**2-Week Minimum Stay Required**
Escape to this beautifully renovated waterfront retreat on Longboat Key. This spacious 2-bedroom, 2-bath home features an open-concept design, designer coastal décor, and a gourmet kitchen with a large island, wine cooler, and premium finishes throughout. Both bedrooms offer tranquil views of the heated pool and waterfront canal, creating a relaxing coastal atmosphere.
Enjoy the expansive living area, private dock, heated pool, fire pit, and outdoor dining spaces designed for entertaining. Nestled in the sought-after Country Club Shores community, you're just moments from beach access, dining, and island attractions. Fully furnished and thoughtfully equipped, this luxury waterfront getaway offers the perfect blend of comfort, style, and indoor-outdoor living for an unforgettable Longboat Key escape.
1 month stay required during seasonal months and 2 week stay required for out of season months.
Please note there is a $250 non refundable pet fee
Unique Benefits
This beautifully renovated waterfront retreat offers a rare combination of luxury, privacy, and authentic island living in one of Longboat Key's most desirable neighborhoods. Located on a peaceful canal, guests can enjoy stunning water views, a private dock, and a serene coastal setting while being just minutes from the beach.
Inside, the home has been thoughtfully redesigned with elegant coastal décor, high-end finishes, and an open-concept layout that creates a bright and welcoming atmosphere. The gourmet kitchen, spacious living areas, and seamless indoor-outdoor flow make it perfect for both relaxing and entertaining.
What truly sets this property apart is its exceptional outdoor living experience. Guests can spend their days lounging by the heated pool, dining outdoors overlooking the water, enjoying sunset cocktails around the fire pit, or watching boats glide through the canal from the private dock. Both bedrooms overlook the pool and waterfront, allowing guests to wake up to beautiful views each morning.
The location is equally special. Longboat Key is known for its uncrowded beaches, upscale dining, natural beauty, and laid-back island atmosphere. Guests enjoy easy access to white-sand Gulf beaches, waterfront restaurants, boutique shopping, boating, fishing, and the nearby attractions of St. Armands Circle and Sarasota. Unlike busier beach destinations, Longboat Key offers a peaceful and sophisticated coastal experience where relaxation comes naturally.
Combining waterfront luxury, modern design, private outdoor amenities, and one of Florida's most sought-after island locations, this home provides an unforgettable escape for couples, friends, and small families seeking the very best of Longboat Key living.
Why Kids Love It
Kids will love the endless opportunities for fun and adventure that come with staying at this waterfront Longboat Key retreat. The heated pool provides hours of entertainment for swimming, splashing, and family pool games, while the private dock offers a front-row seat to watch boats pass by, spot fish in the canal, and observe local wildlife.
The home's waterfront setting creates a unique experience where children can enjoy the excitement of coastal living right in their backyard. From searching for jumping fish and pelicans to enjoying family evenings around the fire pit, every day brings something new to discover.
Just minutes away, Longboat Key's beautiful beaches offer soft white sand, calm Gulf waters, shell collecting, sandcastle building, and dolphin spotting. Families can spend the day exploring the shoreline before returning home for an afternoon swim and outdoor dinner by the water.
Nearby attractions like St. Armands Circle add even more excitement, with ice cream shops, candy stores, family-friendly restaurants, and fun places to explore. Whether they're swimming in the pool, looking for dolphins at the beach, watching boats from the dock, or enjoying a sunset by the fire pit, kids will create unforgettable vacation memories in this special island getaway.
There is an abundant amount of Activities and Attractions in Sarasota/Bradenton/Siesta. These are just a few of the many treasures and cultural events..Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida?s Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, Children's fountain at Island Park, Myakka River and Park, Legacy bike trail, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating. You can spend the entire day at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries.
Depending on the exact beach access used, the walk is generally about 5–10 minutes (roughly 0.3–0.5 miles). Many guests enjoy taking a morning walk to the beach for sunrise shelling or heading over in the evening to watch the sunset.
We recommend using vehicle transportation for travel to St. Armands and Lido Beach.
Favorite Places to Eat
**Columbia Restaurant**
A Sarasota landmark and Florida’s oldest restaurant, Columbia Restaurant offers a taste of authentic Spanish and Cuban cuisine in an elegant setting. Known for its famous “1905 Salad,” fresh seafood, and traditional paella, it’s the perfect spot for a memorable lunch or dinner while exploring St. Armands Circle.
**Blue Dolphin Café**
A local favorite for breakfast and brunch, Blue Dolphin Café serves generous portions in a relaxed island atmosphere. Enjoy fluffy pancakes, omelets, fresh fruit, and outdoor seating just steps from the shops and beaches of St. Armands Key.
**Rico’s Pizzeria**
When you're craving a casual meal, Rico’s Pizzeria delivers classic New York-style pizza, hearty pasta dishes, and family-friendly dining. It's a great option for a quick lunch, takeout after the beach, or a laid-back dinner with friends and family.
**Kilwins Ice Cream & Fudge**
Treat yourself to handcrafted ice cream, creamy fudge, caramel apples, and other sweet delights at Kilwins. The irresistible aroma of freshly made waffle cones and chocolates makes this a must-stop destination while strolling around St. Armands Circle.
