Longboat Key FL Real Estate & Homes for Rent

Annual rental - North end of Longboat - Bayport Beach and Tennis Club. Beautifully decorated and furnished! (including patio furniture), 2nd floor, 2/2 designated car parking with storage. $4800/month. Resort style pool, tennis, fitness center, and across the street access to the Longboat Key beach! Bayport's location is perfect for getting to downtown Sarasota for the entertainment, weekend events, restaurants and the arts! Just a couple of minutes to St Armand's Circle for all of the wonderful happenings, great restaurants and shopping of course.Owner will consider seasonal rental 2024: January, February, March and April in lieu of an annual rental. $10000/per month.

short stories FEBRUARY, MARCH AND APRIL 2024 ARE AVAILABLE. Stunning 2 bedroom 2 bath Longboat Key gulf front condo with direct sweeping views of the Gulf of Mexico. Every evening enjoy breathtaking sunsets on your private balcony. Start your day with a leisurely stroll on the soft sand beach or take a refreshing dip in the pool. This condo is beautifully furnished and professionally decorated. Open concept. Just a short drive to the shops and restaurants of St. Armand Circle. Enjoy great live theater, ballet, opera and symphony as well as a variety of restaurants and shopping in downtown Sarasota.

Stunning townhouse available for ANNUAL RENT located in the highly desirable Fairway Bay on the beautiful Longboat Key! This spacious home features 2 bedrooms and 2 bathrooms, providing ample space for comfortable living. Completely renovated with tons of natural light! Use the beautifully crafted Italian spiral staircase to access the lower level of the townhouse where you will find a bonus living space with 2 beds, a living area, dining room and large laundry room. This townhome is located in Fairway Bay which is nestled in the highly desirable community of Bay Isles. Bay Isles is a wonderful gated community conveniently located just South of the Publix shopping center. The community has a guard at every entrance and round the clock security so you can enjoy the peace of mind that comes with that. Fairway Bay also offers a range of amenities to enhance your lifestyle, including a refreshing community pool where you can relax and unwind. For those looking to stay active, there is a community fitness center, kayak launch and tennis courts are available for your use. Additionally, Bay Isles is a golf community, perfect for golf enthusiasts looking to enjoy their favorite sport just steps away from home. Bay Isles has a private deeded beach access, just across Gulf of Mexico Drive. Longboat Key offers a serene and picturesque setting, with its pristine beaches and breathtaking views. Whether you're looking to soak up the sun or indulge in water activities, this location has it all. With its convenient location, you'll have easy access to a variety of dining, shopping, and entertainment options. Don't miss out on the opportunity to make this townhome your new home and experience the best of Longboat Key living. Contact us today to schedule a tour and see all that this incredible townhouse has to offer.

Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and umbrellas are provided for guests. Enjoy an active lifestyle at Bayport. Community features include a junior sized heated Olympic swimming pool, 4 har-tru tennis courts for the Tennis enthusiasts, a fitness center, fishing pier, kayak storage, nature trails and a clubhouse perfect for gathering. Just minutes to St. Armand's Circle which is well known for its world class shopping and dining. Cross over the Ringling Bridge to Downtown Sarasota where you will find additional dining, theater, opera, ballet, symphony, art galleries, the Van Wezel Performing Arts Hall, Selby Gardens and of course the Ringling Museum. NOW AVAILABLE: JUNE - DECEMBER 2024

Now available starting June 2024 - December 2024 and in between. Penthouse condo with 2 huge balconies overlooking The Gulf of Mexico and the Sarasota Bay. Immerse yourself in the heated pool or the beautiful private white sandy beach just across the street. Beach Harbor Club is full of amenities to keep all your days fulfilled. Enjoy many different restaurants on the Key. St Armands Circle is only a few miles south great for relaxing, shopping and dinning. After a long day, this beautiful condo is the best place to recoup and enjoy the views with a drink and a snack on one of the balconies. Not to mention the gorgeous sunsets you will get to see every night. Make this your next adventure!

