2-Bedroom Homes for Rent in Longboat Key, FL

• 

  

  

  /71

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  838 Bayport Way Unit 838, Longboat Key, FL 34228

  GORGEOUS SHORT TERM RENTAL!!!! 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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 352-9696

  838 Bayport Way Unit 838, Longboat Key, FL 34228
• 

  

  

  /87

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  817 Bayport Way Unit 817, Longboat Key, FL 34228

  STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 732-8949

  817 Bayport Way Unit 817, Longboat Key, FL 34228
• 

  

  

  /48

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  830 Bayport Way Unit 830, Longboat Key, FL 34228

  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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-4978

  830 Bayport Way Unit 830, Longboat Key, FL 34228
• 

  

  

  /62

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Condo for Rent

  741 Bayport Way Unit 741, Longboat Key, FL 34228

  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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-8515

  741 Bayport Way Unit 741, Longboat Key, FL 34228
• 

  

  

  /52

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  833 Bayport Way Unit 833, Longboat Key, FL 34228

  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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-7270

  833 Bayport Way Unit 833, Longboat Key, FL 34228
• 

  

  /60

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  805 Bayport Way Unit 805, Longboat Key, FL 34228

  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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-8014

  805 Bayport Way Unit 805, Longboat Key, FL 34228
• 

  

  /56

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  706 Bayport Way Unit 706, Longboat Key, FL 34228

  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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 274-3620

  706 Bayport Way Unit 706, Longboat Key, FL 34228
• 

  

  /56

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  522 Bayport Way Unit 522, Longboat Key, FL 34228

  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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-0065

  522 Bayport Way Unit 522, Longboat Key, FL 34228
• 

  

  /54

  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  519 Bayport Way Unit 519, Longboat Key, FL 34228

  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,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 273-0449

  519 Bayport Way Unit 519, Longboat Key, FL 34228
• 

  

  /68

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  720 Bayport Way Unit 720, Longboat Key, FL 34228

  Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated, with a built in vanity, double sinks and his and her closets. It also features a small alcove with a desk with access

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 206-3379

  720 Bayport Way Unit 720, Longboat Key, FL 34228
• 

  

  /60

  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  744 Bayport Way Unit 744, Longboat Key, FL 34228

  Delightfully appealing seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes fully furnished 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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 294-6846

  744 Bayport Way Unit 744, Longboat Key, FL 34228
• 

  

  /24

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Condo for Rent

  4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228

  Don't miss this one! Now available for the Feb 2025 then April forward. February @ $10,000 and April @ $8000/month, May through Nov $6000. Direct Gulf Front Rental. Gorgeously renovated condo, new luxury vinyl flooring and couches including a pull out for extra guests (new pictures coming soon) 2 bedrooms, 2 baths. The renovated kitchen is complete with marble countertops. This beach retreat has

  

  Greg Martin

  STERLING REALTY

  (941) 239-1635

  4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
• 

  

  /54

  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  517 Bayport Way Unit 517, Longboat Key, FL 34228

  Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 325-0092

  517 Bayport Way Unit 517, Longboat Key, FL 34228
• 

  

  /66

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  832 Bayport Way Unit 832, Longboat Key, FL 34228

  BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in theheart of Longboat Key. A friendly, popular, residential enclave of 136 quality-constructed homes on 27 picturesque acres of impeccablymaintained grounds. Tastefully decorated and well maintained with over 1600 square feet of living area; perfect for

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-3341

  832 Bayport Way Unit 832, Longboat Key, FL 34228
• 

  

  /72

  $10,500 per month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  739 Bayport Way Unit 739, Longboat Key, FL 34228

  This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 393-0590

  739 Bayport Way Unit 739, Longboat Key, FL 34228
• 

  

  /72

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Condo for Rent

  523 Bayport Way Unit 523, Longboat Key, FL 34228

  Delightfully Welcoming! This remodeled and tastefully decorated 2 bedroom, 2 bathroom furnished condominium has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that is designed for relaxing with a book or quite contemplation .

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 269-8927

  523 Bayport Way Unit 523, Longboat Key, FL 34228
• 

  

  /20

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  561 Tarawitt Dr, Longboat Key, FL 34228

  Bring your boat and walk to the beach from this beautiful 2 bedroom/2 bath home that sits on a canal to the intercoastal. There is a dock and plenty of seawall with 2 whips on this double lot home for other water toys as well. The home has just had a kitchen renovation with brand new cabinets and appliances. With 1800 square feet inside, there is room to spread out. The back of the property has

  561 Tarawitt Dr, Longboat Key, FL 34228
• 

  

  /85

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft
  • Condo for Rent

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228

  "SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY, NOW AVAILABLE FOR SEASON 2026 and OFF-SEASON MONTHS 2025! Immaculate, Turnkey Furnished 2 bedrooms/2-bathroom condo on the 4th floor, located in the sought after Seaplace, a resort style community on the beautiful Barrier Island of Longboat Key. Upon entering the unit, you are met with a light, bright and open feeling with the

