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Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable

Family-friendly vacation home with a fitness center and an outdoor pool

Photo gallery for Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable

Fridge, microwave, oven, stovetop
3 bedrooms, desk, iron/ironing board, travel crib
Smart TV
Outdoor pool, a heated pool
Property grounds
Welcome to Pineapple House Sarasota, where a private tropical oasis awaits in your own backyard. Enjoy the solar heated pool, hot tub, and gas fire pit while being only 5 miles from renowned white sand beaches like Siesta Key Beach and Lido Key Beach. With outdoor games, patio furniture under large cantilever umbrellas, free WiFi and an outdoor gas grill at your fingertips.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8103 sq m

Popular amenities

  • Dryer
  • Parking available
  • Gym

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.

Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable

Welcome to the Pineapple House Sarasota where location, quality, cleanliness and relaxation are key. Enjoy the private POOL and HOT TUB in your own tropical oasis backyard while being only 5 mile drive to two world renowned white sand beaches (Siesta Key Beach and Lido Key Beach). Conveniently located between downtown Sarasota and Siesta Key. Located blocks from the free Breeze Rider* and Bay Runner* open air trolley stop that services downtown Sarasota and Siesta Key village and beach. Walkable to local restaurants and shops.

Resort like private backyard - perfect for lounging all day and grilling out
• large SOUTH facing solar heated POOL (approx 24' x 17’)
• HOT TUB
• Umbrellas - 2 large 10’ square umbrellas for movable shade
• gas FIRE PIT
• gas Weber GRILL
• large privacy fenced backyard

Rooms - 3 bed and 2 bath
• Primary bedroom has a KING bed and ensuite bath with walk in shower
• Secondary bedrooms has a Queen bed
• Secondary bedroom has TWIN over FULL bunk with a TWIN trundle.
• Hall bath with a tub/shower.
• Kitchen is nicely stocked including Vitamix blender, pots and pans, mixer, dishes, etc.
• Garage has beach chairs, cart and beach umbrellas, bikes, a second refrigerator, yard games and pool floats.

Location Location Location…. Best of both worlds…
• Beaches - Only 5 miles to the large SIESTA KEY BEACH parking lot and 6 miles to LIDO KEY BEACH. Free parking at beaches or hop on Breeze Rider open air trolley that connects Siesta Key and downtown Sarasota. Closest pickup is a .4 mile walk on trail or .8 mile drive
• Paved trail on east side of house - walkable to local restaurants, grocery and shopping
• Downtown - 2.5 miles to famous Downton Sarasota restaurants, shopping, arts and nightlife.

Beaches - both beaches have large FREE public parking lots and a concession stand with good hot food and refreshing frozen drinks (including alcoholic). Siesta Key Beach's sand is 99% quartz, which makes it white and powder soft. Siesta Key has two lively areas for dining..... The Siesta Key village and an another area by the South bridge. Be sure to visit the Siesta key Village and also Saint Armands for great shopping. Check out Breeze Rider* and Bay Runner* for free open air trolley ride from nearby stop to all of these places! LIDO KEY is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido beach or stroll around the restaurants and stores of St Armands Circle.

Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. Several great fishing spots in the area, please let me know and I can give you more details!

DOWNTOWN - Whole Foods and farmers market and too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Duval's, Boca, etc.... a fun area to walk around and dine. Theater and arts are big in Sarasota. Check out the local theater events and shows. You can also take sightseeing boat cruises from the marina.

AIRPORTs: Sarasota-Bradenton International Airport-SRQ (6.6 miles), Punta Gorda Airport- PDG: (51mi) Clearwater Airport (PIE): (50 mi) Tampa Airport (TPA): (56m)

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator (single-level property)
  • Single level property
  • Stair-free path to entrance
  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near the marina
  • Near the sea

Things to do

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Gym
  • Heated pool
  • Tennis
  • Water sports equipment
  • Basketball nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Garden
  • Unit size: 1,112 square feet

Similar properties

Exterior
Siesta Key Island Rentals
  • Washer
  • Dryer
  • Parking included
  • Free WiFi
9.6 out of 10, Exceptional, 49 reviews
Siesta Key Island Rentals

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

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

Check-out instructions

The host requires you complete the following before checking out:
Please leave beds you slept in unmade.
Please hang up in the garage any pool and beach gear that you used. Throw away popped pool floats.
Please roll trash buns to the street if your checkout is a Friday morning.
Failure to complete these may result in a negative review from the host.

Rules

No vaping in the house. No smoking or any drugs in house or on property.
Swim at own risk. No diving into the pool and no glass at the pool deck. Make sure pool alarm is in pool and functioning.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)
Note from host: No dangerous breeds or dog w bite history allowed

Children and extra beds

Children are welcome
Note from host: Back door has an alarm make sure it's working.

