UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY

Longboat Key, Florida
$387 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

THIS PROPERTY HAS BEEN INSPECTED BY AND REGISTERED WITH THE TOWN OF LONGBOAT KEY RRR# 00134.2023

*****ONLY ONE RENTAL PER MONTH, SO BOOK FAST TO SECURE YOUR SPOT****PLEASE PROVIDE DETAILED DESCRIPTION OF TRAVELERS WHEN REQUESTING A BOOKING ****

The Pineapple Cottage is a special oasis of tranquility and comfort. Surrounded by the palm trees that symbolize Florida, it is a private home nestled on a canal that leads directly into Sarasota Bay. Our home is situated in the desirable neighborhood of Country Club Shores --- just a short ride from the world class shopping and dining at St. Armand's Circle and walking distance to the beautiful beaches of Longboat Key.

This elegant house has been thoughtfully renovated and decorated with a charm and sophistication that will give you a feeling of relaxation as if you were in your own home. The furniture has a Tommy Bahama vibe and all the linens, tableware and kitchen utensils are of the highest quality. Here are just a few of the amenities this house offers:
• Exquisitely decorated Master Bedroom with king bed, en suite bath with large walk in shower and french doors to the lanai
• Guest bedroom with king bed and large walk in closet/dressing room
• Den/third bedroom with queen size murphy bed and pull out sofa, garden view and pocket doors. Den also has two desks and printer for your business needs
• Gourmet eat-in kitchen with new stainless steel appliances and granite counters and mosaic back splash
• Large Lanai under air with sliders that open to patio and screened pool for relaxing and dining al fresco; enjoy the outdoors without any bugs or humidity
• Game table with chess, backgammon and even a roulette wheel
• 50 smart TV in Family Room and 42 smart TV in MBR - both wall mounted
• Verizon triple play --- with high speed internet
• Free phone service
• Screened heated pool
• Patio overlooking canal for sunning
• Private dock --- bring your boat or rent one
• Weber gas BBQ
• Separate laundry room

While clearly you may be tempted to spend your days at The Pineapple Cottage, lounging on the lanai, enjoying the canal views or soaking in our heated pool, there is no shortage of engaging activities in the immediate area.

The Gulf of Mexico's beautiful white sand beaches are a short walk from the property and you will find that the Cottage has an ample supply of beach chairs and towels. There are also many amazing scenic beaches just a short car ride away including Lido Key, Siesta Key, Coquina and Venice beaches for Swimming, Boating, Fishing, Kayaking, Sunbathing, Watching Sea Birds and Marine Animals, Sunrises and Sunsets.

You can also find an amazing selection of Restaurants, Bars, Golf, Tennis, Arts Center, Movie Centers, Shopping, Kayak Tours, Segway Tours and Massage; all within a five to fifteen minute drive. Just over the bridge to the north is Anna Maria Island with its charming towns of Bradenton Beach, Holmes Beach and Anna Maria, where you'll find more Shops, Bars and Restaurants, Fishing Piers and Antique Shops. A 15 minute scenic drive south through LBK takes you past elegant homes, golf courses, small shopping centers, parks and nature trails. St. Armand's Circle, known for its upscale shops, fine dining and casual restaurants and cafes is known throughout Florida as having the best restaurants and shops in Florida. Venture a little further down the road and you are in Downtown Sarasota, for more Shopping and Restaurants, Art Galleries, Theaters, Opera House, The Famous Ringling Museum and The Marie Selby Botanical Gardens. For those who wish to explore further, to the south are the islands of Siesta Key and Casey Key, then Venice Beach. To the north St. Petersburg is about 45 Minutes, Tampa an hour, and Orlando about 2 hours. The area is ideally located for a Florida vacation or a winter get-away.

There is much to do... Or, do nothing at all, but while away the hours on a lounge chair with a good book at your peaceful retreat in the quiet neighborhood of Longboat Key where every day is definitely a vacation day.... filled with blue skies, sun, white beaches and the gulf coast breezes.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 20 Lbs Per Pet) Pet Friendly
  • BEACH

    Beach Sun Loungers Beach Towels
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2075 Sq Ft (193 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Outdoor Furniture Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Ecotours Nearby Golf Nearby Jet Skiing Nearby Power Boating Nearby Sailing Nearby Scuba Diving Nearby Swimming Nearby Tennis On Site Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Games TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital Near A Zoo Near Outlet Shopping On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Henry Y.

