luxury real estate for rent Longboat Key, United States

ANNUAL UNFURNISHED CONDO AVAILABLE IN SARASOTA HARBOR EAST, 55+ COMMUNITY! This tastefully remodeled condo is located directly on Sarasota Bay and features amazing views. The community offers a heated pool, kayak storage, clubhouse, and shuffleboard. The excellent location is minutes from St. Armand's Circle, Lido Beach, and downtown Sarasota. Boat slips may be available on a first come first serve basis.

Lido Key dream vacation rental! Newly remodeled and tastefully furnished, two-bedroom, two-bath condominium at the desired Kingston Arms. No need for a car, close to the sparkling sands of Lido Beach and all the wonderful locally owned restaurants and shops on the historic St. Armands Key, or hop on the BayRunner Trolley to downtown Sarasota. No expense was spared for renovation, all tile throughout, a gorgeous new kitchen with all new appliances, cabinets and lovely granite countertops. The main living area has comfortable seating, a smart TV, dining for four or more and overlooks a quiet residential street. The primary bedroom has a king bed, walk-in closet, a smart TV, a full bath and expansive windows, so light and bright. The guest bedroom has a queen bed, a desk and the bath is en suite. You will enjoy your morning coffee on the screened lanai and go to the beach for gorgeous sunsets. Welcome to paradise. Weekly rates are available for off-season bookings too.

A stay in paradise deserves a stay in luxury! This beautiful two-bedroom (sleeps six maximum) home's primary suite features king bed, upgraded mattress, and the secondary bedroom features two full beds, and upgraded mattresses. Each bedroom features its renovated full bath, both with step-in showers. This fully furnished ground-level property is in Sarasota's premier location 1.5 blocks from the soft, crystal white sand of Lido beach, one block from renowned St. Armands Circle where you can enjoy morning coffee, ice cream, gelato or other specialty treats. Whether you're looking for casual or elegant dining, it's on the circle. If you enjoy the ability to go freely to Lido Beach, dining and the best shopping in Sarasota, this location is for you! And you're only a short five-minute drive or a free open-air trolley ride to downtown Sarasota and the fabulous boutiques, restaurants, clubs and festivals on Main Street. The community pool and hot tub are a short distance from the front door. The condominium has been fully renovated featuring luxury upgrades and updated new furnishings, fast Wi-Fi for streaming and downloading, expanded channels featuring high definition cable TV (two TVs), all new kitchen cabinets, plumbing and appliances, new step-in showers, new flooring, freshly painted, new area rugs and more. A carport for covered parking. Open for weekly rentals all summer and fall, call for availability!

Kingston Arms on St. Armands Circle turn-key furnished Condo, 2 beds, 2 baths, second floor overlooking a quiet residential street. Look no further for the perfect vacation retreat. No need for a car, walkable to the many fine shops and local restaurants, take the BayRunner Trolley to downtown Sarasota for the day, book a guided Kayak tour through the mangrove tunnels or spend the day at Lido Beach, only a four minute walk! Many dates available and rates vary by season.

LIDO KEY DREAM VACATION RENTAL! AVAILABLE FOR 2027 SEASON! 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.

St. Armands Circle/Lido Key dream vacation rental! Welcome to your completely remodeled favorite vacation spot, this exceptional location offers the combination of comfortable living, convenience and proximity to three of this vibrant area's sought-after attractions, St. Armands Circle, Lido Beach and of course, downtown Sarasota. This lovely two-bedroom, two-bath first-floor condominium has just been renovated and features a gorgeous open floor plan in the main living area, the kitchen has all new stainless appliances, a center island with breakfast bar, the baths all have new vanities and showers! This gorgeous reno is turnkey furnished and ready for you. You won't need a car, the BayRunner Trolley takes you where you want to go, you are just a short distance to the beach and the many fine shops and restaurants. Take a bike ride or book a guided kayak tour of the mangrove tunnels. This condominium offers a king-size bed in the primary bedroom, and two full beds in the second bedroom, both bedrooms are en suite. This charming residence is fully equipped with all you need, walkable to everything including the sparkling sands of Lido Beach! After a day of fun and sun, take the free trolley downtown where you will find a variety of shops and restaurants and many options for arts and culture. Make sure you are back in time for a dazzling sunset! Hurry to book your visit to our lovely city now! This lovely property is available for weekly rentals April through November, rates vary by time of year, call for a quote. Available for weekly rentals in the off season, rates vary by month.

