Studio to 3 Bedroom Homes for Rent in Longboat Key, FL

• 

  

  

  /50

  $10,500 per month

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft
  • Condo for Rent

  2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228

  No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 584-4726

  2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
• Explore Longboat Key

• 

  

  

  /72

  $11,000 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
• 

  

  

  /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
• 

  

  

  /39

  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

  DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 394-0592

  5611 Gulf of Mexico Dr Unit 1, 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
• 

  

  /11

  $3,200 per month

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft
  • Condo for Rent

  600 Sutton Place Unit 201, Longboat Key, FL 34228

  Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared guest spaces.

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 335-6064

  600 Sutton Place Unit 201, 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
• 

  

  /48

  $9,000 per month

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Condo for Rent

  5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Available December and January .Call for rates and availability .Looking for a 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 beach with amazing views. Condo is beautiful and recently remodeled. It must be a

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 207-6603

  5621 Gulf of Mexico Dr Unit 103, 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
• 

  

  /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
• 

  

  /57

  $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
• 

  

  /75

  $13,500 per month

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft
  • Condo for Rent

  716 Bayport Way Unit 716, Longboat Key, FL 34228

  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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 206-0566

  716 Bayport Way Unit 716, 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
• 

  

  /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
• 

  

  /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
• 

  

  /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 center

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 325-0092

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

  

  /68

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Condo for Rent

  601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228

  A rare chance to enjoy direct Gulf-front living in a fully furnished, seasonal rental. Available January through March 2026, this premium condo combines the ease of condo living with the comfort of spacious interiors. Wake up to sunrise views over the golf course from the bedrooms and close the day with sunset views over the Gulf from the living spaces. Primary bedroom features walk-in closets,

  

  Irma Scherer

  COMPASS FLORIDA LLC

  (941) 401-1756

  601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228
• 

  

  /58

  $9,000 per month

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

  829 Bayport Way Unit 829 B, Longboat Key, FL 34228

  Introducing a remarkable opportunity to rent a piece of paradise at 829 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. As you enter the community, you are greeted by meticulously landscaped grounds that set the

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 239-2327

  829 Bayport Way Unit 829 B, Longboat Key, FL 34228
• 

  

  /40

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Condo for Rent

  615 Dream Island Place Unit 201, Longboat Key, FL 34228

  Picturesque Water view of Sarasota Bay . The Harbour Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boatramp, kayak launch/storage, 3 tennis courts, covered parking and 400' of boat slips and bayfront. Features include over 1500 sq ft of livingspace in this end unit, high ceilings, Waterview available in all rooms, open floor plan, large enclosed balcony

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 279-2178

  615 Dream Island Place Unit 201, Longboat Key, FL 34228
• 

  

  /30

  $7,750 per month

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

  Available Dec 20- April .Steps to the Sand – 3BR/3BA Beachfront Condo with Heated Pool & Spa | Longboat KeyEnjoy the best of beachfront living at 5611 Gulf of Mexico Drive, Unit 105 — a beautifully appointed three-bedroom, three-bath condo located in a boutique community directly on the beach. You’re just steps away from the soft sand and turquoise waters of the Gulf of Mexico.This

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 207-4034

  5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
• 

  

  /81

  $13,000 per month

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

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Discover a tranquil retreat at 806 Bayport Way, where coastal living meets sophisticated design. This exceptional property is ideally located near a private beach, providing residents with exclusive access to sun-soaked shores and beautiful ocean views.Upon entering, you’ll be greeted by a thoughtfully designed space that emphasizes both comfort and functionality. The kitchen features

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 390-2885

  806 Bayport Way Unit 806, Longboat Key, FL 34228
• 

  

  /79

  $13,000 per month

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

  609 Bayport Way Unit 609, Longboat Key, FL 34228

  ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort.The living area is characterized by an open layout that seamlessly connects to the kitchen,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 214-7905

  609 Bayport Way Unit 609, Longboat Key, FL 34228
• 

  

  /34

  $7,000 per month

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft
  • Condo for Rent

  737 Bayport Way Unit D, Longboat Key, FL 34228

  BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers spacious living areas; Wonderful views of the Gulf of Mexico; and beautiful outdoor space. Large patios with tropical Gulf of Mexico views - perfect for morning coffee and sunset cocktails. Two

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 946-6594

  737 Bayport Way Unit D, Longboat Key, FL 34228
• 

  

  /28

  $15,500 per month

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Condo for Rent

  601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228

  Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views greet you in nearly every room, with designer finishes, a chef’s kitchen, spa-style primary suite, and private beach access. With bespoke interiors and elevated design, this privately released residence redefines coastal sophistication. Longboat Key Towers offers amenities including

  

  Irma Scherer

  COMPASS FLORIDA LLC

  (941) 206-3611

  601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228
• 

  

  /64

  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 2,487 Sq Ft
  • House for Rent

  2377 Harbour Oaks Dr, Longboat Key, FL 34228

  AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 336-7031

  2377 Harbour Oaks Dr, Longboat Key, FL 34228
• 

  

  /64

  $10,500 per month

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Condo for Rent

  724 Bayport Way Unit 724, Longboat Key, FL 34228

  STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with 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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 415-6156

  724 Bayport Way Unit 724, 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
• 

  

  /22

  $6,000 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 January 2026 $6,000 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. $4500 a month April -

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 957-2964

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

  

  /11

  $15,500 per month

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Condo for Rent

  601 Longboat Club Rd, Longboat Key, FL 34228

  Welcome to your serene escape in Longboat Key, Florida! This charming property offers an ideal location for those seeking a beachside lifestyle while still being close to essential amenities.Key property features include spacious bedrooms and bathrooms, providing ample space for relaxation and comfort. With several delightful restaurants nearby, you can easily enjoy the local cuisine.

