Private Island Oasis
Longboat Key, FL, United States
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. FEATURES 5 Bed, 5.5 Bath Panoramic Water Views Private Pool Private Beach Water Sports Fully stocked kitchen Private Pool and Hot Tub Expansive Outdoor for Lounging & Dining Adventure awaits with complimentary kayaks, fishing off the dock, and endless water views from nearly every angle.
Good to know
PRIME LOCATION Tucked away on Jewfish Key, this private island retreat is accessible only by boat. 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 ROOM FOR EVERYONE Five (5) thoughtfully designed bedrooms, each offering comfort and privacy. Every bedroom includes its own ensuite bath for a relaxed, hotel-style experience. CHEF-READY KITCHEN 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. Book your private island getaway today. 🌴✨
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. There’s a common dirt road running through the island. Great for exploring or getting around on foot. Feel free to use available amenities such as paddleboards, outdoor seating, and the fire pit. NEARBY DINING (Note: There is no food options on the island.) • Shore – 5 mins. • Mar Vista – 5 mins. • 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 mins. to downtown Sarasota JEWFISH GUEST SERVICES: Make your island stay effortless with optional boat transportation, grocery delivery, and fishing charters. Boat Rental: Our reccomended boat rental service is Ben's Boat Rental - Longboat Key. Inquire directly for pricing. Fishing Charters (up to 6 guests): Half Day Inshore: $600 Full Day: $1,200 Grocery Boat Delivery: Publix (Anna Maria Island only) Guests place order; we deliver to the home (not unpacked) $325 per delivery Boat Transportation: Dock transfers (1-hour notice): $65 per trip Last-minute transfers (under 1 hour): $95 per trip Guest & luggage transport (up to 2 hours): $400 Boat Service: Half Day: $450 Full Day (8 hrs, unlimited nearby trips): $900 Please contact Captain Ryan Killoran to schedule your fishing charter. WHAT TO BRING swim shoes, waterproof bag, extra lifejackets, flashlights, binoculars, sunscreen, bug spray, and basic paper goods. RRCR#- RRR-00784.2025
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.