Annual unfurnished condominium available at Condo on the Bay! Final repairs to the docks are being made, and there is a rare opportunity for tenants to lease a boat slip while availability lasts. On a private 9-acre gated peninsula where downtown Sarasota meets the bay, this 14th-floor corner/end unit features stunning panoramic views of the Bay, the Gulf, Lido and Longboat Key from every room. Spanning 1,642 square feet, the home is filled with natural light and water views from every room along with two balconies. The open combination living and dining area flows seamlessly into a gourmet kitchen featuring custom Italian solid maple cabinets, new Italian quartzite countertops, a breakfast bar, Kenmore Elite French-door refrigerator with double freezer drawers, Kenmore Elite range and a new dishwasher installed in October 2024. New 55-inch Smart TVs were recently installed in the living room and bedrooms, and the entire home was just freshly painted. Additional features include tinted windows with Duette shades for glare reduction and a reverse-osmosis water filtration system at the kitchen sink. Residents enjoy an unmatched waterfront lifestyle with two pools, two new fitness centers, four pickleball courts, a tennis court, private boat docks, and kayak storage and access near the building. The community is guarded 24 hours a day and sits directly beside the new Sarasota Bay Park, offering trails, playgrounds, performance spaces, and just a short distance away Ritz-Carlton, Ocean Prime, Van Weisel Performing Arts Center, Bay Park and downtown Sarasota. Concierge services are available with groceries and packages brought to your door. The assigned parking spot is ideally in the first row in front of the building entrance and extra storage is available. Internet, basic cable and water included. Available furnished for an additional fee.

One or more photo(s) has been virtually staged. Annual unfurnished rental in sought-after Bayso Sarasota luxury complex with gorgeous views from every window. You will love this light and bright two-bedroom plus den, three-bath home. As you enter the condominium, your eyes will be drawn to the floor-to-ceiling windows and sliders overlooking the bayfront and the city. The interior space is well defined and offers a gorgeous designer kitchen with stainless appliances, European cabinetry, a center island and quartz countertops. Just off the kitchen is the laundry room with tons of storage. The main living area has 10-foot ceilings and sliders that open to a 10-foot deep terrace with glass railings that showcase the stunning views. The primary bedroom has stunning views, ample room for a king bed, two closets and a spa-like bath. The guest bedroom has equally stunning views, great closet space and a luxurious bath. The den can be used as an office or combination office/guest flex space. The Bayso community offers a state-of-the-art fitness room with a movement studio for personal and group classes, and a business center on the first level. The fifth floor is where you will find the gorgeous heated pool and spa, the outdoor grilling area, dog park and entertainment area. You will have access to a climatized storage area as well and one conveniently located parking space. Just down Quay Commons you will find the new Ocean Prime restaurant for fine dining as well as The Bay Sarasota with 53 acres for recreation, biking, kayaking and yoga.

BAYSO SARASOTA LUXURY FURNISHED CONDO AVAILABLE FOR LEASE! Incredible views from every window of this contemporary condominium in the highly sought after location in the Quay, downtown Sarasota. With stunning floor to ceiling windows, this professionally decorated 2485 sq ft corner unit features 3 bedrooms plus den, 3.5 baths, electric window treatments, kitchen hood, open floor plan, wine refrigerator, and more. The separate laundry room offers full size equipment. This upscale community has wonderful amenities, including a state -of-the -art fitness and movement center on the first level, 24 hour Concierge services and night-time security. On the 5th floor amenity level, you will find a resort-style heated pool and spa, two grills, ample seating on the pool deck, and a covered Pergola. Bayso also offers private conference rooms with WI FI. Just one block north, you will find THE BAY- with 53 acres, this shoreline park project elevates this city to the next level! Some of the offerings are the Van Wezel performing arts hall, outdoor entertainment venues, walking trails and lush gardens. Fine dining, shopping, and entertainment are just steps away. Two garage spaces are included. The condo is available for 6 month rental at $12,000/month, or annual rental at $10,000/month.

ANNUAL FURNISHED CONDO AVAILABLE FOR LEASE AT THE VUE SARASOTA! This highly desirable, downtown waterfront condominium overlooking the Sarasota bayfront, barrier islands, and marina has been meticulously styled and features high end finishes throughout. Upon entering through your semi-private elevator entrance, you are welcomed by an open and bright space with 10 foot floor-to ceiling windows and sliders that allow you to enjoy the panoramic views overlooking the motor yachts, moored sailboats, Ringling Causeway Bridge, downtown Sarasota and the waterfront park. Additional features include two VIP parking spaces, a climate-controlled storage unit, a spacious walk-in laundry room with stackable washer/dryer, utility sink, and storage cabinetry, designer light fixtures and fans throughout, plus Crestron motorized solar shades with blackout shades in the bedrooms for seamless comfort and privacy at the touch of a button. Amenities for this extraordinary residence include a state-of-the-art fitness center, 24/7 concierge service, a club lounge, resort-style pool and spa, and outdoor kitchen. And there's even a social committee that organizes casual events all year-round.

