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, 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)
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.
@@@@@
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.
@@@@@
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)
Amenities at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
Non-smoking
Pets allowed
Map of Sarasota, FL
Ratings and reviews
10 / 10Outstanding·Feb 2026
Christine was very accommodating and answered all our questions. She was wonderful.
10 / 10Outstanding·Jan 2026
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.
10 / 10Outstanding·Jan 2026
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...
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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Top rated by guests
9.9Outstanding
(112 Ratings)
"Christine was very accommodating and answered all our questions. She was wonderful."
Janice H.Don't miss out! Price and availability may change
