luxury apartment / penthouse with pool for rent Longboat Key, United States

LIDO KEY DREAM VACATION RENTAL! BEAUTIFULLY UPDATED AND WASHER/DRYER IN UNIT! Located just off Historic St. Armands Circle, walk to all the fabulous shops, award winning restaurants and most importantly, THE BEACH! You will love this fabulous location and this wonderful complex, this newly remodeled , including an in unit WASHER AND DRYER, two beds, two bath condo is located on the second floor (there is an elevator) and faces a quiet residential street. There is a King bed in the primary bedroom and a Queen in the second bedroom, they are both ensuite, the fully equipped kitchen has everything you need. Hang out by the heated pool and spa or spend the day at beautiful Lido Beach. You do have one covered parking space but there really is no need for a car, should you desire to explore, take the BayRunner Trolley and spend the day downtown or parts beyond. For the adventurous types, book a private kayak tour of the Mangrove Tunnels at Ted Sperling Park or book a kayak for the day. Booked February and March 2027.

Longboat Key Gulf Front Vacation Rental! Gorgeous views from every window, 2 beds, 2 baths, fourth floor end unit in the wonderful boutique-style community of Tiffany Plaza. Look no further for your perfect vacation retreat, located directly on the Gulf of Mexico, this lovely condo has all you need. The updated kitchen has a center Island with breakfast bar, farm-style sink, and stainless steel appliances. The dining area offers seating for four, there is a wet bar with beverage chiller for convenience. The living room offers comfortable seating, a flat screen TV and amazing water views! The primary bedroom has a king bed, amazing views, a flat screen TV, and a walk-in closet. The primary bath offers dual sinks and a walk-in shower. The guest bedroom has a King bed and Flat screen TV for streaming. You will love this wonderful location, with shopping and dining close by, and Historic St. Armands Circle is just a short drive away. Welcome to Paradise! (All rates are plus taxes and fees) (Booked May through the end of November, 2026 and booked January through April 2027)

Rarely available, annual furnished rental in the Meadows! You will love the gorgeous views of the Golf course from your enclosed Lanai, and you are just a short stroll to the sparkling community pool. This 2 bedroom, 2 bath home comes turnkey furnished and ready for occupancy. The updated kitchen is well-equipped and offers stainless appliances and a breakfast bar. The living/dining area is comfortably furnished, with dining for four or more, the primary bedroom has a king bed, two closets and is en suite and opens onto the enclosed Lanai. The guest bedroom offers twin beds and ample closet space. You will love sipping your morning coffee overlooking the golf course on the enclosed Lanai. If you are tired of having to pack up at the end of season, why not book this great property for the year! You will have access to many of the community amenities as an annual renter, including the newer Wellness Center!

Siesta Key Resort Style Vacation Rental, you will love the fabulous renovation these owners have done, everything is brand new and the aboslute best! The kitchen has been updated with gorgeous cabinets, a stunning Quartz waterfall countertop, there is a breakfast bar as well as dining table, and stainless appliances. All new furniture throughout and amazing views of the water from almost every room. The primary bedroom has a King bed and flat screen TV, the guest bedroom has a Queen bed and all closets have built-ins. Both baths are all new, with designer finishes, including back-lit mirrors. The large screened patio offers views of the intracoastal waterway and beyond, and has a full size washer and dryer for your convenience. Wi Fi througout, and streaming options for TV viewing. This gated and secure community is a watefront paradise, and has a fishing pier, kayak launch, fitness room, clubhouse and tennis courts, and you are just a short stroll to Turtle Beach! Take the free Trolley to the Siesta Key Village for shopping, dining and entertainment. Available May 1, 2026 for 3 months or more!