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

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Photo gallery for Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable

Outdoor pool, a heated pool
Interior
Smart TV
Terrace/patio
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8103 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View in a map
Sarasota, FL
  • Place, Coconuts Family Entertainment Center
    ‪15 min walk‬
  • Place, Sarasota Art Museum
    ‪5 min drive‬
  • Place, Lido Beach
    ‪14 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪19 min drive‬

Room options

Similar properties

Exterior
Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
  • Pool
  • Hot tub
  • Breakfast included
  • Pet-friendly
4.2 out of 5, Very good, 2,170 reviews
The price is €117
includes taxes & fees
24 Jun - 25 Jun
Spark by Hilton Sarasota Siesta Key Gateway

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, 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-minute 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. 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, cart and beach umbrellas, 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

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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)
During your stay at this vacation home, you'll be within walking distance of Sarasota Memorial Hospital. An outdoor pool, a gym, and a hot tub are available. The vacation home includes amenities such as free WiFi and a private pool.
  • Air-conditioned home with private pool, kitchen, and washing machine
  • Free WiFi
  • Take a swim in the outdoor pool or soak in the hot tub
  • Amenities include laundry facilities
  • Onsite recreation includes tennis courts and a gym
  • Just a 2-minute drive from Sarasota Memorial Hospital and 9 minutes from Siesta Key Beach
This vacation home offers its guests an outdoor pool, a hot tub, and a fitness center. The family-friendly vacation home also features barbecue grills, a garden, and laundry facilities.

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
  • 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
  • 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 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 lbs 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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 107 out of 111 reviews
Rating 8 - Good. 3 out of 111 reviews
Rating 6 - Okay. 1 out of 111 reviews
Rating 4 - Poor. 0 out of 111 reviews
Rating 2 - Terrible. 0 out of 111 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

8/10 Good

Laszlo L.

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

10/10 Excellent

Dawn H.

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

10/10 Excellent

Katie U.

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

10/10 Excellent

Ali R.

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

10/10 Excellent

David G.

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

10/10 Excellent

Janice H.

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

10/10 Excellent

Amy N.

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

10/10 Excellent

Anthony H.

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

8/10 Good

nayvik h.

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

10/10 Excellent

BARRY H.

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

10/10 Excellent

Sandi W.

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

10/10 Excellent

Amos S.

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

10/10 Excellent

Nicole B.

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

Sarasota Pineapple House

Great property!!
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Katie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Hot tub was great. All the beach amenities were SOOO helpful. This house had everything you could need - towels, chairs, bikes, umbrella, a cooler. The pool was super clean. We loved the pineapple house!!!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Edin I.

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

Great location, great host

We stayed in Sarasota for a week getaway. The home was in a great location with easy access to beaches and restaurants. Host was responsive.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Kerri T.

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

10/10 Excellent

Robert L.

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
Verified

10/10 Excellent

Jacob B.

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

New favorite vacation spot!

My wife and I had an incredible stay here. We love the Sarasota area and this house was just perfect. The pool was our favorite part. Everything was clean, well organized & the owner had great communication. We will definitely be staying here again in the future! Highly recommend!
Stayed 4 nights in May 2025
Verified

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
Verified

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
Verified

10/10 Excellent

Jami H.

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

Everything was great!

Overall the stay was perfect and the house had everything you could need to make an enjoyable vacation. The host was also very communicative and friendly!
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Chad H.

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

Great family retreat

Family of 4 with two teens. Enjoyed the home as a home base visiting parents and family in the area.
Stayed 5 nights in Dec 2024
Verified

10/10 Excellent

Daylin L.

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

Great vacation

Everything was wonderful
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Marsha B.

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

Great backyard

We enjoyed the backyard.
Stayed 7 nights in Jun 2024
Verified

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