Enjoy amazing views in The VUE! This stunning 2-bedroom, 2.5-bath condo + office offers breathtaking, floor-to-ceiling views of sparkling Sarasota Bay. You will fall in love with the expansive windows and large terrace overlooking the resort-style pool, Sarasota Bay, and Marina Jack's. Beautiful modern design elements and contemporary furnishings create an elegant, move-in-ready retreat. The primary suite features a king bed, bay views, a spacious walk-in closet, and a spa-like bath. The guest bedroom offers a queen bed and private ensuite. In addition, this unit has TWO parking spaces! The VUE sets the standard for luxury living with valet parking, concierge services, 24/7 security, a heated resort-style pool and spa, and a state-of-the-art fitness center. All just moments from Sarasota's vibrant arts scene, culture, and award-winning dining.

ANNUAL FURNISHED CONDO AVAILABLE FOR LEASE AT THE VUE SARASOTA! This highly desirable, downtown waterfront condominium overlooking the Sarasota bayfront and marina has been meticulously styled and features high end finishes throughout. Upon entering through your semi-private elevator entrance, you are welcomed by an open and bright space with 10 foot floor-to ceiling windows and sliders that allow you to enjoy the panoramic views overlooking the motor yachts, moored sailboats, Ringling Causeway Bridge, downtown Sarasota and the waterfront park. Amenities for this extraordinary residence include a state-of-the-art fitness center, 24/7 concierge service, a club lounge, resort-style pool and spa, and outdoor kitchen. And there's even a social committee that organizes casual events all year-round.

Located in the heart of Downtown Sarasota, this beautifully designed 2 bed, 2.5 bath, two story townhome in Library Mews offers exceptional urban living with rare private outdoor spaces, including a rooftop deck and two private parking spaces! The main level features an open living, dining, and kitchen layout with multiple sliders that create a seamless indoor outdoor flow and overlook the private courtyard, ideal for al fresco dining or quiet relaxation. The chef inspired kitchen includes high end appliances, a large center island, Cambria quartz countertops, a mother of pearl backsplash, and solid wood cabinetry. A dedicated den/office with custom mahogany built ins provides a refined workspace, and a convenient powder room completes the first floor. Upstairs, the owner's suite is light and bright, featuring triple sliders, Brazilian cherry hardwood flooring, and a walk in closet with built in storage. The en suite bath offers a soaking tub, separate shower, dual quartz vanity with undermount sinks, and a TOTO commode. The guest suite is thoughtfully split from the primary and includes its own en suite bath with a skylight and a spacious closet. A private rooftop deck provides an additional outdoor retreat perfect for enjoying Sarasota's warm breezes and skyline views. With its prime location, thoughtful layout, and distinctive architectural style, this villa delivers an exceptional downtown lifestyle. Library Mews is a world apart. Just two blocks to Whole Foods and Starbucks, across the street from Selby Library, the Opera House, and Florida Studio Theater, Library Mews is only a few minutes walk to Main Street restaurants and shops, the Saturday morning Farmers Market, as well as the Bayfront.

Experience modern and stylish living at The Mark in this beautiful two-bedroom, 2.5-bath plus den unfurnished condominium available for annual lease. The location in downtown Sarasota is a short distance from shops, restaurants, Whole Foods, theaters and the waterfront, with easy access to the airport and beaches. This elegant unit features porcelain plank floors, a gourmet kitchen with European cabinetry, Calacatta quartz counters, JennAir stainless steel appliances, including an induction stovetop and wine chiller, and a chic island with bronze pendant lighting. Enjoy pool and partial bay views through floor-to-ceiling windows with automated shades. The primary suite offers a private balcony, 10-foot ceilings, custom walk-in closets, and a luxurious bath with a white oak vanity, dual sinks and a tiled shower. A guest bedroom with en-suite bath and a versatile den with a Murphy bed complete the layout. Includes two parking spaces and a climate-controlled storage unit. Residents benefit from 24-hour concierge support, a secure entry lobby, and exceptional community facilities on the fifth-floor deck, including a 65-foot heated saltwater infinity pool with Jacuzzi, relaxation zones, a cozy fire pit, barbecue areas, a state-of-the-art gym with spin studio, and a social lounge equipped with a fireplace, bar, pool table, full catering kitchen and media room.

Location, Location, Location! Annual Unfurnished 3rd floor condo available NOW! Located on the corner of Gulfsteam and Ringling Avenue, this charming boutique style condo is ready for occupancy. You will love this spacious and private condo, from the gleaming wood flooring to the wonderfully updated kitchen and baths! Offering 2 bedrooms and 2 baths, and both bedrooms are carpeted for comfort. Walk to the bayfront and all the great shops and fabulous local cuisine the vibrant Downtown has to offer. Call today for your private tour!

