Welcome to your meticulously maintained beachside retreat, where organization and cleanliness is top priority. Your beautifully remodeled vacation home offers a blend of luxury and convenience, making it perfect for dog lovers, couples, or professionals seeking an enjoyable extended stay in paradise. Upgraded king mattress, lush pillows & linens. Your private oasis features a plush king-size bed,

Silvia Chiaro COLDWELL BANKER REALTY

Seasonal / Short-Term Rental – Waterfront Living at Perico Bay Club / This beautifully remodeled and tastefully decorated 2-bedroom, 2-bath second-floor condo in Shoreline Terraces offers bright, comfortable coastal living with serene water views. High ceilings and abundant windows flood the home with natural light, while the open floor plan creates the perfect setting for relaxing or

Cody Smith RENT SARASOTA

Seldom available annual rental on the coveted north end of Longboat Key. This beautifully remodeled 2-bedroom, 2-bath condo boasts new appliances, cabinets, flooring, and modern fixtures throughout. Both bedrooms feature spacious walk-in closets, and a separate utility room includes washer and dryer hookups. Embrace the laid-back coastal lifestyle with quick access to beaches, restaurants,

Gregory Koss WAGNER REALTY

Remodeled Single-Family Home in Historic Longbeach Village Available for annual lease on the north end of Longboat Key, this beautifully updated 4-bedroom, 2-bath single-family home is located in the charming and historic Longbeach Village. The home features brand-new appliances, cabinetry, fixtures, and flooring throughout. Lawn maintenance is included in the monthly rent, and the utility room

Gregory Koss WAGNER REALTY

Available for a 6.1.26 move in. Available for 2027 season. Two-month minimum lease per association rules. Two pets with a combined weight not to exceed 50lbs are allowed per association rules. Welcome to your dream retreat just minutes from the serene shores of Anna Maria Island! This turnkey furnished 2-bedroom, 2-bath condo with one car garage offers the perfect blend of comfort, convenience,

Jonathan OSteen O'STEEN GROUP INC

TURNKEY COASTAL LIVING—ANNUAL RENTAL AT THE PRICE OF UNFURNISHED!Step into effortless island life in this beautifully coastal-designed custom stilt home in the heart of Bradenton Beach—just 2 blocks from the Gulf of Mexico and 2 blocks from the Intracoastal Waterway. Here, everything you love about the beach is only steps away: pristine sugar-sand shores, waterfront dining, a neighborhood

Nancy Dawsey SIGNATURE REALTY ASSOCIATES

Beautifully renovated 2BR/2BA half duplex available for rent in Holmes Beach. This fully furnished property has been completely updated — everything is brand new and thoughtfully selected. The home is fully equipped and move-in ready — just bring your flip-flops and bathing suits.Enjoy a welcoming front patio, beautiful tropical landscaping, and a fully fenced yard offering privacy and

Michaela Damm MICHAELA DAMM & PARTNERS

Experience the ultimate island lifestyle in this charming 2-bedroom, 1-bathroom home, available for an annual lease. Nestled in a quiet neighborhood just steps from the sugar-white sands of the Gulf of Mexico, this property perfectly blends classic "Old Florida" vibes with modern necessities.The open-concept living area features abundant natural light and serene island decor. The fully

Rochelle Bower MIKE NORMAN REALTY INC.

Serene and cozy home in beautiful Longboat Key Village, place where the old Florida meet the new one. Exquisite dining is couple minutes away (The Shore, Whitney’s or Mar Vista), as well as almost private Whitney Beach. Old times charm slows the time itself and once you enter the home, you will feel like on vacation. Three bedrooms, three bathrooms (two of them are en-suite), nice living room

Linda Votrubova ENVISION REALTY PARTNERS LLC

A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian

Chase Moore SIGHT REAL ESTATE, LLC

Experience refined coastal living in this fully furnished 4-bedroom, 4-bath residence ideally positioned within a private, gated enclave on Longboat Key, tucked beneath majestic banyan trees for exceptional privacy and tranquility. Designed to embrace Florida’s indoor-outdoor lifestyle, the home welcomes you through a stunning atrium entry, where natural light filters through lush tropical

Jenn Spinelli THE AGENCY FL

Complete remodel 2025. Rest and rejuvenate at The Anna Maria Sound Dockside Cottage in Cortez Village. This modern beach, mid and long term rental home has 2 large bedrooms and 2 full bathrooms and passes the day by the bay on this canal front low maintenance vacation site. The modern kitchen with full amenities is part of the larger living room kitchen combination open floor plan. The Gulf of

Lance Bieker LANCE BIEKER, LICENSED REAL ESTATE BROKER

Step into living history in the heart of Historic Longbeach Village. This exceptional property occupies land that was part of Civil War veteran Thomas Mann’s 144-acre homestead, where in 1891 he built the island’s first permanent residence just steps away. This serene corner lot is where Longboat Key truly began! Fully rebuilt and elevated in 2025 to the highest modern standards after the 2024

