Condos for Rent in Longboat Key, FL

Embrace coastal living in this 2-bed, 2-bath condo just steps from Longboat Key's sandy beaches and resort-style pool. The open floor plan is perfect for entertaining, while the master suite offers Gulf views and ample space. Enjoy tennis, two community pools, and beautiful sunsets from the lanai. Ideal for seasonal or annual stays, close to St. Armand's Circle and Sarasota's vibrant cultural scene. Includes assigned parking and storage.

This exquisite 2,780 sq ft penthouse epitomizes luxury with 3 bedrooms, 3.5 baths, and stunning Gulf, Bay, and Golf Course views. Features include an open floor plan with 14’ ceilings, custom kitchen with state-of-the-art appliances, a wine fridge, and a master suite with a breathtaking bath. Recently renovated, this condo boasts natural light, custom finishes, and high ceilings, creating a truly dramatic living environment.

Experience the luxury of this beautifully furnished 2-bed, 2-bath condo in the award-winning Portobello community. High-end kitchen and bathroom renovations, a screened lanai with bay views, and direct beach access elevate the living experience. Enjoy community perks like a pool, tennis courts, and a clubhouse, all while relishing the serenity of Longboat Key.

Relish stunning Gulf of Mexico sunsets from this 2-bed, 2-bath furnished condo. Boasting a spacious balcony, it offers access to a pool and is perfectly situated near Sarasota's vibrant dining and shopping scenes. Enjoy a well-equipped space ready for a hassle-free vacation experience.

This beautifully remodeled 2-bed, 2-bath end unit offers serene garden views and a spacious open layout. Enjoy a private lanai, an outdoor deck, and access to a pristine beach. Community features include a heated pool, tennis courts, fitness center, and more. Just minutes from dining and shopping in St. Armand's Circle and downtown Sarasota, this condo is the perfect retreat in paradise.

A tranquil retreat awaits in this beautifully furnished 2-bed, 2-bath condo at Bayport Beach and Tennis Club. With 1,456 sq ft, enjoy access to a pristine private beach, a junior Olympic pool, tennis courts, and more. Surrounded by lush tropical gardens, this condo offers a resort-style lifestyle with ample amenities including a private fishing pier, kayak launch, bocce court, and a clubhouse for social activities. Available December 2024.

Embrace tranquility in this furnished 2-bed, 2-bath condo featuring open concept living and serene garden views. Nestled on 27 acres, enjoy private Gulf beach access, HarTru tennis courts, a Jr Olympic pool, and nature trails. Ideal for an active island lifestyle with a clubhouse offering social events. Available May-Nov 2024 at special rates.

Experience upscale coastal living in this 2-bed, 2-bath condo at Bayport Beach and Tennis Club. Spanning 1,456 sq ft, enjoy modern amenities with furnished interiors, a large patio with garden views, and access to a private beach. Amenities include a heated Olympic pool, tennis courts, fitness center, and more. Perfectly located near vibrant shopping and dining at St. Armand's Circle and cultural attractions in Downtown Sarasota.

Enjoy serene living in this spacious 2-bed, 2-bath condo with a split open floor plan, granite kitchen counters, and tranquil pond views. Nestled in a vibrant community, this residence offers access to a private Gulf beach, heated Jr Olympic pool, tennis courts, fitness center, and more. Located in the heart of Longboat Key, minutes from shopping, dining, and cultural hotspots.

Nestled on Longboat Key, this stunning 2-bed, 2-bath condo offers an idyllic island lifestyle. Fully furnished, it boasts access to a heated pool, 4 Har Tru tennis courts, private fishing pier, and more, all within a vibrant community. Walk to the Gulf for beach days and sunset views. With spacious living and elegant décor, this is your serene retreat in paradise.

A lavish 2-bed, 2-bath condo set amid lush tropical beauty offers a spacious open kitchen and elegant natural-toned furnishings. The master suite boasts his and her closets, a desk alcove, and dual sinks. Enjoy sunbathing or BBQs on the private deck or relax on the screened patio with serene gulf views. Situated by Bayport Beach and Tennis Club, indulge in exclusive amenities including a vast pool, tennis courts, and private beach access.

This inviting 2-bedroom, 2-bath condo boasts 1,456 sq. ft. of fully furnished living space with garden views from a spacious screened lanai. Located in Bayport Beach and Tennis Club, enjoy exclusive access to 1,200 feet of pristine beach, heated swimming pool, fitness center, and tennis courts. Perfect for active lifestyles, this community features kayak storage and nature trails. Close to St. Armand's Circle and Sarasota's vibrant cultural scene. Available September - December 2023.

Experience luxury living in this furnished 2-bed, 2-bath beachfront condo, boasting 1,336 sq ft and a spacious balcony. Enjoy breathtaking sunset views and upgraded amenities, including a fully equipped kitchen with a wine fridge and Keurig. Located on a tranquil stretch of beach, this peaceful retreat offers high-speed WiFi, cable TV, and easy access to local attractions, making it perfect for your next long-term getaway or vacation rental.

This exquisite 3-bedroom, 2.5-bathroom luxury condo spans 2,143 sq ft, featuring a unique wrap-around balcony with panoramic water views. Tastefully turnkey furnished, the spacious layout includes a den with pull-out sofa and an oversized master suite. Grand Bay boasts exclusive amenities such as a lap pool, gym, hot tub, and private beach access. Enjoy security behind three gates and proximity to fine dining and award-winning beaches, making this a perfect getaway in paradise.