luxury apartment for rent Osprey, United States

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!

ANNUAL FURNISHED CONDO RIGHT ACROSS THE STREET FROM SIESTA KEY BEACH! Experience the perfect blend of nature and culture with this stunning, fully renovated two-bedroom, two-bath corner unit condo, available for annual lease! This light-filled, spacious 4th-floor residence features two walls of glass sliders opening to two large, furnished balconies, offering seamless indoor/outdoor luxury living. Just steps from world-renowned Siesta Beach, consistently rated among the best beaches globally, this condo is situated in a meticulously maintained building with resort-style amenities, including tennis courts, a heated swimming pool, and a large covered picnic pavilion with a grill. Enjoy expansive windows in every room, in-unit laundry, air conditioning, three new flat-screen smart TVs, linens, and all essentials for a comfortable, stylish home. The beautifully landscaped gardens enhance the serene atmosphere. Conveniently located, you're a short drive from downtown Sarasota, where you'll find fine dining, shopping, museums, theaters, and art galleries. There is even a complimentary trolley to take you to Siesta Village shopping and restaurants. Embrace comfort, style, and the ultimate coastal lifestyle in this exceptional rental! One covered parking spot included as well as additional guest parking. Water, basic cable, and internet are included.

SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it's best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280 sq ft of indoor-outdoor space with sweeping Gulf views and stunning sunsets. The open-concept living area includes a chef's kitchen with Quartzite countertops, custom European cabinetry, premium stainless appliances, and a large island, plus a custom Murphy bed for guests. The serene primary suite offers a spa-like bath with glass walk-in shower and elegant finishes, while recent upgrades like a new A/C system ensure year-round comfort. Residents enjoy a heated saltwater Gulf-view pool, fitness center, community lounge, and controlled-access security, all just steps from the beach and a short walk to Siesta Key Village's shops, cafés, and dining—with downtown Sarasota's arts and culture only minutes away. Perfect for seasonal or annual stays. High season rates are $14000/month. Off season rates are $9000/month. The annual rate is $6000/month.

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!

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.

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.

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.

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.

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!

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.

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.

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.

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.

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.

Annual rental available at the beautiful Tangerine Club on Longboat Key! Discover your dream home at Tangerine Bay Club on the serene and convenient south end of Longboat Key. This meticulously maintained 2,400-square-foot end-unit residence boasts breathtaking views of Sarasota Bay. Ideally just steps from Dry Dock Marina and Restaurant, and a short drive to Publix, shopping, dining, St. Armands Circle and downtown Sarasota. The thoughtfully designed condominium features an open floor plan and large patio with water views, ideal for savoring morning sunrises and entertaining. There is also a private front patio with natural gas grill hookup. The unit also includes an oversized two-car garage with ample storage. As a resident of Tangerine Bay Club, you'll enjoy resort-style living with private access to the Bay Isles Beach Club for just $250 annually, a 25-meter freeform heated pool with a lap lane, a heated spa, regulation-size tennis and pickleball courts, and a newly renovated clubhouse with a fitness center. The community offers many social activities, including happy hours, pickleball tournaments, and curated outings to local cultural events. Water lovers will delight in the recently updated boat dock, two kayak launches, a fishing pier, and prime fishing opportunities on Sarasota Bay, while scenic nature trails connect the bay to the Quick Point Nature Preserve for peaceful experiences. Water/sewer/trash included. Furnishings are optional.

Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the open floor plan with a gourmet kitchen featuring quartz countertops, a breakfast bar, custom glass front cabinets, a glass front refrigerator and custom light fixtures. The flooring is luxury vinyl throughout, the main living area has a wet bar, electric fireplace, flat screen TV and lots of comfortable seating. The primary bedroom has a king bed, wall-mounted flat screen TV, built-in vanity and two walk-in closets, and the primary bath has a spacious shower with built-in seating and dual sinks. The guest bedroom and bath can be closed off for privacy and have a queen bed, wall-mounted flat screen TV and gorgeous water views! The Promenade is an upscale community with recently updated amenities, they have two areas to grill, a wonderful pool and spa, fitness, tennis and private beach access. The property is just five minutes to Publix, CVS and St Armands Circle. Booked from November 1, 2026 to May 1, 2027.

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 been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new lighting, new shower and an updated large closet. The Guest bedroom has two twin beds that can be made into a King bed, and the guest bath has a new vanity, new mirror and lighting. Enjoy your morning coffee or a sunset cocktail on the Lanai overlooking the Bay and intercoastal waterway. This location has its own pool, and a larger community pool and spa with the clubhouse just a few steps away, you can take advantage of the newer fitness room and reserve a court for tennis or pickle ball. Pack up the car and spend the day at the BAY ISLES PRIVATE BEACH CLUB, located at 2111 Gulf of Mexico Drive. (Booked January through the end of April, 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 and February of 2027)