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

Your home away from home or a turnkey option for easy relocation. Furnished Annual or Long Term Rental Available Immediately. Did NOT flood last year. This spacious 2 bedroom, 2 bath condo in Holmes Beach on Anna Maria Island offers an updated living space including kitchen and baths, granite counters, laminate floors, high ceilings, pantry closet, and a stacking washer and dryer. The Primary

Crystal Hobbs GULF SANDS REALTY, LLC

Completely reimagined 1920s historic bungalow, originally the Longboat Key Post Office, located just two blocks from Whitney Beach and one block from Sarasota Bay and public boat ramp access. 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

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

SANDPIPER RESORT! BRING YOUR SWIM SUIT, SOME SUNTAN LOTION, A GOOD BOOK, YOUR FAVORITE BEVERAGE AND OF COURSE YOUR FLIP FLOPS. This is a 55 + community ON BRADENTON BEACH and features a 2 bedrooms, 1 bathroom bungalow and a Florida room that is within a short distance right across Gulf of Mexico Dr. to the public beach access and the GULF Of AMERICA. There is also an outside covered patio and a

Edward Whitaker PERLA'S PROPERTIES, LLC

WATERFRONT - BRING YOUR BOAT!! ACCOMMODATES UP TO A 40-FOOT BOAT!! NO FLOOD DAMAGE FROM RECENT HURRICANES!! VERY UNIQUE LOCATION WITH SAFE MOORING FOR YOUR BOAT!!Welcome to your dream WATERFRONT coastal retreat in the heart of Cortez, Florida! Only 1 mile to the beach!! This unit comes with a 40-foot boat dock! This is an END UNIT which has extra windows and tons of natural light! This charming

Michele Jones 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 | 2BALive 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

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. Leased Jan-Feb 2026. 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