Private Island Oasis

Longboat Key, FL, United States

15 guests
5 bedrooms
5.5 bathrooms

Escape to your own private island paradise! This spacious waterfront home sleeps up to 15 guests and offers the perfect mix of relaxation and fun and is only accesible by boat. Enjoy a private beach, pool, hot tub, and expansive outdoor spaces for lounging, dining, and watching unforgettable sunsets. Adventure awaits with complimentary kayaks, fishing off the dock, and endless water views from nearly every angle.

Good to know

Room for Everyone Five thoughtfully designed bedrooms, each offering comfort, privacy, and a touch of island charm. Wake up to serene water views and the sound of nature all around. Every bedroom includes its own ensuite bath for a relaxed, hotel-style experience. Room details -Primary Bedroom: King bed, wet bar with wine refrigerator, water views, and an ensuite bathroom with a walk-in shower and large soaking tub. -Second Bedroom: King bed, ensuite bathroom with walk-in shower -Third Bedroom: King bed, ensuite bathroom with a shower and bathtub combination -Fourth Bedroom (Loft): Three twin beds, twin daybed with trundle, and an ensuite bathroom with a shower and bathtub combination -Private Suite: King bed, twin daybed with trundle, wet bar with a full-sized refrigerator, and ensuite bathroom with a shower and bathtub combination -Bonus: Daybed with trundle Chef-Ready Kitchen Cook like a local in a fully stocked kitchen featuring stainless steel appliances, quartz countertops, and all the essentials — from cookware and dinnerware to a coffee maker for slow island mornings. Relax in Style Gather in the open-concept living and dining area, where comfort meets coastal design. Stream your favorite shows on the Smart TV, connect to Starlink WiFi, or play your favorite playlist through the Sonos sound system that fills the home with music. Island Life, Redefined Start your day with coffee on the dock, explore the island’s sandy paths, or head out on a boat adventure from your private dock. When the sun sets, unwind with board games or toast marshmallows by a beachside fire. Prime Location Tucked away on Jewfish Key, this private island retreat is accessible only by boat — giving you the ultimate balance of seclusion and convenience. You’re just minutes by boat to Bradenton Beach Marina, Mar Vista, Shore, and other top waterfront restaurants. Why You’ll Love It ✔ Each bedroom features a private ensuite bathroom ✔ Private dock access for boats and jet skis ✔ Surrounded by water views and island nature ✔ Strong Starlink WiFi and Sonos sound system ✔ Boat to nearby dining, shopping, and entertainment ✔ True off-grid tranquility — yet close to everything Book your private island getaway today — where every day begins and ends with the sound of the waves. 🌴✨

Other Details to Note

Getting Around: The island has no cars. It’s walkable via a dirt path connecting all homes. Flashlights help for evening walks. Transportation: Most guests arrive by boat (rentals available from Local Marinas). You can dock there and refuel as needed. Local Dining by Boat: • Shore – 5 minutes • Mar Vista – 5 minutes • Whitney’s – dock at Palm Dr., 5-minute walk • Starfish Market – 10 minutes (cash only, great for fresh seafood) • Tide Tables and Seafood Shack – nearby favorites • Bridge Street – public boat parking, restaurants, shops & mini-golf • Marina Jack’s – 15–20 minutes to downtown Sarasota What to Bring: swim shoes, waterproof bag, extra lifejackets, flashlights, binoculars, sunscreen, bug spray, and basic paper goods. Island Tips: • Drink fresh coconuts. • Firewood is available around the island. • Keep food inside at night.

What this place offers

Common

  • Air conditioning
  • Hair dryer
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Pool
  • TV
  • Washing Machine
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ

Bathroom

  • Bathtub
  • Hot Water

What this place offers

Common

  • Air conditioning
  • Hair dryer
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Pool
  • TV
  • Washing Machine
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ

Bathroom

  • Bathtub
  • Hot Water

Location features

  • Beach access

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • Smoke detector

Entertainment

  • Pool table

Accessibility and Availability

Neighborhood

History of Jewfish Key According to local lore, Jewfish Key has hidden treasure of its own. Legend has it that Spanish explorers buried treasure in the 1500s on what is now Jewfish Key. Until the 1930s, present-day Jewfish Key was actually two islands: Pickett Key to the north and Fisherman’s Key to the south. Then, the U.S. Army Corps of Engineers dredged the Intracoastal Waterway and needed a place to put spoil. Two investors, whose last names were Jordan and Zeisse, owned the two islands and agreed to let the Army Corps deposit the spoil to form a single island in exchange for the deed to the island and a case of whiskey. For years, the island held a single home owned by Jordan. The island is part of the town of Longboat Key and was named by local fisherman for the Goliath Grouper (also known as Jewfish) they used to catch in abundance for many years in a 20-foot-deep hole off the south end of the island. In 1954, Jordan and Zeisse sold the island to a man whose last name was Smidt, who had plans to develop the island. Smidt platted the land and cleared out a road, naming it La Lenaire Drive. (La Lenaire was possibly a family name.) He planned to develop the island into 29 half-acre lots. The project was a failure. Only Mayers’ aunt, Theresa Smiley, bought one. Smidt couldn’t make payments on the island, so ownership went back to Jordan and Zeisse. They bought back Smiley’s lot to make the island whole. Then, their daughters spent the next 30 years trying to sell it. In the 1980’s, they approached Joan Bergstrom, sister of Mayers and real-estate developer Michael Saunders. Bergstrom, who works in real estate and had lived on north Longboat Key her entire life, received a lot on the island instead of a commission. Bergstrom reduced the plans to 13 one-acre lots and also created the nature preserve that exists on the east half of the island. Today Jewfish Key is a 38-acre private island, across from Longboat Pass only accessible by boat. 15 of the 38 acres have been devoted to a conservation easement shared by the private property owners. There are 13 buildable lots with eight estates currently occupying the key. Electricity comes from submerged power lines, and water comes from one of several wells located throughout the island. The only “road” is La Lenaire Drive, a grassy 50-foot-wide footpath that runs the length of the island which leads to private beaches and a private marina for the residents. There are daily parades of water birds, great horned owls and screech owls, gopher tortoises, and rabbits, and they see manatees and dolphins swimming in the Intracoastal every day. The Jewfish Key sandbar is on the western side of the island and is huge. It’s a perfect place for relaxing with family and exploring for sea creatures with crystal clear waters at your ankles. The edges of the bar offer fantastic swimming holes.

Guest Access

Guests will be provided access 2 hours before arrival. Guests have access to the entire home and both front and rear docks. Front Dock: Water and power hookups; convenient for pontoons or smaller boats. Rear Dock: Part of a shared community marina (dock only in the designated spot). There’s a common dirt road running through the island — great for exploring or getting around on foot. Guests can park and dock boats at Bradenton Beach Marina and use it as a base when heading to the island. Feel free to use available amenities such as paddleboards, outdoor seating, and the fire pit. Minimal Rental Period is 30 Days.

Find us

Longboat Key, FL, United States

This property is only accesible by boat.

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Approximate location. Full address will be provided on booking.