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 indicated there is a carbon monoxide detector on the property
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

About the neighborhood

Map
Sarasota, FL

What's nearby

  • Coconuts Family Entertainment Center - 14 min walk - 1.2 km
  • Sarasota Memorial Hospital - 17 min walk - 1.5 km
  • Sarasota Art Museum - 4 min drive - 2.4 km
  • Lukewood Park - 4 min drive - 3.1 km
  • Lido Beach - 12 min drive - 9.5 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 21 min drive

Restaurants

  • ‪McDonald's - ‬15 min walk
  • ‪Red Barn Bar - ‬13 min walk
  • ‪CinéBistro - ‬13 min walk
  • ‪Connors - ‬11 min walk
  • ‪Einstein Bros. Bagels - ‬15 min walk

Frequently asked questions

Does Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable have a pool?

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

Is Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable?

Check-in begins at 4:00 PM.

What time is check-out at Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable?

Check-out is at 10:00 AM.

Where is Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable located?

This family-friendly Sarasota vacation home is located by the sea, within 2 mi (3 km) of Sarasota Memorial Hospital and Sarasota Art Museum. Marie Selby Botanical Gardens and The Landings are also within 3 mi (5 km).

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Reviews

Pineapples House -POOL private SOUTH facing HOT TUB close to BEACHES -walkable Reviews

10

Exceptional

10

Cleanliness

9.8

Location

10

Property conditions & facilities
Rating 10 - Excellent. 86 out of 89 reviews
Rating 8 - Good. 2 out of 89 reviews
Rating 6 - Okay. 1 out of 89 reviews
Rating 4 - Poor. 0 out of 89 reviews
Rating 2 - Terrible. 0 out of 89 reviews

Reviews

10/10 Excellent

Robert L., Louisville,usa

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

Great stay

Every thing was great. Had all the comforts of home and more!!
Stayed 20 nights in Jan 2024

10/10 Excellent

Peter W.

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

5 stars

Property was great for our family. Very clean and well equipped with everything we needed
Stayed 4 nights in Mar 2025

10/10 Excellent

Cathleen T.

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

Beautiful property, convenient location

We had a great experience. Very accommodating host and comfortable house in great location.
Stayed 6 nights in Jul 2023

10/10 Excellent

James H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second year in a row staying here for a week. The place was even better than last with a new fridge and new touches around the property. The backyard was just as fantastic. Communication with the owner is always top notch. The location is 15 minutes from just about anywhere you want to go in the area.
Stayed 7 nights in Jun 2025

10/10 Excellent

Lauren E.

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

Awesome house and location!

This house was perfect for our family. The pool was great for the kids. The house was stocked with kitchen amenities, bathroom supplies, pool toys, beach gear and bikes. Bikes were awesome! Second refrigerator too! Located in a quiet neighborhood and on a short greenway. Perfect entertainment and a short drive to the best beaches!
Stayed 5 nights in Jun 2025

10/10 Excellent

Kylee M.

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

Loved this house!

We were in Sarasota on a girls trip. The Pineapple House was clean and had everything you could think of or need for your stay. This was the most well stocked VRBO I have ever stayed at. It was a great stay!!
Stayed 3 nights in Jun 2023

10/10 Excellent

Brandy W.

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

Spring break

The property manager was amazing and so responsive. With any questions or issues we had immediate responses. Good location to many amenities. The pool was a little chilly due to a solar pool heater but this won’t be an issue as it gets warmer. We really enjoyed our stay.
Stayed 8 nights in Mar 2025

10/10 Excellent

Eric H.

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

Quick Getaway March 2025

My wife, teenage daughter, and myself enjoyed our stay in March 2025 (4 days). The backyard was private and the pool was wonderful. We spent more time enjoying the pool than traveling to the beach--Siesta Key Beach is approximately 20 minutes away by car depending on the time of day. There are plenty of pool toys, bikes, and a well-stocked kitchen.
Stayed 5 nights in Mar 2025

10/10 Excellent

Emily M.

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

The Pineapple House Delivered!

We had a wonderful family vacation at the Pineapple House. First, it was spotless and completely updated and the perfect size for our family of four. It was stocked really well, like our host thought of everything! The pool and hot tub were fantastic and we were just a short drive from shops and restaurants and activities. We will definitely be returning!
Stayed 6 nights in Dec 2024

10/10 Excellent

Taylor R.

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

House on Bourgainvillea Street

Best rental in Sarasota! Great back yard..well stocked house...super responsive owner! We will be back!
Stayed 14 nights in Feb 2024

10/10 Excellent

Bob B., Volusia county

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

Great getaway home

Exceeded our expectations for sure. Heated pool was such a nice surprise. Planned on exploring but the home and yard were so wonderful we stayed and enjoyed ourselves at the house.
Stayed 3 nights in Apr 2023

10/10 Excellent

Brent W.