**Cha Cha Coconuts**
This vibrant tropical eatery offers a fun island vibe with outdoor seating overlooking St. Armands Circle. Enjoy fresh seafood, burgers, tropical cocktails, and live entertainment in a lively atmosphere that captures the spirit of Sarasota’s beach lifestyle.
**Café on St. Armands**
A charming café known for its fresh ingredients and welcoming atmosphere, Café on St. Armands is ideal for breakfast, lunch, or a relaxing coffee break. Guests love the fresh pastries, sandwiches, salads, and friendly service in the heart of the Circle.
**Dry Dock Waterfront Grill**
Nestled along Sarasota Bay, Dry Dock Waterfront Grill offers stunning waterfront views and a relaxed coastal atmosphere. Specializing in fresh seafood, sandwiches, and tropical drinks, it’s the perfect place to enjoy lunch or dinner while watching boats glide by on the Intracoastal Waterway.
**The Old Salty Dog**
A beloved Sarasota institution, The Old Salty Dog is famous for its laid-back waterfront setting and signature deep-fried hot dog. Guests can also enjoy fresh seafood, burgers, and cold drinks while taking in beautiful bay views and a true Florida island vibe.
**New Pass Grill & Bait Shop**
One of Sarasota’s hidden gems, New Pass Grill combines Old Florida charm with delicious casual fare. Located beside the historic New Pass Bridge, it serves breakfast, seafood baskets, sandwiches, and local favorites in a unique waterfront setting popular with both locals and visitors.
**Mar Vista Dockside Restaurant & Pub**
Located on picturesque Longboat Key, Mar Vista offers a memorable dining experience beneath centuries-old banyan trees overlooking Sarasota Bay. Featuring fresh local seafood, seasonal dishes, and a charming dockside atmosphere, it’s a favorite destination for sunset dining and authentic Old Florida ambiance.
Whether you're seeking waterfront seafood, authentic Spanish cuisine, casual island dining, or a sweet treat after a day at the beach, these local favorites showcase the best of Sarasota, St. Armands Circle, Longboat Key, and the surrounding Gulf Coast communities.
Best Sunset Spot That Tourists Often Miss
Instead of watching the sunset from the main beach access, walk south along the shoreline toward South Lido. The crowds thin out dramatically, and you'll often have long stretches of beach almost to yourself. Locals love the quieter atmosphere and incredible photo opportunities.
The Hidden Mangrove Tunnels
One of Sarasota's best-kept secrets is kayaking through the mangrove tunnels at Ted Sperling Park. Kids love looking for crabs, fish, birds, and sometimes even manatees. Many visitors spend their entire vacation at the beach and never discover this unique Florida ecosystem.
The Local Lunch Spot
While St. Armands Circle is full of great restaurants, locals often sneak away to New Pass Grill & Bait Shop for a casual waterfront breakfast or lunch. It's been serving visitors and residents for generations and feels like "Old Florida" before Sarasota became a major destination.
Dolphin Watching Without a Boat Tour
Walk to the north end of Lido Key Beach during the early morning or around sunset. Locals know this is one of the better spots to watch dolphins feeding near shore, especially when baitfish are running.
The Perfect Evening Routine
A favorite local tradition is grabbing ice cream at St. Armands Circle after dinner, then taking a sunset stroll on the beach. Since the Circle is only minutes from the beach, it's easy to combine both into one memorable evening.
Early Morning Beach Walks
Locals will tell you that Lido Beach is at its best before 9 a.m. The sand is cool, wildlife is active, and you'll often spot pelicans diving, shorebirds feeding, and shell hunters finding treasures before the crowds arrive.
Skip the Parking Hassle
Many visitors don't realize they can use the Bay Runner trolley between downtown Sarasota, St. Armands Circle, and Lido Beach. It's a great way to avoid parking and enjoy the scenery.
A Secret Photo Spot
For one of the best views in Sarasota, stop near Hart's Landing on the Ringling Causeway around sunset. You'll get spectacular views of Sarasota Bay, downtown, and the boats coming in for the evening—without the crowds found at more famous photo locations.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Jun 16 - Aug 31 2026 | $373 | $373 | $2,611 | $11,190 | 14 nights |
Sep 01 - Sep 30 2026 | $385 | $385 | $2,695 | $11,550 | 14 nights |
Nov 01 - Nov 30 2026 | $385 | $385 | $2,695 | $11,550 | 14 nights |
Mar 01 - Apr 30 2027 | $500 | $500 | $3,500 | $15,000 | 60 nights |
Jun 01 - Dec 31 2027 | $385 | $385 | $2,695 | $11,550 | 14 nights |
All other dates | $373 | $373 | $2,611 | $11,550 | 31 nights |
Fees:
Notes:
In lieu of any damage deposit, guests will be charged a fee of $14.00 a night to cover any damages up to $3,000 .
The total does not include the cleaning, credit card, or insurance fee. Sales and City tax are also not included.
Last updated on May 27, 2026