This is a boat slip (Slip 15) at Harbour Villa Club on North Longboat Key. Easy and Direct access to ICW and Gulf . Dock is on Sarasota Bay and Harris Bayou. Dock is located inside condominium association. Vessel can be up to 55 ft LOA. 7-8 ft draught. A signed Six month rental lease or longer includes onefree month's rent. Water included. Electric is billed separately each month. No boat lift at the dock. Boat Insurance and registration required. Association application required.

Fully furnished and well-appointed Gulf-front Promenade Longboat Key condo available for 6-12 month rental. This spacious, turnkey two bedroom, two bath home features a nearly 200SF terrace facing South and West, offering sea breezes and views of downtown Sarasota to the Southeast, Longboat Key to the South and the gentle Gulf of Mexico surf to the West. Additional features include a wet bar with mini-fridge, wine cooler in kitchen, dining area, ceiling fans, in-unit washer and dryer, and one assigned garage space. The primary bedroom is appointed with a king-sized bed as well as a full-sized murphy bed for overnight guests; the secondary bedroom offers two twin beds. Enjoy direct access to the Promenade's private and pristine Longboat Key beachfront with complimentary chairs, tables and umbrellas as well as the expansive sun deck with heated pool, spa and multiple covered dining and grilling areas with Gulf views. Additional amenities on the Promenade's 6.5 acres of luxurious tropical grounds include his and hers fitness centers with saunas, concierge, 24 hour security at gated entry, clay tennis courts, tastefully remodeled lobby and hallways, ample guest parking and more. The Promenade is a pet-free property. Association approval required. First, last and one month security deposit required. The Promenade also requires a $1500 deposit plus $200 application fee. Tenant pays for electric, Wi-Fi and renter's insurance. No smoking permitted in the unit or on the property.

Seasonal vacation rental: Longboat Arms! Water views from this contemporary 2 bedroom, 2 bath 2nd floor condo tucked away on Button Wood Harbour absolutely packed with amenities including Clubhouse, deeded beach access with private seating, sparkling heated pool, tennis court, BBQ grills, covered parking and kayak storage. This spacious, light and bright property is turnkey with wifi. The Master suite has king size accommodations with en-suite bath. Guest room features a very comfortable King size bed. You'll enjoy the spectacular views of water birds, manatees, dolphins and the lush green tropical landscaping throughout the community. Less than a 2 minute stroll to walk Longboat's pristine beach. Relaxing outside area for morning coffee or cocktails while barbecuing. Located south of Mid-Longboat Key, your never far from shopping, dining, groceries, St. Armand's Circle and downtown Sarasota, Memories are made at Longboat Arms...you'll not want to leave! Smoking is not permitted.

Looking for a month vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side with amazing views. Condo is beautiful and recently remodeled. Available April 2024. It must be a monthly rental. $6,950 per month April - October. $8,500 November, $9,500 December, $14,000 January, $15,000 February, $16,000 March.

Available July through December 2024. July, August, September, October are available for $10,000 per month. November and December are available for $15,000 per month. Welcome to paradise on Longboat Key! This stunning beachfront property offers the best of coastal living. Nestled along the shores of the Gulf of Mexico, this three bedroom, three bathroom home invites you to experience the ultimate beachfront lifestyle. The views of the coastline are spectacular. This is the perfect property for soaking up the sun, enjoying breathtaking sunsets, or savoring morning coffee to the sounds of waves crashing just steps away. With direct access to the beach, you'll find yourself in an effortless coastal experience. Located minutes away from Publix for all your grocery needs. Only a 5-mile drive to St. Armands for a premium dining and shopping experience. Call today! This won't last long.

ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to private beach on the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE: July through December 2024 Please contact Agent for availability.

WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit features two interior patios with serene canopy garden views. This amenity-rich community at sea's edge is situated in the middle of Longboat Key and features 27 picturesque acres of well maintained gardens. Bayport is bordered by the Gulf of Mexico to the west with 1200 feet of private Gulf beach with deeded access, and Sarasota Bay to the east. Enjoy an active island lifestyle with 4 HarTru tennis courts (best on the Key), a Jr Olympic sized pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The clubhouse, with fitness center and full kitchen, hosts a number of social activities. A 2-minute walk to the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE: May through November 2024 at "Off Season Rates" Please contact Agent for availability.

Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he did this on 27 beautiful acres. Bayport amenities include a junior Olympic size swimming pool, 4Har-Tru tennis courts, a private fishing pier, kayak launch and storage, bocce court, golf practice net, club house, library, piano, and a wonderful fitness center. On site management and full time landscape maintenance is also provided. This is your time to enjoy every luxury life has to offer. If you are looking for a resort lifestyle, with every imaginable amenity, and a fantastic location.

This 3 bedroom, 3.5 bath, 2-story condo is island living at it's best! Located on Longboat Key and close to St. Armand's Circle with easy access to beaches, restaurants and shopping! This gated community also features a beautiful resort style pool and spa, a fitness center, tennis courts, and fishing docks. This home has a gorgeous view of the community landscaping, pond and Bay from the balcony. Upon entry, the kitchen and half bathroom is located to the left with a guest bedroom and en suite bathroom to the right. Following the bedroom is the laundry room on the right and then opens up into the dining room and living room combo with a balcony on the far end of the living room. To the left of the living room is the master bedroom suite with a walk-in closet and master bathroom equipped with a walk in shower and garden tub. Off the left side of the living room is the staircase to the upper level where you are greeted with an office space leading into another large guest bedroom and en suite bathroom and access to a small balcony. This unit is located on the second floor of the building with elevators for your convenience. The unit has one garage space and each garage is private. HOA requires at least 60 days and applications must be turned in and given 30 days for approval. Offered as an annual lease. Unit is completely furnished and turnkey. Call now for more details!

Delightfully appealing seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes fullyfurnished and equipped with flat screen TV's, cable and WiFi. This residence features a spacious screened lanai with garden views in addition to an outdoor sun deck with loungers for basking in the sun. Bayport sits on 27 lushly landscaped acres and has 1200 feet of pristine private beach for your exclusive use. Complimentary beach chairs and umbrellas are provided for guests. Enjoy an active lifestyle at Bayport as the Community includes a junior sized heated Olympic swimming pool, 4 har-tru tennis courts for the Tennis enthusiasts, a fitness center, fishing pier, kayak storage, nature trails and a clubhouse perfect for gathering. Just minutes to St. Armand's Circle which is well known for its world class shopping and dining. Cross over the Ringling Bridge to Downtown Sarasota where you will find additional dining, theater, opera, ballet, symphony, art galleries, the Van Wezel Performing Arts Hall, Selby Gardens and of course the Ringling Museum. NOW AVAILABLE JAN - MARCH 2024

GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge in the heart of Longboat Key. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, fitness center, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with full kitchen, hosts a number of social activities. Simply walk across the street to the private beach on the Gulf of Mexico for a morning of beachcombing, surf casting or memorable sunsets. Just minutes away from shopping, dining and entertainment in St.Armand' Circle and downtown Sarasota. Please contact Agent for availability.

This beautiful 2 bedroom/2 bath split and open floor plan condo is spacious and bright. The kitchen featuring a built-in desk and granite counters has been opened to the dining/living room area with views of the pond, fountain and lush tropical landscaping. A stackable washer/dryer in closet for your convenience. Lanai enclosed with tropical views. Bayport Beach and Tennis Club is bordered by the Gulf of Mexico to the West with 1200 feet of private beach and Sarasota Bay to the East. This resort community is situated in the heart of Longboat Key. A popular residential enclave of 136 quality-constructed homes on 27 picturesque acres. Residents enjoy a heated, Jr Olympic sized pool. fishing pier, steps to a private Gulf beach, kayak launch and storage, 4 Har-Tru tennis courts, golf practice net, bocce court, social room with full kitchen, library, piano, fitness center, shelled nature walking paths, tropical gardens and a number of social activities. Shopping, Restaurants and the Arts are located within minutes including St Armand's Circle, Downtown Sarasota & Anna Maria to name a few. Golf, Marina and Restaurants at the Longboat Key Club. A "PET" friendly community.

