Condos for Rent in Longboat Key, FL

This beautifully remodeled 2-bed, 2-bath beachfront condo offers stunning Gulf views from the main living area and master bedroom. Located on the first floor for easy access, enjoy a modern kitchen with white cabinets and granite counters. The primary suite features a king bed and luxurious ensuite, while the guest room boasts a queen Murphy bed. The community includes two pools, tennis courts, and walking paths, all just steps away from the beach. Cable and high-speed internet are included!

Experience the pinnacle of beachfront living in this exquisite 2-bedroom, 2-bathroom residence featuring 1,560 sq. ft. of designer interiors with sweeping Gulf views. Enjoy private beach access, a chef’s kitchen, and a spa-like primary suite. Longboat Key Towers offers luxurious amenities including a heated beachfront pool, fitness center, guest suites, and sauna, creating the ultimate coastal retreat for an unforgettable winter escape from January to March 2026.

Enjoy beachfront luxury in this furnished Longboat Key condo with breathtaking ocean views. The spacious 2-bed, 2-bath residence features three lanais, a fully equipped kitchen, and a primary suite with a private ocean-view retreat. The Players Club offers top-notch amenities, including a heated pool, tennis courts, beach access, and a fitness center. Perfect for seasonal escapes, rentals are three months minimum. No pets allowed.

Experience coastal living in this inviting 2-bedroom, 2-bath condo, just steps from a private beach. Featuring an updated kitchen and a split floor plan, the spacious layout ensures comfort. Enjoy the lush grounds, large heated pool, clubhouse, fitness center, and marina access in this well-maintained Gulf to Bay complex. Ideal for annual rental at $3000/month. Seasonal options also available. Relax and unwind in your own slice of paradise!

This beautifully renovated 1-bedroom, 1-bathroom beachfront condo offers mesmerizing Gulf views and a tranquil atmosphere. The open living area features a queen sleeper sofa, while the kitchen boasts ample cabinet space. Enjoy sunsets from the patio or take a dip in the heated community pool, just steps away. A king bed, walk-in closet, and private entrance enhance the space, making it an ideal getaway for relaxation and beach adventures.

Experience luxurious coastal living in this stunning 2-bed, 2-bath 10th-floor residence with panoramic views of the Gulf of Mexico. Enjoy the welcoming light-filled interior, two private balconies, and elegant furnishings, perfect for relaxation. Residents indulge in exceptional amenities, including a heated beachfront pool, fitness center, and tennis courts. This fully furnished gem is available seasonally, offering the ultimate beachside retreat.

This stunning 2-bedroom, 2-bathroom condo offers captivating Gulf and golf course views, blending the ease of condo living with spacious interiors. Enjoy a seamless open layout ideal for entertaining, complemented by walk-in closets in the primary suite. Experience luxury with resort-style amenities including a heated beachfront pool, spa, fitness center, and 24/7 security. With water, cable, Wi-Fi, and cleaning services included, this is the perfect seasonal retreat from January to March 2026.

This vibrant 2-bedroom, 2-bathroom condo offers a partial Gulf view and is part of a secure, gated resort-style community on Longboat Key. Spanning 1,027 square feet, it features in-unit laundry, covered parking, and access to two heated pools, a fitness center, and private beach areas. The lush grounds include tennis courts and communal grills for relaxation and socializing. Enjoy nearby boutique shopping, dining, and the charm of Anna Maria Island, making everyday feel like a vacation.

Embrace beachside living in this beautifully renovated 2-bedroom, 2-bath condo, just a minute's walk from the Gulf beach. This unit features stunning sunset views from a brand new wrap-around balcony and includes all essentials for a perfect getaway. Enjoy the luxury of a heated onsite pool, spacious living area, and thoughtful amenities like high-speed internet and a large screen smart TV in each room. Don’t miss out on this tropical oasis!

Embrace Florida living in this spacious 2-bed, 2-bath ground floor condo featuring 1,401 sq. ft. at Beach Harbor Club. Enjoy resort amenities like private beach access, a heated pool, and a renovated clubhouse. Kayak storage, a fishing pier, and a state-of-the-art fitness center enhance the experience. The fully equipped kitchen and ample dining space make it perfect for gatherings. Relax and unwind in this vibrant community along Sarasota Bay.

