Entire home·Private host

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

Family-friendly holiday home with fitness centre and outdoor pool

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Outdoor pool, a heated pool - Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable (Sarasota)
Smart TV - Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable (Sarasota)
Interior - Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable (Sarasota)
Terrace/patio - Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable (Sarasota)
Fridge, microwave, oven, stovetop - Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable (Sarasota)
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

10 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Garden
  • Unit size: 1,112 square feet

Similar properties

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 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
View more Holiday homes in Sarasota
Map
Sarasota, FL

What's nearby

  • Lido Beach showing general coastal views and a sandy beach
    Lido Beach
    12 min drive - 9.5 km
  • Coconuts Family Entertainment Center
    14 min walk - 1.2 km
  • Sarasota Memorial Hospital
    17 min walk - 1.5 km
  • Sarasota Art Museum
    4 min drive - 2.4 km
  • Lukewood Park
    4 min drive - 3.1 km

Getting around

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

Restaurants

  • McDonald's
    14 min walk
  • Red Barn Bar
    13 min walk
  • CinéBistro
    13 min walk
  • Connors
    11 min walk
  • Smoothie King
    16 min walk

Frequently asked questions

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 1 mi (2 km) of Coconuts Family Entertainment Center and Sarasota Memorial Hospital. Marie Selby Botanical Gardens and The Landings 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.
More informationOpens in a new window
Rating 10 - Excellent. 92 out of 95 reviews
Rating 8 - Good. 2 out of 95 reviews
Rating 6 - Okay. 1 out of 95 reviews
Rating 4 - Poor. 0 out of 95 reviews
Rating 2 - Terrible. 0 out of 95 reviews

10

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

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

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

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

10/10 Excellent

Peter W.

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

5 stars

Property was great for our family. Very clean and well equipped with everything we needed
Stayed 4 nights in Mar 2025

10/10 Excellent

John W.

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

Enjoyed our stay

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.
Stayed 5 nights in Jun 2025

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

10/10 Excellent

Virgil F.

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

Absolutely amazing place!

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.
Stayed 4 nights in Apr 2025

10/10 Excellent

Shane T.

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

Everything you could ask for and more!

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!
Stayed 3 nights in May 2025

10/10 Excellent

Robert K.

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

Great vacation sta

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
Stayed 3 nights in Jan 2025

10/10 Excellent

Angelo P.

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

Great Experience

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!
Stayed 2 nights in May 2025

10/10 Excellent

Robert L., Louisville,usa

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

10/10 Excellent

Michelle K.

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

Spring break vacation

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.
Stayed 4 nights in Apr 2025

10/10 Excellent

Brandy W.

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

Spring break

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.
Stayed 8 nights in Mar 2025

10/10 Excellent

Linda C.

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

Nice get away

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.
Stayed 4 nights in Nov 2024

10/10 Excellent

Tiffany Y.

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

Wonderful!

Amazing stay! Wonderful host and great location! Very clean and all of the needed amenities. Thank you!
Stayed 4 nights in Dec 2023

10/10 Excellent

Jeannie E.

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

Perfect stay at the pineapple house

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.
Stayed 7 nights in Aug 2024

10/10 Excellent

Eric H.

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

Quick Getaway March 2025

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.
Stayed 5 nights in Mar 2025

10/10 Excellent

Emily M.

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

The Pineapple House Delivered!

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!
Stayed 6 nights in Dec 2024

10/10 Excellent

Rachel A.

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

Pineapple house stay

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.
Stayed 3 nights in Oct 2023

10/10 Excellent

Kassie C.

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

Amazing Property

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.
Stayed 8 nights in May 2024

10/10 Excellent

Is S.

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

Summer getaway

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.
Stayed 5 nights in Jul 2024

10/10 Excellent

Amanda P.

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

Spring Break Trip

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!
Stayed 5 nights in Mar 2024

10/10 Excellent

Anna M.

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

This place is your own oasis!

I would definitely recommend this home, it has everything you need, and couldn’t ask for a better Host, Christine. The backyard was favorite of the home, with the in-ground pool, hot tub, fire pit and corn hole! It’s in the middle of everything! Absolutely enjoyed our stay! Clean and very welcoming!
Stayed 6 nights in Jul 2024

10/10 Excellent

John W.

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

Perfect for us

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.
Stayed 5 nights in May 2024

10/10 Excellent

Laura C.

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

Wonderful place to stay

We enjoyed this house so much. The pool and hot tub are perfect for relaxing. This cutely decorated home is very well stocked with kitchen necessities, beach chairs, umbrellas, beach wagon, pool floats, bikes, cornhole. We had so much fun. The owner is super friendly and accommodating. 10/10 recommend!
Stayed 3 nights in Jul 2024