  Chrissie Cummings JENNETTE PROPERTIES INC

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
• 

  

  /42

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Condo for Rent

  4340 Falmouth Dr Unit 201, Longboat Key, FL 34228

  2 Bd/2 Bath on Sarasota Bay Across from Gulf of Mexico - Three to seven-month rental beginning May 15th.Beautiful corner unit condo with an abundance of windows located between Sarasota Bay and across the street from the deeded Gulf of Mexico beach. The gated community complex has every amenity imaginable - four pools, tennis court, shuffleboard, kayak launch, and golf putting range. When

  4340 Falmouth Dr Unit 201, Longboat Key, FL 34228
• 

  

  /27

  $9,000 per month

  • 2 Beds
  • 2.5 Baths
  • 2,385 Sq Ft
  • Condo for Rent

  435 L Ambiance Dr Unit H402, Longboat Key, FL 34228

  RARELY AVAILABLE! Welcome to L'AMBIANCE! Discover an extraordinary opportunity to rent this luxurious 2-bedroom, 2.5-bathroom condo on the island Longboat Key. Inside the Longboat Key club, this rarely available residence offers 2 car parking spaces (under building garage) private elevator, breathtaking, unobstructed views of the sparkling Gulf of America, complemented by sweeping vistas of lush

  Jose Hugo Martinez KW COASTAL LIVING III

  435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
• 

  

  /24

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,245 Sq Ft
  • Condo for Rent

  1945 Gulf of Mexico Dr Unit 215, Longboat Key, FL 34228

  Welcome to Seaplace! Currently available starting May 2025!Here you can relax and enjoy all Sarasota has to offer all within steps to the beach and pool. The 1265 sq.ft newly remodeled condo has a Gulf view from the screened lanai and bedroom. The kitchen is all brand new and ready for you. The primary bedroom has a brand new king bed with new shower and vanity as well as a walk-in

  1945 Gulf of Mexico Dr Unit 215, Longboat Key, FL 34228
• 

  

  /45

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,133 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

  2-bed, 2-bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
• 

  

  /51

  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • Condo for Rent

  1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

  Welcome to your beachfront retreat on spectacular Longboat Key, Florida. The owners spared no expense to design and equip their home with the best of everything. This is the first time they've ever offered it for lease; it is available as early as August 1, 2025 thru December (3,4 or 5 month occupancy) and also available for the 4 months of January to April. This is 1600 sq ft of beautiful

  Sharon Whalen COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
• 

  

  /29

  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  450 Gulf of Mexico Dr Unit B302, Longboat Key, FL 34228

  For Rent! Furnished Annual! Step into this beautiful 2 bedroom 2 bathroom condo with pool & water view on Longboat Key. This unit offers the perfect island living from the open floor plan to the scenic view with bay breeze to the supreme location, only 2 miles from St Armand/Lido Key and just 5 miles to Downtown Sarasota. You will never run out of options for both fun and tranquil days! The

  Benjamin Dietrich ANCHOR DOWN REAL ESTATE

  450 Gulf of Mexico Dr Unit B302, Longboat Key, FL 34228
• 

  

  /33

  $18,000 per month

  • 2 Beds
  • 2.5 Baths
  • 2,143 Sq Ft
  • Condo for Rent

  1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228

  The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
• 

  

  /53

  $4,200 per month

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Condo for Rent

  840 Bayport Way Unit 840, Longboat Key, FL 34228

  This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The

  Shirley Cuddy REALTY SERVICES INC

  840 Bayport Way Unit 840, Longboat Key, FL 34228
• 

  

  /24

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

  This property has one of the finest stretch of beach on Longboat Key. Over 400 feet with lounge chairs, water, umbrellas beach side. Heated Swimming Pool. Unit is fully renovated and beautifully decorated. Heated Swimming pool with plenty of lounge chairs, club house, barbecue and close proximity to Shopping and the Bay Front Park. No Pets, No Smoking. Cleaning Fee at the end of the Lease

  Len Scavron LEN SCAVRON

  3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
• 

  

  /50

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Condo for Rent

  1930 Harbourside Dr Unit 134, Longboat Key, FL 34228

  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

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL

  1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
• 

  

  /28

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  842 Bayport Way Unit 842, Longboat Key, FL 34228

  AVAILABLE APRIL 1ST 2025. 6 MONTH STAY $5000 PER MONTH - NO TAX/ PRIME SEASONAL RATES: Jan 1st to April 30th @ $8,500 per month plus 13% sales tax. For shorter off season stay - 3 month minimum - rental rate is $5,000 plus tax. Property may also be rented annually at $5,000 per month - no tax, includes all electricity, shorter terms $75.00 for electric. ***** 1,200 ft. of private beach (with

  Shirley Cuddy REALTY SERVICES INC

  842 Bayport Way Unit 842, Longboat Key, FL 34228
• 

  