Experience coastal luxury in this updated 2-bedroom, 2-bath condo boasting breathtaking views of the Gulf of Mexico and Sarasota Bay. Featuring a spacious open floor plan with floor-to-ceiling windows, the chef's kitchen is equipped with high-end appliances and an island for cooking convenience. Enjoy resort-style amenities, including a heated beachfront pool, gym, and tennis courts. Located steps away from local shopping and dining, this is the perfect getaway.

Experience the ultimate coastal lifestyle in this spacious 3-bedroom, 2.5-bath condo, offering 2,580 sq ft of stylish living. Located in a premier beachfront community, this residence features an upgraded kitchen with granite and high-end appliances. Enjoy access to private tennis courts, a fitness center, and Olympic-sized pools. Stroll along the pristine beach or bike to nearby St. Armand's Circle for dining and shopping. Perfect for enjoying the sun-soaked elegance of Longboat Key.

Enjoy stunning views from this lovely 2-bedroom, 2-bath penthouse featuring an updated kitchen with stainless steel appliances. A spacious split floor plan includes a master suite with a king bed and a guest room with a Murphy bed, perfect for guests or office space. Located in a well-maintained Gulf-to-Bay complex, residents can relax by the large heated pool, utilize the fitness center, or explore the marina and fishing pier. Covered parking ensures convenience.

Embrace beachside living in this inviting 2-bed, 2-bath condo, featuring 1,560 sq. ft. of space to relax and unwind. Enjoy the convenience of nearby dining and essential services, with Sarasota Memorial Hospital just 18 minutes away. The community offers a swimming pool, fitness center, and courtyard for leisurely days. Utilities are separately managed, allowing for flexibility. Experience the vibrant Longboat Key lifestyle in this comfortable oasis.

This charming 2-bed, 2-bath end unit condo offers a spacious living area and bright Florida room, perfect for relaxed living. Access private beach and enjoy community perks like 2 heated pools, kayak storage, and fishing dock. Ideally located near Bayfront Park, this rental is turnkey furnished and available for flexible lease terms, making it an ideal seasonal escape or year-round retreat.

Experience coastal living in this rare penthouse with breathtaking Gulf of Mexico views from two expansive balconies. Offering 1,392 sq. ft. of elegance, this beautifully renovated 2-bedroom, 2-bath unit features vaulted ceilings, a gourmet kitchen with Thermador appliances, and a luxurious primary suite. Enjoy resort-style amenities, including a heated pool, spa, and fitness center, all while reveling in sunsets from the largest balcony in the community. Pet-friendly and perfect for entertaining!

This beautifully furnished 1-bedroom, 1-bath condo offers a delightful annual rental opportunity on Longboat Key. From its second-floor screened lanai, enjoy breathtaking sunsets and Gulf views. Located steps from the beach and conveniently near shopping, this pet-friendly residence combines comfort with prime access to Florida's stunning coastline. Water is included in the rent, making this a perfect beachside retreat!

Experience vibrant island living in this meticulously maintained 2-bedroom, 2-bathroom condo with stunning Gulf views. The open floor plan enhances the generous living space, ideal for relaxation and entertaining. Enjoy community amenities like heated pool, tennis courts, and private beach access. Just minutes from St. Armand’s Circle and downtown Sarasota, this tropical paradise offers the perfect blend of tranquility and convenience.

This immaculate 2-bedroom, 2-bathroom turnkey condo features an open layout with natural light and a covered balcony to enjoy the coastal breezes. Located in the sought-after Seaplace community, enjoy resort-style living with access to heated pools, tennis courts, and private beach access. Furnished for comfort, this unit is perfect for extended stays, conveniently close to shopping and dining. Embrace the serene beach lifestyle just steps from the beautiful Gulf waters.

