AVAILABLE Feb Apr 2026!!! 1 month minimum. Stunning Gulf views and incredible sunsets await you from this JUST completely renovated 2 bedroom, 2 bath condo on Longboat Key. Youll fall in love with the contemporary soft palette, coastal style! The open layout offers a seamless blend of kitchen, dining and living space, perfect for entertaining and relaxing. The gourmet kitchen features state of the art GE Profile appliances and plenty of storage. The Master retreat features new king accommodations, chic like bath, large walk in shower and dual vanities. Such a tranquil sanctuary with its own private balcony. See yourself waking up every morning with serene Gulf views, dolphins and water birds with morning coffee. Wow! The large and private Guest bedroom is complete with 2 queen beds, en suite bath, walk in closet with washer/dryer. For your added comfort, youll enjoy Smart TVs, Direct TV, Wi Fi and desk area, just in case you need to get a little work done. Residents of Westchester enjoy a wide range of amenities including heated pool, deck chairs, lounges with umbrellas, private beach access, tennis, miles of beach to walk and enjoy, covered parking and outside storage right next to your carport. This gorgeous part of Longboat Key has so much to offer, with lots of new restaurants, shopping and activities going both North, and South on the key. So close to everything!! Located just 5 miles from fashionable St. Armands Circle and only a short drive to downtown Sarasota with arts, theatre, restaurants and shopping. Available: September through December 14th, 2026 at $4,000 monthly. Available: January 4th April 31st, 2026 at $6,300 monthly plus standard fees. This is non smoking unit. Sorry, this condo association does not allow pets.
AVAILABLE Feb Apr 2026!!! 1 month minimum. Stunning Gulf views and incredible sunsets await you from this JUST completely renovated 2 bedroom, 2 bath condo on Longboat Key. Youll fall in love with the contemporary soft palette, coastal style! The open layout offers a seamless blend of kitchen, dining and living space, perfect for entertaining and relaxing. The gourmet kitchen features state of the art GE Profile appliances and plenty of storage. The Master retreat features new king accommodations, chic like bath, large walk in shower and dual vanities. Such a tranquil sanctuary with its own private balcony. See yourself waking up every morning with serene Gulf views, dolphins and water birds with morning coffee. Wow! The large and private Guest bedroom is complete with 2 queen beds, en suite bath, walk in closet with washer/dryer. For your added comfort, youll enjoy Smart TVs, Direct TV, Wi Fi and desk area, just in case you need to get a little work done. Residents of Westchester enjoy a wide range of amenities including heated pool, deck chairs, lounges with umbrellas, private beach access, tennis, miles of beach to walk and enjoy, covered parking and outside storage right next to your carport. This gorgeous part of Longboat Key has so much to offer, with lots of new restaurants, shopping and activities going both North, and South on the key. So close to everything!! Located just 5 miles from fashionable St. Armands Circle and only a short drive to downtown Sarasota with arts, theatre, restaurants and shopping. Available: September through December 14th, 2026 at $4,000 monthly. Available: January 4th April 31st, 2026 at $6,300 monthly plus standard fees. This is non smoking unit. Sorry, this condo association does not allow pets.
RARELY AVAILABLE! This absolutely gorgeous fully furnished 2BR/2BA Condo at Islander Club Just steps from the Beach!
Start living the island lifestyle in this beautifully updated, furnished 2 bedr
2 bed, 2 bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach to bay communit
GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought after Bay Isles community. The spacious Kitchen had
Longboat key "seaplace" condominium located on the gulf side. 2 month minimum required. Season 2027 jan april $6,500/month. Booked for feb april 2026. Immaculate, turnkey furnished 2 bedrooms/2 bathro
STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium featu
Furnished beachfront vacation rental! This spacious (1336 sq ft + balcony) condo is a luxurious living space that offers breathtaking panoramic views of the beach, sunset, and Gulf of Mexico. It is lo
Escape to paradise with a stay in this newly renovated 2 bedroom, 2 bath second floor condominium at Bayport Beach & Tennis Club on Longboat Key. Perfectly positioned for your dream beach getaway, thi
BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers s
Absolutely stunning waterfront turnkey furnished rental property on Longboat Key. This unit features beautiful sunsets daily from your private balcony and there is a shared seating area facing east if
AVAILABLE Dec. 2025 April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space. There is a private screened bal
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