Luxurious annual unfurnished rental available at Bel Mare, Riviera Dunes. This meticulously maintained residence offers private elevator access leading to a foyer and floor-to-ceiling windows with breathtaking views of the Manatee River and its stunning sunsets. This spacious home features three bedrooms, each with en-suite baths, plus a versatile den/office with access to a powder room. The full laundry room includes a sink and ample storage. Freshly painted interiors, new carpet in the primary suite, walk-in closets, and a chef's kitchen blend functionality with style. The residence includes two deeded, premium parking spaces for convenience and a climate-controlled storage unit for bicycles or larger items. Unwind on the open terrace while enjoying spectacular sunsets, the annual Bradenton Boat Regatta Race, or 4th of July fireworks. Community amenities include three pools and two spas, theater, social room, billiards room, conference facilities, secure guard gate, and walking access to the marina, dock, and Dockside Social Bar and Grill. Conveniently near Interstate 75 and 275, this home offers easy access to Sarasota, St. Petersburg, Tampa and Orlando, with nearby airports and world-class beaches and restaurants just minutes away.

Available for 3 months or longer. Located in the much sought-after Laurel Park neighborhood near upscale Main Street. This unique 3BR/2 bath impeccably furnished 1927 Historic home along with a separate 2 car garage. The renovations completed in 2020 were done with care and precision, from floor to ceiling. The new owners have carefully curated the high-end furnishing, artwork and accessories in conjunction with a well-known interior decorator. The property is one of a kind and you will be hard-pressed to find another home of this quality for lease. Featuring wood flooring throughout, the primary bedroom offers a King bed, walk in closet with built-ins, smart TV and is ensuite. The second bedroom is set up as a den with comfortable seating and a Smart TV and plenty of room to work from home. The third bedroom has a Queen bed. The living area has a charming decorative fireplace, and the dining area offers seating for four or more. If you love to cook, you will enjoy the newly renovated Chef's Kitchen with gas cooktop, center island and breakfast bar. The peaceful large backyard has an outdoor deck and a screened Gazebo for dining al fresco. The property is walking distance to the Marina and Shelby Gardens as well as the great restaurants and shops on Main Street. The property is minutes from Armand Circle and easy short bike ride or drive to Lido and Siesta beach. Sarasota's finest in a quiet residential area with great school districts. Ideal for the reassigned executive or for those looking for luxury during relocation or renovation. (Booked January through end of March 2026)

ANNUAL UNFURNISHED TOWNHOME AVAILABLE FOR LEASE IN ENCLAVE--DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and private elevator that provides easy access to every level. The first floor offers a private two-car garage and oversized closet, while the second level boasts a gourmet kitchen with quartz counters, stainless appliances, induction cooktop, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level includes two generous en-suite bedrooms with walk-in closets, and the entire fourth floor is dedicated to a luxurious owner's suite featuring a walk-in closet, spa-like bath, and a thoughtful bar area with beverage refrigerator. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance to Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown. Nearby Payne Park offers tennis, playgrounds, and a skate park, while Siesta Key, Lido Beach, Legacy Trail, and countless parks and preserves are just moments away.

AVAILABLE FOR 2024 SEASON STARTING NOV 15TH--TURNKEY FURNISHED TOWNHOUSE IN PAYNE PARK VILLAGE! This beautiful 3 story townhouse has a first-floor bedroom with en suite bathroom—excellent privacy. The second floor is an open concept living room, dining room, large kitchen, powder room, and balcony. The third floor has a primary bedroom/bathroom suite and third bedroom. The kitchen has quartz countertops, stainless steel appliances, and range hood. The home also has a two car attached garage. The location in downtown Sarasota is just across the street from 29-acre Payne Park with tennis courts, auditorium, playground, and more. Payne Park Village has a community pool and spa and direct access to the Legacy Trail. The location is convenient to downtown Sarasota shopping, dining, and entertainment. Or you can hop on the Bay Runner which stops nearby Payne Park for a trip to St. Armand's Circle and Lido Beach. 6 month+ rental considered at $4500 per month. 3 month high season rental rate is $7000.

Available Sept. 1 partially furnished townhouse in Payne Park Village! This beautiful three-story townhouse built in 2022 has a fenced-in yard and front patio. Upon entering you will find a first-floor bedroom with en-suite bath. The second floor is an open concept living room, dining room, large kitchen, powder room and balcony. The third floor has a primary bedroom/bath suite and third bedroom. The kitchen has quartz countertops, stainless steel appliances and range hood. The home also has a two-car attached garage. The location in downtown Sarasota is across the street from 29-acre Payne Park with tennis courts, playground and more. Payne Park Village has a community pool and spa, and direct access to Legacy Trail. The location is convenient to downtown Sarasota shopping, dining, and entertainment. Or you can hop on the Bay Runner which stops nearby Payne Park for a trip to St. Armands Circle and Lido Beach. Please call now for a private showing.