GORGEOUS LONG TERM RENTAL!! Bayport Beach & Tennis CLub is an amenity-rich community at sea's edge and is situated in the middle ofLongboat Key. This 2 bedroom, 2 bathroom fully furnished rental is beautifully appointed. This residence offers a wonderful retreat as a annual. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to the private beach on the Gulf of Mexico for a morning of beachcombing, surf casting or memorable sunsets. Please contact Agent for availability.

Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse, bike trails, and a private fishing pier on the bay side surrounded by mangroves. Turnkey furnished on the upper level of a quiet end unit, including two full bedrooms - one with a king bed and the other with two twin beds. You can see the Gulf from the entrance and the guest bedroom. Each bedroom has its own bathroom; the guest bath has a shower and the master bath has double sinks and a bathtub. The kitchen has granite countertops and there is a separate tiled dining area with a glass table, that seats up to six. There is also seating in the kitchen at a granite counter. The living room has comfortable, large couch with an entertainment unit. The condo has a lanai overlooking lovely tropical gardens. In unit washer/dryer. Nearby is a convenient grocery store, great restaurants, museums, galleries, marinas and shops at St. Armand's Circle. One covered parking space is provided, with plenty of guest parking spaces.

Beautifully appointed rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished andequipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden and ocean views. Bayport sits on 27lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and umbrellas are provided for guests. Enjoy an active lifestyle at Bayport. Community features include a junior sized heated Olympic swimming pool, 4 har-tru tennis courts for the Tennis enthusiasts, a fitness center, fishing pier, kayak storage, nature trails and a clubhouse perfect for gathering. Just minutes to St. Armand's Circle which is well known for its world class shopping and dining. Cross over the Ringling Bridge to Downtown Sarasota where you will find additional dining, theater, opera, ballet, symphony, art galleries, the Van Wezel Performing Arts Hall, Selby Gardens and of course the Ringling Museum. NOW AVAILABLE - JUNE - DECEMBER 2024

A much sought after three bedroom residence with a southern exposure that brings in an abundance of natural light, a beautiful view of the reflection pond, swimming pool with a partial gulf view. Newly furnished with a coastal theme throughout. The master bedroom features a king sized bed with access to the balcony, a large bathroom with a stall shower. The guest bedrooms feature two twin beds in one and a queen sized bed in the other. This residence also offers two parking places, one is under building parking and the other out doors. Beachplace has one of the nicest Junior Olympic sized swimming pools, a hot tub, a wading pool for the youngsters, tennis, pickle ball, fitness rooms all in a 24 hour guard gated community. The photographs are showing the property as unfurnished, the homeowner has all furniture on order. I have included photo's of some of the furnishings and art pieces she has selected.

Looking for that last minute escape, look no further! AVAILABLE for 2025 Season at $6000 per month! The owner will negotiate the price for any rental over 3 months. The longer the stay, the better the rate! This is a great 2 bed, 2 bath condo, located on the third floor in the F building, set as close to the Bay as possible. The guest bedroom offers two twin beds, the primary bedroom has a Queen bed and a twin. Gorgeous views from the living room and both bedroooms of the Bay and the beautiful grounds. This cozy condo also boasts a washer and dryer in the condo! Hurry and book your stay today!Booked March through the end of September 2024.

Prime location... This absolutely gorgeous fully furnished condo located in the Promenade Longboat Key with breathtaking water views from every room. It offers 2 bedroom/den/2 bathroom. The master bedroom features a king-size bed, elegant master bath separate bathtub, shower and a vidette for your convenience. For your guests the second bedroom offers 2 twin beds that can convert into a king-size bed. The Den can be used as an office or bedroom with a sofa that turns into a bed for that unexpected guest. The well equipped contemporary kitchen will make your entertainment at ease. The condo is equipped with electric motorized shades in the family room, master bedroom and kitchen for your comfort. Experience stunning sunrises and sunsets on your own private terrace. The Promenade features a private beach, 24-hour manned security gated entry, full concierge services, on -site manager, two social rooms, fitness center, men and women's health clubs, four Har-Tru tennis courts, Gulf-side heated resort swimming pool and spa, outdoor gazebo area and gorgeous, lush foliage surrounds this luxury condominium. The condo comes with one assigned parking space and guest parking is available. This is the absolute perfect spot to enjoy your vacation year round at its finest! Available for an annual rental after May 12, 2024. There is a broker fee of $75 that tenant needs to pay before move-in.