  /38

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228

  Steps from the Sand – Luxury Beach Condo with Pool Access!Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits!Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community

  nicoletta buonaccordo ALTIS REALTY

  3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
• 

  

  /20

  $15,500 per month

  • 2 Beds
  • 2.5 Baths
  • 2,135 Sq Ft
  • Condo for Rent

  1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

  Special offer!Get $2000 (total) off for leases of 4+ months.Amazing Gulf front location in Longboat Key (LBK), FloridaThis two bedroom, 2 1/2 Bath condo (plus pull-out couch) is completely renovated and remodeled. All brand-new furnishings, appliances, counters, cabinets, cookware, linens, etc. This ninth-floor unit at the luxurious Promenade offers the best of everything.

  Natasha Shevchuk 1ST PREMIER INTL PROPERTIES

  1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
• 

  

  /22

  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • Condo for Rent

  5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

  AVAILABLE MARCH 2025 - APRIL 10 $7,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $6,950 a

  William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER

  5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
• 

  

  /38

  $5,499 per month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  511 Bayport Way Unit 511, Longboat Key, FL 34228

  RARELY AVAILABLE, LONGBOAT KEY 7-12 MONTH LEASE OFFERING FURNISHED RENTAL with Unparalleled Gulf of Mexico views! Marvel at the Gulf's turquoise waters and gorgeous sunsets from anywhere in this residence. This beautifully remodeled condo welcomes you with an open floor plan, featuring an expansive living/dining/kitchen combination and a main lanai to boast. The spacious master bedroom features a

  Patrick Ritchey RE/MAX ALLIANCE GROUP

  511 Bayport Way Unit 511, Longboat Key, FL 34228
• 

  

  /34

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  

  /32

  $5,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,626 Sq Ft
  • Townhouse for Rent

  1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228

  Experience luxury and tranquility in this stunning unit at 1928 Harbourside Dr, Unit 1402, located within the Bay Isles community on Longboat Key. This residence offers a spacious layout designed for comfort and style, with access to top-tier amenities including a nearby marina, private golf course, swimming pool, and spa. Enjoy the privacy and security of this exclusive gated community, all just

  Alex Larchenko KELLER WILLIAMS ON THE WATER S

  1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228
• 

  

  /34

  $5,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft
  • Condo for Rent

  2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228

  Welcome to 2012 Harbourside Dr, a beautifully located home within the Bay Isles community on Longboat Key. This spacious residence provides access to the best of Florida’s coastal lifestyle, including a nearby marina, private golf course, pool, and spa. Enjoy the serenity of this gated community, which offers privacy and proximity to the scenic Sarasota Bay. Just a short drive from the cultural

  Alex Larchenko KELLER WILLIAMS ON THE WATER S

  2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228
• 

  

  /32

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228

  Spring, Summer, Fall through January, here's an opportunity to get immersed in laid back island life. Available beginning in May, with a four month minimum, this well maintained and updated condo is located on the Bayside of popular Portobello with deeded beach access right across the road. This open, split plan gives you plenty of room to spread out. The main bedroom has TWO KING SIZED beds, a

  Rosemarie McKee COLDWELL BANKER REALTY

  3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228
• 

  

  /30

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Condo for Rent

  4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  SEASONAL/VACATION RENTAL! Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, large walk-in closets and covered parking. The Master suite features

  Diann Thelen GULF COAST RENTAL HOMES&CONDOS

  4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  

  /30

  $11,700 per month

  • 2 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • Condo for Rent

  448 Gulf of Mexico Dr Unit A106, Longboat Key, FL 34228

  LONGBOAT KEY SOUTH...This is a 3 bedroom, 2 bathroom, end unit on the main floor which makes this unit light & bright with extra windows. The interior is decorated tastefully with warm neutral colors. Beautiful views of Sarasota Bay. Fully equipped kitchen which features stainless appliances, granite countertops and wood cabinets. There is a king size bed in the main bedroom and a queen bed in

  Teresa Ribaudo JENNETTE PROPERTIES INC

  448 Gulf of Mexico Dr Unit A106, Longboat Key, FL 34228
• 

  

  /68

  $3,300 per month

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft
  • Condo for Rent

  4410 Exeter Dr Unit 204, Longboat Key, FL 34228

  AVAILABLE STARTING MAY 1ST FOR UP TO A 9 MONTH LEASE. MINIMUM 1 MONTH LEASE REQUIRED. SPECTACULAR VIEWS IN THE LUXURY OF LONGBOAT HARBOUR! LUXURY LIVING IN THOS RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER COMMUNITY ON LONGBOAT KEY. This gorgeous 2nd floor condo comes turnkey furnished and located a short distance from St. Armand’s circle. When you walk in you will be blow away

  Brigette Marcus NEXTHOME EXCELLENCE

  4410 Exeter Dr Unit 204, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 3