Christina Vescovo LPT REALTY, LLC

This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen equipped with stainless steel appliances and a gas range. The private, fully fenced backyard offers a lagoon style heated swimming pool, separate hot tub, lush tropical landscaping, and the soothing sound of swaying palms. Completely

Christina Vescovo LPT REALTY, LLC

Welcome to your perfect island getaway, a beautifully furnished coastal condo located at Gulf Drive North on stunning Anna Maria Island! This private 1-bedroom, 1-bath retreat comfortably sleeps up to four guests, featuring a queen bed in the primary bedroom and a queen pull-out sofa in the living room, ideal for couples, small families, or friends ready to enjoy the beach life. Step inside and

Kay’La Riddle EXP REALTY LLC

Cute Cortez home with views of intercoastal waterway from your front deck. AVAILABLE MAY 2026, long term lease. This furnished turnkey ready 2/2 is set in a 55+ community and offers a King and Queen bed, 2 full bathrooms, parking for 2 mid size cars, outdoor storage, in-unit laundry, open-concept, and convenient access to the islands of Lido key and Anna Maria. Fully renovated in 2022. Onsite

Angela Pitcher DALTON WADE INC

Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and relaxation. Inside, enjoy a chef’s kitchen with premium appliances, including a Wolf range, and newly updated bedrooms and baths — the primary suite offers a brand-new king bed, while the kid’s room

Rinat Sikdar COLDWELL BANKER REALTY

Welcome to Mangrove Escape, Professionally managed by Gulf Coast Vacation Rentals, your slice of paradise in the highly sought-after Perico Bay Club! This beautiful 2-bedroom, 2-bathroom waterfront home offers a light and bright coastal vibe paired with stunning views of the mangroves and direct water access just steps from your back door.Perico Bay Club means enjoying a vibrant,

Andy Moore GULF COAST REALTY & MANAGEMENT

For Rent: Modern Waterfront Condo in Cortez, FL – 2BD | 2BA Live the Florida coastal dream in this beautifully renovated 2-bedroom, 2-bath condo located in the historic village of Cortez — just minutes from the stunning beaches of Anna Maria Island and Bradenton Beach. This light-filled home features modern finishes, an open-concept layout, and gorgeous water views that set the perfect backdrop

Jaime Leizan EXP REALTY LLC

Located Approximately 10 minutes from IMG academy (shuttle to IMG provided), and just a stone's throw away from Bradenton Beach bridge, this turnkey, utility free, fully furnished, brand-new residence is the pinnacle of coastal living that offers both luxury and sustainability located just a short walk on the Cortez bridge from the sun-drenched beaches of Anna Maria Island. This home is an

Liz Andricks MICHAEL SAUNDERS & COMPANY

Beautiful 2 bedroom, 2 bathroom condo on the second level in PERICO BAY CLUB! What a great price to live in paradise! Perico Bay Club is great for those who want a laid back Florida lifestyle with amenities like a community pool and tennis courts. Within minutes you can be on Anna Maria Island soaking up the sun or in town checking out your favorite store. You get the best of both worlds with

Ashley Thompson BEACHSALESMOBI LLC

Available starting 3.1.26. Available for 2027 season. Two-month minimum lease per association rules. No pets allowed per association rules. Welcome to your dream retreat just minutes from the serene shores of Anna Maria Island! This turnkey furnished 2-bedroom, 2-bath condo with one car garage offers the perfect blend of comfort, convenience, and coastal charm. Nestled in a gated community, this

Jonathan OSteen O'STEEN GROUP INC

Vacation Rental= available for the month of December 2024 only. Other months are booked. Thiis is a up;dated deluxe villa with a one car garage. Features a heated pool and spa- clubhouse- exercise room-tennis and pickleball courts and minutes to the Anna Maria Island Gulf beaches/ Also minutes to the Robbinson Nature Preserve with hiking and water kayak trails.

Fred Flis REAL ESTATE MART

Welcome to Saltwater Serenity at Hunters Point! *Community is currently under construction*Available for monthly lease starting at $12k/month. For season rates, Dec-April inquire for more info! Utilities included with rent.The perfect location for those who are looking to not only travel to the wonderful sandy beaches of the Gulf Coast but also would like the option to bring a

Benjamin Dietrich ANCHOR DOWN REAL ESTATE

Your next getaway is waiting for you in the gated community of Perico Bay Club! This 2/2 Villa won't disappoint. Updated kitchen and bathrooms. Enclosed lanai that opens onto a deck with a spectacular water view. King bed in the master bedroom, Full over a Queen in the guest bedroom. This Villa is turn-keyed furnished. Perico Bay Club is an active community with a heated community pool, tennis

Lisa Grassi WAGNER REALTY

Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful decor

Jaime Barcelo GULF COAST REALTY & MANAGEMENT