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Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable

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A clear swimming pool surrounded by palm trees and lounge chairs.
A single-story house with a front porch, a driveway, and a mailbox.
A modern kitchen with white cabinets, stainless steel appliances, a wooden countertop, and a large window.
A room with a wooden bench, a round mirror, a TV mounted on the wall, and a door leading to another room.
A modern living room with a sofa, coffee table, and a dining table. There is a TV mounted on the wall and a ceiling vent.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8103 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Sarasota, FL
  • Place, St. Armands Circle
    ‪13 min drive‬
  • Place, Lido Beach
    ‪14 min drive‬
  • Place, Mall at University Town Center
    ‪22 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪19 min drive‬

Room options

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About the area

Sarasota

A family-friendly stay in the heart of Sarasota awaits you at this holiday home. You'll be within a 20-minute walk of Sarasota Memorial Hospital and 2.7 km (1.7 mi) from Sarasota Art Museum. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 2 bathrooms and a fireplace. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A patio, a fenced private garden and a Smart TV are also available. .Enjoy the outdoor swimming pool, gym and Hot tub. Added amenities include laundry facilities, a garden and barbecues. .Attractions within a 10-minute drive of this Sarasota holiday home include Siesta Key Beach and St. Armands Circle.
View more Holiday homes in SarasotaOpens in a new window

What's nearby

  • Marie Selby Botanical Gardens - 5 min drive - 2.8 km
  • St. Armands Circle - 13 min drive - 8.8 km
  • Lido Beach - 14 min drive - 9.8 km
  • Mall at University Town Center - 22 min drive - 16.6 km
  • Mote Science Education Aquarium - 22 min drive - 18.6 km

Getting around

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

Restaurants

  • ‪Circle K - ‬2 min drive
  • ‪McDonald's - ‬14 min walk
  • ‪CinéBistro - ‬13 min walk
  • ‪Yummy House - ‬2 min drive
  • ‪Red Barn Bar - ‬13 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.

Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable

Welcome to Pineapple House Sarasota—where location, comfort, cleanliness, and relaxation come together.

Unwind in your own private tropical oasis featuring a pool, hot tub, gas fire pit and gas grill. This area is very private and perfect for relaxing after a day of exploring.

The home is ideally situated just a 5-mile drive to two world-famous white-sand beaches—Siesta Key Beach and Lido Key Beach. All while being just 2.3 miles from downtown Sarasota with vibrant dining and theater. This house puts you close to everything the area has to offer.

Plus, you’ll love being within walking distance of local restaurants (Baker and Wife, Conners Steak and Seafood, etc), local bakery, Cinebistro and grocery(Aldi). Paved walking trail on side of house leads you to these fabulous high rated places.

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Rooms - 3 bed and 2 bath - all WHITE sheets and WHITE towels
• 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, beach cart, beach umbrellas, coolers, bikes, a second refrigerator, yard games and pool floats.

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

@@@@@

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.
• 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. 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. If you are worried about finding parking at Lido Key Beach, you can park downtown and hop on the FREE Breeze Rider Open air trolley. Check out the website and app for schedule.

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 - 2.3 miles from house - 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)

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  • Pool
  • Spa pool
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  • Pet-friendly
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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 transport

  • Onsite parking options include a garage

Kitchen

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

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
  • Up to 23 kg 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 lift (single-level property)
  • Single level property
  • Stair-free path to entrance
  • Tile flooring in public areas
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • 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
  • Snorkelling 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

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
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to 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 are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lb per pet)
    • Service animals are exempt from fees.
  • 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Frequently asked questions

Are there any beaches close to Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable?

The closest beach to Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable is Lido Beach (4.8 km).

Does Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable have a pool?

Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable has a heated pool and a pool.

What luxury perks are available at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable?

This property features a heated pool, as well as a private pool and a fireplace.

What makes Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable a romantic place to stay?

1 hot tub, private pools, and fireplaces all help set the scene for a sizzling getaway at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable.

Is Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable family-friendly?

You bet! With amenities such as laundry facilities and a BBQ, as well as highchairs and travel cots, it's no surprise that Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable is a winner with our family travellers.

Is there a private hot tub at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable?

Yep, there is a hot tub.

Is there a free airport shuttle available at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable?

No, Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable does not offer an airport shuttle service.

