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
1010 out of 10
Exceptional
Entire home
3 bedrooms2 bathroomsSleeps 8103 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
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.
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.
Enjoy easy access to transportation with the free Breeze Rider and Bay Runner open-air trolley stops just blocks away**. These trolleys provide service to downtown Sarasota, Siesta Key Village, and the beach.
Plus, you’ll love being within walking distance of local restaurants (Baker and Wife, Conners Steak and Seafood, etc), Cinebistro and grocery.
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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
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.
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 - 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)
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)
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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 23 kg 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
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
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 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 area
Located in Sarasota, this holiday home is in the city centre and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Travelling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at Ed Smith Stadium. With jet skiing, kayaking and scuba diving nearby, you'll find plenty of adventures in the water. Visit our Sarasota travel guide
Does Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much is parking at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable?
On-site parking is available at the property.
What time is check-in at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable?
Check-in begins at 4:00 PM.
What time is check-out at Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable?
Checkout is at 10:00 AM.
Where is Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable located?
This family-friendly Sarasota holiday home is located by the sea, within 3 mi (5 km) of Sarasota Memorial Hospital, Marie Selby Botanical Gardens and The Landings. Colonial Village Shopping Center and Bay Isles Shopping Center are also within 3 miles (5 km).
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Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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.
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!!!
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!
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!
The house is i great place to get away and enjoy the beach and house pool and hot tub. Second time staying and definitely would come back. Great host. The only thing I wish was the the pool was a little warmer but we are from Ohioso can be too picky
The pineapple house was one of the best equipped short-term rentals I've had the pleasure to stay in, and I've stayed in many. The house was impeccably clean, well stocked, and the outdoor space was fabulous. The hot tub and pool was a great treat after hours of playing golf in the Florida sun. I highly recommend the short term rental and will return many times when I visit Florida.
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!
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.
Great property in an excellent location. Close to everything. Wonderful backyard retreat. Comfy bed and house had everything we needed. Easy and quick communication with owner. Would definitely stay here again if in the area.
This home was cozy and well stocked. On a private street and quiet back yard with several amenities., The host was very attentive and kept us in the loop on everything. I would definitely stay again and highly recommend.
My family and I thoroughly enjoyed our stay at the Pineapples House. The property is very well maintained, clean and provides everything you need and more to accommodate your stay. Location is very centralized, everything is within 4 miles. We were able to bike down to the water, drive to siesta key beach in minutes and we’re close by some great Restaurants including our favorite, Tralia Pizza in Gulf Gate. Highly recommend this property, we’ll be back!
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.
My husband and 3 teenagers had the best time. The house is exactly as described. It’s a beautiful home, inside and out. It is fully stocked with everything you would need and was very clean!! The host was very accommodating and helpful. Beaches, shopping, restaurants and fishing are all a short drive away.
Very clean, close to everything. Host very easy to work with. Beautiful back yard with beautiful palm trees. Very quiet area. Perfect for our quick visit to the area.
Our family had a great stay at pineapple house. It was the perfect amount of space for our family and a great location. We were able to walk to restaurants and a close drive to many of the things we wanted to do. The pool was perfect and the highlight for our 8 year old. Great time!
This is our 2nd year staying at the Pineapple house and we wont stay anywhere else. Perfect location and perfect house. Christine is auper nice and always accommodating to any needs. Lots to do in the area and the pool is a nice bonus.
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.
We recently spent 5 nights at the pineapple house and it was the best summer getaway. The house was very clean and had all the amenities needed for a comfortable stay. The location was perfect, close to restaurants, shopping and beautiful beaches. The host was very attentive ensuring that every detail was taken care of. I would highly recommend this property to anyone seeking a memorable getaway.
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.
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!
We really enjoyed this property and highly recommend it. The house was in a safe and convenient location close to restaurants and grocery stores. Our favorite part of the property was the secluded backyard with the large pool and hot tub. We plan to rent the property again in the future.