Experience beachfront elegance in this exquisite 3-bed, 3-bath penthouse condo boasting breathtaking Gulf of Mexico views. Featuring a spacious terrace, newly installed wood tile flooring, and a large gourmet kitchen with solid stone counters. The Players Club offers top-notch amenities, including a heated saltwater pool, private beach access, and tennis courts, ensuring a resort-style living experience.

Enjoy a tropical retreat at this charming 2-bed, 2-bath condo on Longboat Key. Spanning 1,257 sq ft, it boasts a master suite with a king-size bed and walk-in shower. Amenities include two pools, tennis courts, a fitness center, and proximity to vibrant St. Armands Circle. Perfect for a relaxing seaside escape.

Bask in the tropical charm of this custom-designed 3-bedroom, 3-bathroom corner condo with sweeping Gulf of Mexico views. Enjoy wrap-around terraces, a spacious primary suite, and a vibrant Seaplace community featuring beachfront access, two pools, a fitness center, and tennis courts. Conveniently located near shopping, dining, and Sarasota's attractions, this 2,698 sq ft condo offers luxurious coastal living.

This 2-bed, 2-bath Longboat Key condo boasts breathtaking Gulf of Mexico views from every room. Enjoy elegant interiors by an award-winning artist, granite countertops, and stunning inlaid tile floors. Two private terraces promise remarkable sunsets, and its prime location offers easy access to shopping, Sarasota's cultural hotspots, and beaches. Experience high-end coastal living in 1,470 sq ft of style and comfort.

Enjoy beachfront living in this furnished 3-bed, 2-bath condo offering stunning Gulf views and a spacious lanai. Located in the Seaplace community, take advantage of two pools, a fitness center, clubhouse, tennis courts, and a gorgeous white sand beach. Perfect for a three-month or longer stay, the unit includes in-unit laundry and thoughtful furnishings for a comfortable, stay-ready experience.

Enjoy island living in this fully furnished 2-bed, 2-bath condo in Bayport Beach & Tennis Club. With over 1600 sqft, the home features a private garden patio, perfect for relaxation. Access 1200 feet of private Gulf beach, HarTru tennis courts, a heated pool, and nature trails. The clubhouse offers social activities, fitness facilities, and more, all in a picturesque 27-acre community.

Discover serene living in this remodeled 2-bed, 2-bath furnished condo featuring an open floor plan and spacious primary suite. Situated in the amenity-packed Bayport Beach & Tennis Club, enjoy access to tennis courts, a heated pool, a private pier, and more. Just steps from the Gulf’s private beach and minutes to St. Armand’s Circle and Sarasota's vibrant cultural scene.

Revel in island living with this stunning 2-bed, 2-bath furnished condo. Nestled in an amenity-rich community, it features a heated Jr. Olympic pool, tennis courts, and clubhouse. Steps from the private Gulf beach, enjoy kayaking, nature trails, and vibrant social activities. Perfect for seasonal or monthly rentals, offering comfort and style in scenic Longboat Key.

Enjoy breathtaking bay views and sunrises from this furnished 2-bed, 2-bath condo offering an open floor plan. Relish the active lifestyle with a range of community amenities including tennis courts, a heated pool, nature trails, and more. Just steps from a private Gulf beach and minutes from vibrant St. Armand's Circle, this 1,601 sq. ft. retreat is a perfect getaway. Available May-October 2024 for off-season rental.

Experience vibrant island living in this beautifully decorated 2-bed, 2-bath condo at Bayport Beach & Tennis Club. Enjoy access to amenities like 4 Har Tru tennis courts, a Jr. Olympic sized heated pool, and private beach access. Perfect as a seasonal or monthly rental, this 1,426 sq ft, fully furnished residence offers a stunning getaway surrounded by nature trails and captivating Gulf sunsets. Available July-December 2024.

This stunning ground-floor, corner 3-bed, 2-bath condo offers an expansive open layout with abundant natural light. Enjoy the master suite with an en suite bath and cozy alcove. Located in Bayport Beach & Tennis Club, indulge in amenities including tennis courts, a Jr. Olympic pool, a fitness center, and nature trails. Just steps from a private beach and minutes from shopping and dining at St. Armand's Circle.

