

Melih D.

Liked: Cleanliness

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

10/10 Excellent

Brian G.

Liked: Cleanliness

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

10/10 Excellent

AMOS G.

Liked: Cleanliness

Awesome

We really enjoyed this place.
Stayed 9 nights in Feb 2023

10/10 Excellent

James T.

Liked: Cleanliness

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

10/10 Excellent

Erika Y., Winesburg USA

Liked: Cleanliness

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

8/10 Good

Jacob S.

Liked: Cleanliness

Our vacation

We enjoyed our stay! Very nice place to relax.
Stayed 9 nights in Jan 2023

10/10 Excellent

Heather K.

Liked: Cleanliness

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

10/10 Excellent

Barbara N., Paradise

Liked: Cleanliness

Family vacation

Absolutely loved everything about this home! Fully functional kitchen. The kids loved the pool. Easy to get places.
Stayed 7 nights in Nov 2022

10/10 Excellent

MJ E.

Liked: Cleanliness

Just relax and enjoy

From the moment we walked into this home, we knew we choose well. Relaxing, peaceful, quiet beauty. Home is impeccably clean. The pool was my paradise. Attentive, kind, welcoming hosts. 5 star rating.
Stayed 10 nights in Sep 2022

6/10 Okay

becky x.

Liked: Cleanliness

Communication with the property manager didn’t go well

The property was very hot upon arrival at took a very long time to cool off the property and the master bedroom was warm my whole stay. Also our toilet in the hall bathroom didn’t work . The pool was dirty and needed some serious repairs . I called the maintenance phone number to tell them the pool wasn’t working along with the toilet and they never called me back .. We also had an extremely difficult time opening the front door the door code was giving us problems
Stayed 5 nights in Aug 2022

10/10 Excellent

Arailin R.

Liked: Cleanliness

family relaxation

Too bad it was very few days, I loved the place, I slept like a baby 😂😂
Stayed 3 nights in Jul 2022

10/10 Excellent

Cameron K.

Liked: Cleanliness

great property!

excellent
Stayed 5 nights in Jul 2022