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

Top rated by guests
Large 24'x17' solar heated(warms 7-10°) POOL * HOT TUB * gas fire pit & grill
Laundry Room - full size washer and dryer
lots of beach and pool gear
En suite bathroom with double sink and walk in shower - primary bedroom bath
Bathroom
review stars
10Outstanding
(121 Ratings)
"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 suc..."
Karen B.
Don't miss out! Price and availability may change
10 / 10
Outstanding(121 Ratings)

House in Sarasota, FL

8 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

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

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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)

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

Non-smoking
Pets allowed

Map of Sarasota, FL

city location on map

Ratings and reviews

10 / 10
Outstanding(121 Ratings)
10 / 10Outstanding·Jul 2026
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!
10 / 10Outstanding·Jun 2026
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!
10 / 10Outstanding·Jun 2026
Pineapple house had everything you could need. It's close to shopping and the beaches. We had a wonderful stay.
6 / 10Average·Aug 2025
The house was lovely and perfect location for what we needed which was to explore the nearby beaches . It was exactly as described and lots of things available to use . The only issue we had were we arrived on Sunday and the pool was really dirty and not cleaned until the Tuesday, but once it was cleaned it was good. Bins outside in the garden were not collected until following Friday , they were full when we arrived and the smell was really bad, they were infested with maggots and flies . Under the beds was not clean and there were items of clothing left from previous occupants in drawers .We had an issue with the app and therefore could not contact the host . I tried the phone number supplied on a number of occasions but no reply . I also contacted VRBO and asked for them to forward messages on, and contact the host on our behalf to let them know we were struggling to read messages or communicate. They passed on the emails which had been sent, but would not contact the host on our behalf and give them alternative contact details. This was disappointing .

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - Walkable. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

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

We found 2 amenities for this rental. This includes non-smoking, and pets allowed.