Enjoy serene Gulf views and top-notch amenities in this 1,456 sq. ft. Bayport Beach and Tennis Club condo. This fully furnished, two-bedroom unit offers a peaceful retreat with access to a private beach, large pool, tennis courts, and fitness center. The condo features a lanai overlooking lush gardens, a well-equipped kitchen, and in-unit laundry. Located near St. Armand’s Circle, conveniences and entertainment are at your doorstep.

Delight in luxurious living at Bayport Beach and Tennis Club. This furnished 2-bed, 2-bath, 1,260 sq. ft. end unit offers privacy with a screened lanai. Enjoy top-notch amenities like clay tennis courts, a heated pool, a fitness center, and a fishing pier. Walk to the stunning Gulf of Mexico beach or relax in the beautifully landscaped grounds, reminiscent of botanical gardens. Available from August to December 2024.

This stunning 3-bedroom, 2.5-bath condo offers coastal elegance with breathtaking Sarasota Bay views and a private terrace. Featuring an open-concept layout, gourmet kitchen, and primary suite sanctuary, this home provides a perfect blend of comfort and style. Enjoy access to exclusive amenities, including a heated pool, fitness center, and tennis courts, all within the serene surroundings of Tangerine Bay Club. Perfect for both short and long stays, just unpack and unwind!

Embrace the island lifestyle in this beautifully updated 2-bedroom, 2-bath condo just steps from the beach. Featuring a bright layout with floor-to-ceiling windows and a spacious 38-ft garden terrace, this turnkey gem offers modern comforts and a relaxing atmosphere. The primary suite boasts a walk-in closet and en-suite bath, while resort-style amenities include a beachfront pool, fitness center, and direct beach access. Enjoy nearby shopping and dining for ultimate convenience.

This rarely available 2-bedroom, 2.5-bathroom condo spans 2,385 sq. ft. and offers stunning unobstructed views of the Gulf and lush golf courses. Enjoy the convenience of a private elevator, under-building garage, and exceptional community services that cater to a luxurious lifestyle. Experience coastal living at its finest in this exclusive retreat on Longboat Key, with serene surroundings and unmatched scenery that make every day feel like a getaway.

Experience stunning Gulf views from this 3-bedroom, 2-bath beachfront penthouse condo. Located directly on Longboat Key, enjoy the tranquil sound of waves from your balcony. The condo features new furnishings and appliances, and the Arbomar community offers a heated pool, fitness center, and more. Available February through April 2025, this winter retreat merges elegance with beachfront living.

Enjoy stunning Sarasota Bay views from this fully furnished 1-bed, 1.5-bath condo. Featuring a living room overlooking the pool, this rental includes beach access, heated pools, and available boat docks. Ideal for 6-12 month stays, with rent varying by season. Experience the best of Longboat Key living with convenient bike storage and outdoor grilling.

Stunning 2-bed, 2-bath Gulf-front condo offers direct views of the Gulf of Mexico. Enjoy sunsets from the private balcony, beach strolls, and dips in the pool. Beautifully furnished with king beds and open-concept living. Just minutes from St. Armand Circle and downtown Sarasota's vibrant culture and dining. 1,461 sq ft of coastal luxury awaits.

Immerse in island life with this stunning 3-bed, 2.5-bath Gulf front condo. Enjoy serene ocean sounds, turquoise waters, and direct beach access. The sun-filled 1,336 sq ft space features a balcony with panoramic Gulf views, perfect for alfresco dining. Relax by the pool or explore nearby downtown Sarasota's cultural and shopping delights.

Enjoy relaxed beachfront living in this 2-bed, 2-bath condo on Longboat Key, featuring stunning gulf views from a full-length screened lanai. Newly renovated with beach-style décor, new kitchen appliances, and convenient in-unit laundry. Amenities include a heated pool, tennis court, and boat dock. Just a short distance to Publix and St. Armand's Circle. Perfect for your next getaway!