  601 Longboat Club Rd, Longboat Key, FL 34228
• 

  

  /59

  $10,000 per month

  • 3 Beds
  • 5 Baths
  • 2,908 Sq Ft
  • House for Rent

  3111 Bayou Sound, Longboat Key, FL 34228

  LOCATION, LOCATION, LOCATION. BEAUTIFUL TURNKEY FURNISHED SINGLE FAMILY HOME available in the sought after community of Bay Isles is available to rent. This lovely light, bright 3 bedroom plus 3 bathroom, two half bathroom home boasts 2,908 square feet, double primary bedrooms, living room/dining room combination, loft/den space and much much more. The home has been fully painted and newly

  C. Alison Hunter JENNETTE PROPERTIES INC

  3111 Bayou Sound, Longboat Key, FL 34228
• 

  

  /3

  $3,950 per month

  • 1 Bed
  • 1.5 Baths
  • 761 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228

  Seasonal turn-key furnished rental on Longboat Key available January 1, 2026 - minimum rental period is 3 months per condo association requirements. Located in Beach Harbor Club, mid Longboat Key on Buttonwood Harbor. I mile north of Publix, CVS and Post Office located at Bay Isles. Boat Marina and dock along the Bayfront. 100 steps from the Private Beach! 1 Bedroom, 1 1/2 Baths with a view

  3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228
• 

  

  /24

  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,651 Sq Ft
  • Condo for Rent

  2525 Gulf of Mexico Dr Unit 12-F, Longboat Key, FL 34228

  Stunning Gulf-Front Condo with Breathtaking Views at Islands West! Experience the epitome of coastal living in this exquisite 2-bedroom, 2-bathroom condominium on the 12th floor of Islands West, where full Gulf views become a part of your daily life. This beautifully furnished unit is not just a rental; it’s a lifestyle choice that offers you the chance to wake up to the soothing sounds of waves

  Jane Hunter JENNETTE PROPERTIES INC

  2525 Gulf of Mexico Dr Unit 12-F, Longboat Key, FL 34228
• 

  

  /15

  $7,500 per month

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • Condo for Rent

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

  Charming turnkey-furnished 2BR/2BA condo on the beautiful island of Longboat Key. Enjoy magnificent ocean views and spectacular sunsets from the private balcony. This well-appointed unit offers an ideal winter escape with comfortable living spaces and a serene coastal atmosphere. Building amenities include an in-ground heated pool, docking station, fish cleaning station, kayak/paddleboard rack,

  Juliana Brando Perez BROKER & BAKER INTERNATIONAL REALTY

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
• 

  

  /42

  $2,999 per month

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228

  LONGBOAT ARMS - This beautiful and professionally decorated apartment is ready to enjoy good times with zero afford. Ideal for work from home people, and those who value the benefit of have a prime space in front of the most panoramic surroundings. Live in the place where people takes vacation!

  Valeria Fucaraccio Benesch Brokers, LLC

  3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
• 

  

  /26

  $9,800 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  640 Broadway St, Longboat Key, FL 34228

  Step into living history in the heart of Historic Longbeach Village. This exceptional property occupies land that was part of Civil War veteran Thomas Mann’s 144-acre homestead, where in 1891 he built the island’s first permanent residence just steps away. This serene corner lot is where Longboat Key truly began! Fully rebuilt and elevated in 2025 to the highest modern standards after the 2024

  Christina Vescovo LPT REALTY, LLC

  640 Broadway St, Longboat Key, FL 34228
• 

  

  /33

  $14,400 per month

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  701 Broadway St, Longboat Key, FL 34228

  Completely reimagined 1920s historic bungalow, originally the Longboat Key Post Office, located just two blocks from Whitney Beach and one block from Sarasota Bay and public boat ramp access. This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen equipped with stainless steel appliances

  Christina Vescovo LPT REALTY, LLC

  701 Broadway St, Longboat Key, FL 34228
• 

  

  /23

  $5,000 per month

  • 1 Bed
  • 1.5 Baths
  • 725 Sq Ft
  • Condo for Rent

  4401 Gulf of Mexico Dr Unit 703, Longboat Key, FL 34228

  Desirable Furnished One Bedroom 1 1/2 Bathroom Condo on Longboat Key. It is on the 7th floor with a 20 ft lanai that has an outstanding view of the beach and the Gulf of America. The building is one of the closest to the beach with access within few feet of the building, is well managed, has a salt water heated pool & recreational area with gas grill. There is an exercise center, public kitchen,

  David Gardner PINEBROOK IRONWOOD REALTY

  4401 Gulf of Mexico Dr Unit 703, Longboat Key, FL 34228
• 

  

  /15

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • Condo for Rent

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

  Longboat Key vacation rental! You will love this wonderfully updated and tastefully furnished two-bedroom, two-bath third-floor condominium at the Beach Harbor Club. Located mid-key, this is a great resort-style community with deeded beach access just across the Gulf of Mexico, a beautiful heated community pool, access to the Bay for fishing and kayaking, and community grills and shuffleboard!

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

Showing Results 1 - 40, Page 1 of 4