***NEW VACATION RENTAL LISTING** Rented for Season 2025 February through April 15th.* Welcome to your amazing beachfront Longboat Key at Sunset Beach vacation. Sunset Beach is a 3 building complex located directly on Gulf of Mexico and it's powdery sandy beach and perfect sunset views. Guests will find a large gulf front pool, spa, community room for social gatherings, fire pit and BBQ grill. You are welcome to beach chairs along the private beach. Under-building assigned parking directly across from security coded entry lobby with elevator and mailboxes. Plenty of guest parking inside the welcome security gates. Full time maintenance crew keeps the grounds immaculate. Wake up to beach and water views from Living room, both bedrooms and terrace. The apartment has an fully appointed updated kitchen with plenty of storage and counter space. Renovations include freshly painted in 2023, new high impact windows and sliders, plantation shutters, tiled flooring, closet organizers, new living and dining room furniture, decor and linens. Utility room with Maytag washer and dryer. Sunset Beach is currently replacing all lobby and hallway flooring. Just minutes to St Armand's Circle or Lido Beach for shopping, fine dining or laying at the public beach with all your favorite people. Longboat is known for their waterfront golf, fine dining and luxury resorts. In fact, its 12 miles of white sand beaches have helped to make this a luxury Gulf Coast resort community. There are numerous Activities and Attractions in the Sarasota/Bradenton/Siesta area. -Just a few of the many treasures and cultural events are Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, fishing charters out of Marina Jack's, Florida's Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, and the Van Wezel.

Monthly/Seasonal Availability & Pricing:Our Longboat Key Beachside Bliss condo, located at Beachplace on Longboat Key is available for monthly/seasonal rental.Minimum 30-day stays, open to stays up to 4-5 months.In season pricing: January - April ($10,000/mo)Off season pricing: May & June, October - December ($9,000/mo), July-September ($5,000)**If renting for more than 2 months, negotiable on monthly rate**.CURRENTLY AVAIL: 5/2024 - 12/5/2024AS Well as 2025Included in the rent: utilities, community amenities, Wi-Fi/internetTenant responsible for: rent + departure cleaning fee + security deposit + resort taxesABOUT:Our Longboat Key Beachside Bliss home is ready to welcome you! Enjoy your Florida sunshine and tropical beach life in Longboat Key we have it all!Our spacious condo offers ocean and lakefront water views, provides you with private beach access and includes resort-like amenities with a heated pool and spa, 2/ fitness centers, grill area & pickle ball/tennis courts.We offer all the amenities you would want in a beach retreat, with the added bonus of being 5 minutes away from the famous St. Armand's Circle for all your dining, shopping and entertainment needs.This gated community is in a park-like setting and your private beach comes w/loungers all set for your relaxing day of sun, waves and soft white sand on your feet!THE SPACE:Step into Longboat Key Beachside Bliss and open concept living, which includes a balcony, perfect for enjoying those beautiful sunset views.Our 2BR/2BA condo is a 5th floor unit, with elevator access.Two spacious bedrooms (primary with king bed, guest bedroom has 2 single beds) with plenty of closet space. Our condo offers an open floor plan for you to always be one step away from lakeside and ocean views.Open the balcony sliders to hear the peaceful sounds of the ocean waves and wash all your worries away.A BONUS - you get 2 assigned parking spaces, one covered (under the building) and one closest to the unit. Easy access to your front door.Beach towels supplied with your stay so no need to pay extra rental fees . We also offer a starter supply of toiletries and cleaning/laundry supplies.GUEST ACCESS:There are elevators for your use and convenience during your stay. Plenty of guest parking, in addition to the 2 assigned parking spots you have.Guests get full access to the community amenities. Enjoy walks on the many paths around the well-manicured grounds or a game of tennis or pickleball.You can walk straight to the private beach with your night cap and take in the world renowned Sarasota sunsets and soft sands.Application Fee $75.00 per adult