Experience serene island living in this fully furnished 2-bed, 1-bath condo in Seaplace, Longboat Key. Enjoy partial gulf views from the private lanai, a fully equipped kitchen, in-unit laundry, and access to community amenities including pools, a fitness center, and private beachfront. Utilities included, available from April 2025, with a 2-month minimum stay.

Unwind in this stunning 3-bedroom, 3.5-bath condominium showcasing panoramic sunsets from the 9th floor. Features include an elegant kitchen, spacious living areas, and a private wraparound balcony. Enjoy exclusive amenities like a lap pool, fitness center, and direct beach access. This modern coastal retreat, designed for sophistication, offers an unparalleled lifestyle just minutes from vibrant dining and cultural attractions. All utilities included for a stress-free living experience.

This rare 3-bed, 2-bath condo offers stunning Gulf of Mexico views from a private screened lanai and the living room. Nestled in a quiet 2-story building, enjoy the community pool and private beach access. The inviting floor plan features a bright living-dining combo and split bedrooms for privacy. Just 20 minutes from Sarasota/Bradenton airport and 15 minutes to St. Armands Circle, it's perfectly located for fun and relaxation.

Experience coastal living in this spacious 3-bedroom, 2-bath condo, offering stunning Gulf views, large patios, and lush outdoor spaces. Enjoy modern amenities, a well-appointed kitchen, and the convenience of direct beach access. Plus, indulge in community perks including tennis courts, a Junior Olympic-sized pool, and a vibrant social scene, all situated in the idyllic Bayport Beach and Tennis Club.

This breathtaking 2-bed, 2-bath condo offers direct Gulf-front living with 1,470 sq ft of comfort. Enjoy morning coffee on your private balcony overlooking the turquoise waters. Dive into the swimming pool or play on the world-class tennis court just moments away. The perfect retreat for those seeking beachside serenity, vibrant sunsets, and easy access to nearby dining and shopping experiences. Embrace the Florida lifestyle and let the waves serenade your days!

Immaculate 2-bedroom, 2-bath condo at The Islander Club features a spacious 40-foot terrace and comes fully furnished. Enjoy access to a private beach, clubhouse, tennis courts, new pool, fitness center, and saunas. Conveniently located near grocery stores and restaurants, this rental is perfect for snowbirds and offers a minimum 3-month stay from October to March 2026. Experience the ideal coastal lifestyle in this delightful Longboat Key retreat.

This stunning 3-bedroom, 3.5-bath condo offers luxury living in Longboat Key. Bright and tastefully furnished, the spacious layout boasts a partial Gulf view from the rear balcony. Enjoy the chef's kitchen with stainless steel appliances and granite countertops. The master suite features a jetted tub and walk-in shower. Amenities include private beach access, a heated pool, fitness center, and concierge service, making it a perfect retreat in an exclusive golf course community.

Experience ultimate luxury in this beautifully updated 3-bedroom, 3-bathroom condominium on the 7th floor, offering breathtaking water views of Sarasota Bay and mesmerizing sunsets over the Gulf. Boasting floor-to-ceiling glass, a custom kitchen, and designer furnishings, this 2,250 sq. ft. residence is a perfect blend of style and comfort. Enjoy amenities like heated pools, a fitness center, and private beach access in a prestigious gated community, making it an ideal retreat for relaxation and entertainment.

Light-filled and tastefully decorated, this 3-bed, 2-bath end unit offers charming views of Sarasota Bay. Enjoy the fully equipped kitchen with stainless appliances and granite countertops. Situated on the main floor, amenities include a waterfront heated pool, fitness center, and assigned covered parking. Minutes from St. Armand's Circle and Downtown Sarasota's dining and shopping. Perfect for a relaxing getaway.

Revel in serenity at this rarely available 2-bed, 2-bath corner condo boasting full bay views and 1,312 sq. ft. of pure comfort. Located in desirable Windward Bay, enjoy amenities such as two marinas, kayak storage, pools, tennis courts, fitness center, and more. Just steps from Gulf beaches and close to St. Armand's Circle and Sarasota. Perfect for seasonal or off-season escapes, and your small dog is welcome!