UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY
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.
Our prices include all fees. No hidden fees.
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Pets allowed: less than 9 kg per pet (limit 2 pets total)
35 lbs. and under; multiple pets considered
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Smoking
Smoking is not permitted
Guests must return a fully signed rental agreement within one day of receipt. Failure to return rental agreement, will result in cancellation.
Guests must provide owner with names, ages and addresses of all individuals staying ; add'l overnight guests are not allowed w/o owner's consent.
Please note that certain guest fees may not be applicable to longer term bookings. Also, cancellation may be negotiable for longer rentals.
Important information
You need to know
Property # 821161vb
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 deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Longboat Key
Located in Longboat Key, this holiday home is near theme parks and on the waterfront. 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 Lido Beach and Siesta Key Beach. Mote Marine Laboratory & Aquarium and Marie Selby Botanical Gardens are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
Longboat Key Public Tennis Center - 3 min drive - 3.1 km
Harborside Golf Course at Longboat Key Club - 4 min drive - 3.4 km
Links on Longboat - 4 min drive - 3.4 km
Longboat Key Beaches - 4 min drive - 3.8 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 18 min drive
Restaurants
Mymamma - 14 min drive
Columbia Restaurant - 6 min drive
Ocean Prime Sarasota - 11 min drive
The Old Salty Dog - 5 min drive
Starbucks - 14 min drive
Frequently asked questions
Does UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY?
As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY on 16 May 2027 start from £7,907, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY pet-friendly?
Yes, this property allows pets (limit 2 total) with a maximum weight of up to 9 kg per pet.
How much is parking at UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY?
On-site parking is available at the property.
What time is check-in at UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY?
Check-in begins at 3:00 PM.
What time is check-out at UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY?
Checkout is at 10:00 AM.
Where is UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY located?
Situated on the waterfront, this holiday home is within 3 miles (5 km) of Harborside Golf Course at Longboat Key Club, Links on Longboat and Shoppes of Bay Isles. Longboat Key Beaches and Longboat Key Public Tennis Center are also within 3 miles (5 km).
About the host
Hosted by lynn jacobs
We are a small family of three. I discovered Longboat Key and its surrounding islands about thirty years ago when traveling to Florida on business. I never forgot the incredibly beautiful sunsets and Gulf beaches and the peace and tranquility I found on LBK, and, when I got married, I couldn't wait to share my "discovery" with my husband. We have since traveled the world together, but we always return to LBK. When we grew tired of "ho-hum" moldy and out dated vacation rentals, we started our search for the perfect vacation home and were fortunate to find "our" Pineapple Cottage.
Why they chose this property
As they say, Location, Location, Location...We consider Country Club Shores, where our home is located, to be one of the best neighborhoods in LBK (and possibly Sarasota). We enjoy boating, kayaking and fishing so having the canal and access to the bay in our backyard is ideal. The beach is a quick stroll across the street. We often bring our dog, Lucky, when we visit and it is great fun to meet our many dog loving neighbors as we walk and admire the beautiful homes and manicured gardens throughout CCS. The location is ideal for a quick run to Publix or St. Armand's for a bite or getting off island to visit the "city". We love searching for off beat things to do and have discovered hot springs and even gondola rides. The "icing on the cake" is the cultural side of Sarasota including the Ringling Museum, shows and independent film festivals and events at Selby botanical gardens.
What makes this property unique
Being a home owner has enabled me to bring my personal attention to detail and style to The Pineapple Cottage. I have a passion for decorating and creating beautiful spaces. We love the layout of our home and that there are so many special areas for relaxation and entertaining. Even when friends are staying with us, we all seem to find our favorite spot in the house and it never feels crowded. Since we both still work, we also have plenty of work areas too; my husband favors the den. My favorite spot is on the lanai where I can close the french doors for privacy and gaze at the numerous egrets, herons and other sea birds fishing in the canal. Our son favors the heated pool, fishing from the dock and watching TV in the living room. No matter how often we visit, the wonderful swaying palm trees that surround our home are always a welcoming sight. In our absence, we have an amazing team that keeps the Cottage spotless and attends to any concerns. We enjoy pleasing our guests and sharing our special oasis with them.