Entire home

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

Holiday home in Sarasota with private pool and kitchen

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

A heated pool
Terrace/patio
Fridge, microwave, oven, stovetop
TV, fireplace, offices
Dining
Escape to Sweet Pineapple, a fully remodeled 2-bedroom pool home near Siesta Key Beach and Lido Key Beach. Unwind in the private courtyard or by the free-formed pool overlooking the spacious backyard with an outdoor dining table, fire pit, and pineapple garden.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 61280 sq ft

Popular amenities

  • Dryer
  • Parking available
  • Pool
  • Washer
  • Fireplace
  • Kitchen

Add dates for prices

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

Holiday home in Sarasota with private pool and kitchen
Along with a water park, this smoke-free holiday home has laundry facilities and a garden. The holiday home has 2 bedrooms and offers free WiFi and a sofa bed. A kitchen comes with a fridge and an oven, and guests will also find upscale touches, such as a private pool and a fireplace.
Air-conditioned accommodation at this holiday home offers private pools and fireplaces. This accommodation is furnished with sofa beds, dining tables and kitchen islands. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils.

Bathrooms include baths or showers and hairdryers. Guests can surf the web using complimentary wireless Internet access.

Recreational amenities at the holiday home include a water park.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Beach

  • Beach nearby

Ski

  • Close to skiing

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
  • 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

  • Smoke-free property

Services and conveniences

  • Meal delivery service

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • 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
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Sledding nearby
  • Snorkelling nearby
  • Swimming nearby
  • Theme park 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
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

Pets not 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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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

Property is also known as

929703

About the area

Map
Sarasota, FL

What's nearby

  • Sarasota Memorial Hospital - 6 min drive - 4.7 km
  • Ed Smith Stadium - 7 min drive - 5.1 km
  • Marina Jack - 9 min drive - 7.0 km
  • Mall at University Town Center - 13 min drive - 12.5 km
  • Lido Beach - 17 min drive - 14.1 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Der Dutchman - ‬16 min walk
  • ‪Yoder's Restaurant - ‬3 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Salty Jims - ‬4 min drive

Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

Is Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple pet-friendly?

No, pets are not allowed at this property.

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.

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

Checkout is at 10:00 AM.

Where is Gorgeous 2 BR / 2 BA Private Pool Home Near Siesta Key - Sweet Pineapple located?

Located in Sarasota Springs, this holiday home is 2.3 mi (3.7 km) from Sarasota Commons Shopping Center and 2.7 mi (4.4 km) from Tuttle Avenue Park. Sarasota Art Museum and Payne Park are also within 6 miles (10 km).

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

Reviews

9.6

Exceptional

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

9.6/10

Cleanliness

Reviews

10/10 Excellent

Allan O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kym T.

Super clean and quiet

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

10/10 Excellent

Kym T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfectly quiet

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

10/10 Excellent

Joseph M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

10/10 Excellent

Lizzie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Melinda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet pineapple

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

8/10 Good

Jacob S.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Our vacation

We enjoyed our stay! Very nice place to relax.
Stayed 9 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cheryl O.

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

10/10 Excellent

April H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

Melih D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

Heather K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

James T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Scott S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Erika Y., Winesburg USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

6/10 Okay

Stevie F.

Liked: Check-in, communication, location, listing accuracy

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

8/10 Good

Mary W.

Liked: Check-in, location
Stayed 3 nights in Jan 2025

10/10 Excellent

Merle Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Alex P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Karla W.

3852 Gatewood Drive

Found garbage wrappers behind the night stands. You should recommend heating the pool to all of your guests; otherwise it is too cold swim in.

10/10 Excellent

AMOS G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

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

10/10 Excellent

Barbara N., Paradise

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, location, listing accuracy
Disliked: Check-in, communication

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