Longboat Key, FL Homes for Rent

• 

  

  

  /64

  $6,000 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
• Explore Longboat Key

• 

  

  

  /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
• 

  

  

  /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

  Available January - April 15 Call for rates and availability. Prefer three month lease. 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 you'll be walking on the

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 584-4726

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

  

  

  /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
• 

  

  /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

  $6,000 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

  $5,500 per month

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

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

  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 monthly rental. $5,500 a month

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 207-6603

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

  

  /60

  $6,000 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

  $6,000 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

  $6,000 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

  $10,000 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

  $6,000 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
• 

  

  /68

  $6,000 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

  $4,000 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

  $6,000 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
• 

  

  /70

  $6,500 per month

  • 3 Beds
  • 4 Baths
  • 3,310 Sq Ft
  • House for Rent

  3020 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

  Discover your own slice of paradise in this exquisite three-story home located on the beautiful Longboat Key, Florida. This spacious, fully furnished rental is available for a year-long lease, offering the perfect blend of luxury, comfort, and convenience just a short 3-minute walk from the pristine Gulf beaches.The first floor of the home is thoughtfully designed with additional storage rooms,

  

  Jose Hugo Martinez

  KW COASTAL LIVING III

  (941) 392-7367

  3020 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
• 

  

  /44

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

  Experience true beachfront living at 5611 Gulf of Mexico Drive, Unit 3103. This beautifully kept 3-bedroom, 2-bath residence is in excellent condition and offers stunning views of the Gulf of Mexico in a setting that is hard to beat. Located directly on the beach with no road to cross, this property gives you effortless access to the shoreline just steps from your door. Guests can enjoy the

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 279-2310

  5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
• 

  

  /74

  $12,000 per month

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

  603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228

  LONGBOAT KEY CLUB – GULF FRONT LUXURY RENTAL Enter the private, gated community of Longboat Key Club and experience true coastal paradise with breathtaking Gulf-front views. This completely remodeled 2-bedroom, 2-bath condominium showcases elegant, high-end finishes throughout. The bright and open living area features stunning marble flooring and walls, with expansive windows and a large private

  

  Lily Behrends

  RE/MAX ALLIANCE GROUP

  (941) 299-8853

  603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228
• 

  

  /65

  $9,000 per month

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

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

  Your winter on the Gulf begins here. This is a rare opportunity to enjoy direct Gulf front living in a fully furnished seasonal residence, available January through March 2027. Tucked behind the private gates of Longboat Key, this premium condo blends the ease of coastal condo living with the comfort of generous, well-designed interiors. Mornings begin with soft sunrise views over the golf course

  

  Irma Scherer

  COMPASS FLORIDA LLC

  (941) 401-1756

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

  

  /50

  $20,000 per month

  • 4 Beds
  • 4 Baths
  • 2,943 Sq Ft
  • Condo for Rent

  4473 Gulf of Mexico Dr, Longboat Key, FL 34228

  Experience Gulf-front living at its finest on the pristine shores of Longboat Key. This exceptional 4-bedroom, 4-bathroom coastal retreat spans nearly 3,000 sq. ft. and sits on over half an acre of direct beachfront property. Thoughtfully furnished with a mix of modern and timeless design, this two-story residence offers stunning water views from almost every room. ( Available FEB 11, 1 Month

  

  Curtis Andrews

  BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  (941) 294-4305

  4473 Gulf of Mexico Dr, 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

  $10,500 per month

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

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

  BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts,

  

  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
• 

  

  /20

  $9,334 per month

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  1109 Gulf of Mexico Dr Unit SI ID1386020P, Longboat Key, FL 34228

  The advertised rate of $9,334/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1109 Gulf of Mexico Dr Unit SI ID1386020P, Longboat Key, FL 34228
• 

  

  /49

  $4,800 per month

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

  842 Bayport Way Unit 842, Longboat Key, FL 34228

  Available June through December or as an 18-month rental. Nicely furnished and fully equipped for a comfortable stay, this first floor corner residence offers extra privacy and added natural light. A spacious dining and living area opens out to a screened lanai and large outdoor brick patio overlooking landscaped grounds. The primary bedroom has a king bed, large walk-in closet, and an alcove

  Rosemarie McKee COLDWELL BANKER REALTY

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

  

  /20

  $5,400 per month

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Condo for Rent

  807 Bayport Way, Longboat Key, FL 34228

  Welcome to your dream condo in beautiful Longboat Key! This spacious 2-bedroom, 2-bathroom gem offers 1,370 square feet of modern living, perfect for those who appreciate both comfort and style. With a host of amenities and a vibrant community atmosphere, this property is sure to impress.Step inside to find a well-appointed kitchen featuring:- Electric range and stove top-

  807 Bayport Way, Longboat Key, FL 34228
• 

  