    Submitted Jun 15, 2023

    Stayed May 7, 2023

    A comfortable, beautiful property. Very nicely decorated with quality furniture. The Lanai has a great view and is really comfortable. The pool is delicious with views of the canal. Everything worked well: a/c, appliances, pool heater, TV’s, etc. Super comfortable beds. Nice bathrooms. Generously appointed with paper products, toileteries, towels, etc. The location is ideal. A 10 minute walk to the beach. 7 minutes by car to St Armands. There are several good restaurants close by. Publix and CVS a 3 minute drive away. There are several bicycles available for use in excellent condition. It was a pleasure coordinating with Lynn. I highly recommend this property.

  • Barbara E.

    Submitted May 7, 2022

    Stayed Apr 2, 2022

    Pineapple House is very convenient to AMI and Sarasota and beaches. Quiet area. Convenient to grocery store and restaurants. Lynn was very attentive to any issues that arose. Enjoyed our stay.

  • Jackie s.

    Submitted Dec 12, 2021

    Stayed Nov 10, 2021

    We thoroughly enjoyed our visit to Pineapple Cottage! Everything we could possibly need was there…from beach towels, comfy beds, bikes, beach gear, pool, grill, to thanksgiving cooking needs. Thanks for sharing your piece of Heaven with us!

  • Luxio R.

    Submitted Sep 2, 2021

    Stayed Aug 3, 2021

    This rental was perfect in every way. Would do it again in a heartbeat and host is 10 stars.

  • celeste s.

    Submitted Nov 16, 2020

    Stayed Oct 12, 2020

    What a beautiful property and sparkling clean. We were fortunate to spend time at the Pineapple Cottage this Fall and enjoy the beautifully appointed home, pool, canal, patio, bikes, and short strolls to the beach. Thank you Lynn for sharing your gem with us!

  • Ryan D.

    Submitted Jul 14, 2020

    Stayed Jun 6, 2020

    Our stay at Pineapple Cottage exceeded our expectations. Lynn and Don have gone above and beyond to make this property truly special. No detail was left out from the pool toys to the bikes and fishing poles and everything in between. The house is very clean and well appointed with every convenience right at our fingertips. The beds and bed linens were very comfortable and there was plenty of space for our family of 3. Our 10yr old enjoyed the pool and fishing right off the dock where there is plenty of local wildlife like mullet and manatees to watch. We nightly rode the bikes provided by Lynn to watch the sunset across the street at the beach access point which is easy to get to. St Armands Circle was also a quick bike ride away. Lynn was available and responsive to any questions that we had during our stay. We've been booking with VRBO for over 10yrs and grew up in Tampa and this property is one of our favorites. We were so grateful for the extra precautions that Lynn and her staff took to keep us safe and informed during the coronavirus pandemic. We were easily able to stay isolated in the cottage with grocery deliveries and the location is ideal for not being around crowds of people. We practically had the beach to ourselves for the majority of our stay as Longboat is one of the quieter barrier island on the Gulf Coast. There was a mask mandate for LBK during our stay so when we did need to go out everyone seemed to be taking the guidelines seriously. We will absolutely return to this spot.

  • Francisco J M.

    Submitted Sep 8, 2019

    Stayed Aug 1, 2019

    Extremely well care for house with all the comforts of Home, everything working perfectly.

  • john f.

    Submitted May 9, 2019

    Stayed Dec 31, 1969

    Lovely property, well cared for, well equipped, everything we had hoped for.

  • Michael C.

    Submitted Apr 24, 2019

    Stayed Apr 12, 2019

    We had a wonderful visit to Longboat Key. The home was beautiful and location was perfect. The property owner, Lynn Jacobs, provided a comprehensive list of recommendations for sights worth visiting and eating establishments. We dined at several of Lynn’s favorite restaurants and her taste is spot on. Highly recommend this property if you are looking to vacation in the Sarasota area.

  • Stacy R.

    Submitted Aug 13, 2018

    Stayed Jul 26, 2018

    We enjoyed our stay very much! Short walk to the beach, close to stores, restaurants and shopping. Everything we needed was there and we loved having the pool. We can’t wait to come back!

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Total

Includes taxes and fees
$387+
View details