What time are check-in & check-out at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 117 out of 121 reviews
Rating 8 - Good. 3 out of 121 reviews
Rating 6 - Okay. 1 out of 121 reviews
Rating 4 - Poor. 0 out of 121 reviews
Rating 2 - Terrible. 0 out of 121 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was by far the nicest place we’ve stayed at in Sarasota. The owner was extremely responsive and checked in to make sure everything met our expectations. A short 10-15 drive to several beaches such as Lido, Siesta Key and Turtle beach and close to lots of shopping and restaurants. The house has everything you need for the beach, cooking, etc. The pool and hot tub were a bonus. Everything was also in great condition. Also in a nice neighborhood beside a walking path. We will definitely stay again!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved everything about this property! The house was clean, comfortable, and exactly as described in the listing. The pool was amazing and very well maintained, and the backyard quickly became our favorite spot. It was the perfect space for evening BBQs, game nights, and spending time together. Another huge plus was the location — it was just a short drive to the beach, dining spots, and shopping, making everything convenient and easy to enjoy. We had a wonderful stay and would absolutely recommend this property to others!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pineapple house had everything you could need. It's close to shopping and the beaches. We had a wonderful stay.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean cozy home. Recommend for a stay in beautiful Sarasota. Everything you need is available. Full kitchen supplies/ house supplies. Beach gear, towels, chairs, ice chests, rafts, etc. Worked well for us. Landscaping and pool area is not what it looks like in pictures. Not what I expected. However it is clean and has a pool / spa. Great communication from host!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a great property and place to vacation at. Great communication with Christine and she made sure our stay was enjoyable. We would definitely book again!
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was amazing and exceeded our expectations. If you are looking for a fun place for your family this is a must super close to the beaches and right in the center of everything to do! We were in town for graduation and it was a perfect place for our mini vacation. Communication was easy check in was easy and everything was just as we needed!
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Pineapple House was amazing! The beautiful backyard and pool provided hours of fun and relaxation. We appreciated Christine’s responsiveness to our questions and needs. Definitely will book another stay when we plan our next trip to Sarasota!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love the Pineapple House. It is in a quiet neighborhood, close to restaurants and shopping. The back yard is secluded and scenic with a nice pool. This was our third time staying there and everything was just as we expected it to be. Christine was great to work with, as usual. We will be back!
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for our family! We had everything we needed for beach days and to make our meals on the days we ate at home. Great location - five minutes to Trader Joe's and Publix, very close to Siesta Beach and Lido Beach. Christine was available to answer any questions and made sure we had everything we needed. We would stay again if we come back to Sarasota.
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was communicative, the place was great, and we had a good family trip. We would come back again.
Stayed 9 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The pineapple house lived up to our expectations . A five star vacation. Christine was a text away for any questions. The home is well kept, kitchen has lots of spices and extra amenities in the cupboards. The oool,hot tub, and backyard made the vacation as we spent most of our time outside. Our dog had plenty of space to get her exercise. Close to everything with a car.We would love to come back another time.
Stayed 21 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful family vacation spot! The pool was a hit with our graddaughters and offered the perfect amount of shade and sun. The patio umbrellas were a huge help. The house had plenty of room for our group of 5 baby. Christine made travel easy complete with pak'nplay and booster seat. Great kitchen, fully equipped with everything we needed for stay-in meals. The distance to the beach wasn't bad, but go early to find parking and a good beach spot. The location was ideal - close to groceries, restaurants and airport. Don't miss taking the trail adjacent to the house to Rendezvous French Bakery! Almond croissants to die for!Christine was a fabulous host, answering questions promptly and very helpful. The place was extremely clean too! A few of the outdoor furniture pieces were tired but understandable with the Florida sun.Great family vacation! Thanks!
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Christine was the best host I’ve EVER had at a vacation rental. She was very good at communcating and extremely flexible and accommodating! We really enjoyed the pool and hot tub in the backyard. The house was very comfortable for all of us and has everything we needed. Definitely would recommend!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house has it all! We booked on a last minute change of plans and are so glad we picked this house. The home comes with everything you need, whether it’s a pool day or going to the beach, you are well covered with towels, chairs, and more. There are ample kitchen supplies, too. The backyard is truly beautiful with the pool, hot tub, fire pit and grills. Location is great, with walking to a lot of restaurants and short trip to the beach. Christine was an incredible host and cannot recommend this place enough!
Stayed 4 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Christine was a very accessible and responsive host. We thoroughly enjoyed our stay at the Pineapple House.
Stayed 9 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Four of us — two couples — had a wonderful ten days at Pineapple House. The house was quiet and comfortable, and the backyard pool and hot tub area was an oasis. The owner was instantly responsive when we had questions or problems. She said she wanted us to have a perfect vacation, and she succeeded.
Stayed 10 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Christine was very accommodating and answered all our questions. She was wonderful.
Stayed 8 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was great for a long weekend getaway! Christine was a great host and made sure she was available if we had any questions. The location of the house is perfect for any of the restaurants, shopping, or beaches that you might want to go to in the area. We will definitely stay here again when we are in the area.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house, property, pool and all the extras were awesome. Christine was very helpful and responsive when we needed something. Lots of extras for our family to use and enjoy. However we had thought we could walk to the beach when we booked the place, but no worries. It's only an 8 minute drive or ride on trolley. We definitely recommend and maybe we'll visit again...
Stayed 10 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family of four (mom/dad7yo2yo) Host is amazing! Accommodated our request for an early check in to get us into the home in time for the toddler to take a nap! Home was clean, access (key code) was easy peasy and the kitchen well stocked. There was even those “oh we forgot” bathroom items which came in handy. We used all the beach essentials and loved that we didn’t have to mess with renting anything. Owner was receptive to input and was communicative without being overkill. She touched base to ensure all was well but didn’t really bug us with anything unless prompted. Check out was a breeze.We loved the quiet neighborhood vibe, walking path, nearby Aldi and great restaurants within walking distance (Baker Wife). Even tough out next adventure will take us somewhere else, we’d stay here again in a breeze! Highly recommend.
Stayed 6 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy
Great house in a superb location
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes excellent
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at the pineapple house. It was clean and well equipped with anything we needed. The location is great to go to Siesta Key, Lido beach and UTC. The pool was a hit with my daughter and having pool floats and toys was a huge help. The hot tub was great to relax in at night when it got a little cooler. We hope to make a return visit sooner than later. Christine is a great host with superb communication.
Stayed 8 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very responsive. Great location close to the beach. Loved having the pool and hot tub as well as a place to go at the end of the day
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The pool was cold. The hot tub was perfect temperature
Stayed 3 nights in Oct 2025