  /20

  $12,500 per month

  • 2 Beds
  • 2 Baths
  • 1,293 Sq Ft
  • Condo for Rent

  615 Dream Island Rd Unit 107, Longboat Key, FL 34228

  Welcome to one of the most sought-after condo units in the Harbour Villa Club. This magnificent unit is for rent fully furnished. Opening the front door, you will enjoy a beautiful view of the serene intracoastal waterway and stunning Florida palm trees. No need to mess with an elevator, this first floor unit opens directly to the swimming pool and is only steps away from a 40’ deeded boat slip

  Jerome Henin HENIN REALTY

  615 Dream Island Rd Unit 107, Longboat Key, FL 34228
• 

  

  /28

  $10,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 2,780 Sq Ft
  • Condo for Rent

  455 Longboat Club Rd Unit 401, Longboat Key, FL 34228

  Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the

  455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
• 

  

  /65

  $12,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,396 Sq Ft
  • House for Rent

  Unlisted Address

  Enjoy resort-style living on prestigious Longboat Key in this completely updated and renovated 3-bedroom, 2.5-bathroom villa. Located in Harbour Circle, an enclave of 42 villas in the guard-gated, maintenance-free, community of Bay Isles, this 2,396 SF open floorplan has soaring ceilings and an abundance of natural light through the new high-impact doors and windows that uplifts and illuminates.

  Teresa Ribaudo JENNETTE PROPERTIES INC

  Unlisted Address
• 

  

  /15

  $2,500 total monthly price

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

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

  This 1-bedroom, 1.5-bathroom property located at 3802 Gulf of Mexico Dr offers 784 square feet of living space. Beach is steps away from condo. The unit comes fully furnished and includes essential amenities such as air conditioning, a dishwasher, and in-unit washer/dryer. Residents can enjoy access to a fitness center and a pool, enhancing the overall living experience. The living room provides

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

  

  /31

  $6,750 per month

  • 2 Beds
  • 2 Baths
  • 1,341 Sq Ft
  • Condo for Rent

  914 Spanish Dr S Unit 76, Longboat Key, FL 34228

  Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the sought-after community of Spanish Main Yacht Club! This newly remodeled 2-bedroom, 2-bath residence features all brand-new furnishings and is ideally situated just steps from the marina and a picturesque seawall—perfect for peaceful mornings, frequent dolphin and manatee sightings, and stunning

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  914 Spanish Dr S Unit 76, Longboat Key, FL 34228
• 

  

  /57

  $3,000 total monthly price

  • 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 - Unit available May 1, 2026 - December 12, 2026. Prefer 6+ Month RentalsBeautiful corner unit condo with an abundance of win.dows 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/pickleball court, shuffleboard, kayak

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

  

  /35

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft
  • Condo for Rent

  730 Spanish Dr S Unit 99, Longboat Key, FL 34228

  Experience the pinnacle of coastal living in this beautifully updated, ground-floor condominium in the highly desirable Spanish Main Yacht Club on Longboat Key. This 2-bed, 2-bath residence offers 1,255 sq. ft. of bright, air-conditioned space featuring elegant engineered hardwood floors, modern stone kitchen countertops, and a welcoming living/dining room combination ideal for entertaining. The

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  730 Spanish Dr S Unit 99, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 4

Why Live in Longboat Key

Longboat Key, FL, located 5 miles off the coast from Sarasota, provides a luxurious island lifestyle with minimal tourist presence. This 10-mile long and half-mile wide island features Gulf of Mexico Drive, lined with mangroves, palm trees, and entrances to waterfront communities. Residents enjoy year-round beach access, with the Gulf of Mexico to the west and Sarasota Bay to the east. Housing options range from island-inspired ranch-style homes to Spanish Revival mansions and luxury condos. Public amenities include Bayfront Park with its indoor recreation facility, outdoor playground, dog park, and kayak launch. The Longboat Tennis Center offers ten courts and a pro shop, while golf enthusiasts can play at the semi-private Harbourside and Links on Longboat courses, part of the Longboat Key Club. This private club also features a tennis facility, dining options, a marina, and a fitness center. Students attend highly rated Anna Maria Elementary, located 7 miles north, with further education options in Bradenton. Dining options on the island include Dry Dock Waterfront Grill and Shore, with additional shopping and dining available at St. Armands Circle on nearby Lido Key. For groceries, residents can visit the local Publix. While nightlife is limited on Longboat Key, Sarasota's entertainment options are just a short drive away.

Learn more about living in Longboat Key

Frequently Asked Questions

What are the most popular neighborhoods in Longboat Key, FL for renters?

The most popular neighborhoods in Longboat Key, FL for renters are West Bradenton, El Conquistador, South Bradenton, Bayou Oaks and Indian Beach-Sapphire Shores.

What are the most popular zip codes in Longboat Key, FL for renters?

The most popular zip codes in Longboat Key, FL for renters include 34228, 34210, 34207, 34243 and 34234.