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

Pineapple House Was Wonderful

This house was perfect for our family of 6 vacation to Florida. Location was excelent, minutes from everything, including many wonderful beaches. But the back yard was one of the highlights for sure. Amazing pool, fire pit and pleanty of room to relax. The entire yard is surrounded by by beautiful tropical landscaping for privacy. Would definitely recommend staying at the Pineapple House
Stayed 4 nights in Apr 2024

10/10 Excellent

Francisco G.

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

Pineapple house

My family had a wonderful time. We really liked the private fenced backyard which had lots of room to play. The pool was wonderful and was the favorite part of the house for my family. The home was very clean and had plenty of room for us. The beach was only a 5 minute drive which was a big plus. Overall, this was a wonderful home and we enjoyed our stay at the pineapple house.
Stayed 4 nights in Jul 2024

10/10 Excellent

MICHELLE K.

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

Great neighborhood, clean house

The house was very clean and comfortable. The backyard was really pretty and well maintained . House came stocked with all the essentials needed for a 4-day stay. Thank you!
Stayed 3 nights in Jul 2023

10/10 Excellent

Carol C.

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

This place has it all!!

We needed a family vacation, so we drove one hour north to another paradise! This place did not disappoint! The kitchen didn’t lack a thing. It was worth every penny. Owner was very accommodating. This place is close to everything. We would highly recommend this rental.
Stayed 6 nights in May 2024

10/10 Excellent

Jeremiah F.

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

Pineapple paradise

Great Florida home, stocked well with amenities and food/drinks provided or leftover from last guest’s. Very comfortable beds. Kitchen had everything you need, grill, fire pit worked great. Backyard was private and beautifully landscaped with a crystal clear pool and hot tub. Backyard was my favorite area
Stayed 3 nights in Jan 2023

10/10 Excellent

Robert K.

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

Fabulous vacation home

The house was the perfect vacation getaway. The house was very clean. The backyard was the perfect way to vacation with your own pool and hot tub. The backyard was private and very well kept. The house was ten minutes to Siesta Key beach and the villages. Would definitely recommend this house for vacation getaway. The host is great and was available if any issues came up. Would definitely stay again.
Stayed 5 nights in Aug 2023

10/10 Excellent

Renee Z.

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

Pineapple House

Unfortunately, we had to cancel our trip at the last minute due to Hurricane Milton. Fortunately, Christine was kind enough to give us a refund. She is very quick to respond to any questions I had. I hope to get the opportunity to book this beautiful hone in the future!
Stayed 6 nights in Oct 2024

10/10 Excellent

Lacy M.

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

Swimmers paradise

We came to Sarasota for a national swim meet for adults. My husband and son and I. We could warm up in the wonderful pool and cool down afterwards. Also, the spa was nice for our sore muscles. Plus, we brought our dogs and they too loved the pool and the yard. Exceptional yard like paradise and the beach is 10 minutes away with piney point a lovely place to watch the sunset five minutes away. Tons of eating places and Publix within 5 minutes. The house too was very nice. Great beds and shower and pretty kitchen with all you could want. Fantastic AC too. Plus a cool walkway next to the house to walk your dogs or take a leisurely walk...perfect location. Exceptionally quiet neighborhood!
Stayed 5 nights in Aug 2023

8/10 Good

nayvik h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a good stay
Stayed 3 nights in Jul 2025

10/10 Excellent

Bethany B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family and I stayed here for a week and it was absolutely incredible. Perfect location in a quiet neighborhood close to everything!! The house was stocked with everything you could possibly need. The pool was perfect for my kids! Everything was so clean too!! Can’t wait to book again!
Stayed 7 nights in Jul 2025

10/10 Excellent

Kristina J.

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

Great stay!

We booked this property to celebrate my mom's 70th birthday. We had a great time! Definitely enjoyed the pool to escape the heat as well as the closeness to the beach and great restaurants nearby. The home is very comfortable and had everything we needed. The host is great, answered any questions promptly. Definitely recommend!
Stayed 3 nights in Jun 2025

10/10 Excellent

John W.

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

Enjoyed our stay

This was our second stay at the property and we thoroughly enjoyed it. We like everything about this property. The house has a nice layout and the backyard is secluded and private The pool is large and the large umbrellas are a nice touch. The umbrella on the east end of the pool can be opened to shade part of the pool until midday. The property is in a good location close to several restaurants. Highly recommended.
Stayed 5 nights in Jun 2025

10/10 Excellent

Mark M.

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

All you could ask for

Christine is a great host. Super responsive. We have stayed in many vrbo homes. None have been better stocked with everything anyone could possibly need. Highly highly recommend !!
Stayed 7 nights in May 2025

10/10 Excellent

Shane T.

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

Everything you could ask for and more!

Awesome place! Quiet neighborhood! Great central location! Fantastic pool and hot tub! Everything you could possibly need at the home! Host is super communicative and if you need anything she responds almost instantly! Our 12 year old daughter was so sad to leave as were we! Can’t wait to come back!
Stayed 3 nights in May 2025