Longboat Key, FL Condos for Rent with Community Pool

/64
$11,500 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

724 Bayport Way Unit 724, Longboat Key, FL 34228
Explore Longboat Key
/20
$11,000 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. RARELY AVAILABLE FOR 2027 SEASON. LESING NOW FOR DECEMBER 2026 AND JANUARY TRHOUGH APRIL 30TH 2027. MINIMUM

807 Bayport Way, 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

806 Bayport Way Unit 806, 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

817 Bayport Way Unit 817, 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

716 Bayport Way Unit 716, 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

741 Bayport Way Unit 741, 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

CENTURY 21 ROSEBAY

737 Bayport Way Unit D, 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

5611 Gulf of Mexico Dr Unit 5, 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

833 Bayport Way Unit 833, 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

829 Bayport Way Unit 829 B, 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

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

5611 Gulf of Mexico Dr Unit 3, 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

5621 Gulf of Mexico Dr Unit 102, 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

522 Bayport Way Unit 522, 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

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

739 Bayport Way Unit 739, 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

5621 Gulf of Mexico Dr Unit 103, 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

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

830 Bayport Way Unit 830, 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

609 Bayport Way Unit 609, 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

5611 Gulf of Mexico Dr Unit 1, 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

805 Bayport Way Unit 805, 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

720 Bayport Way Unit 720, 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

519 Bayport Way Unit 519, 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

517 Bayport Way Unit 517, 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

615 Dream Island Place Unit 201, Longboat Key, FL 34228
/57
$24,750 Per Month
- 3 Beds
- 3.5 Baths
- 2,940 Sq Ft
- Condo for Rent
1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

Offered at $24,750 per month for 3 months in 2027! - Come be on the beach! Rarely available on the south end of Longboat Key, a 3 bedroom + den, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental is now available for this coming 2027 winter and spring season. This large 2940 +/- sq ft beachfront retreat is situated on the south side of this building which offers stunning 180-degree beach

Carol Aviles MICHAEL SAUNDERS & COMPANY

1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
/44
$12,000 Per Month
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
- Condo for Rent
2425 Gulf of Mexico Dr, Longboat Key, FL 34228

Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by the breathtaking views from every room. Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom, two-bath

2425 Gulf of Mexico Dr, Longboat Key, FL 34228
/42
$10,000 Per Month
- 3 Beds
- 3 Baths
- 2,698 Sq Ft
- Condo for Rent
1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle

Jane Hunter JENNETTE PROPERTIES INC

1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
/27
$11,000 Per Month
- 2 Beds
- 2 Baths
- 1,370 Sq Ft
- Condo for Rent
807 Bayport Way Unit LABS 807 Bayport Way - 58540307889, 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. RARELY AVAILABLE FOR 2027 SEASON. LESING NOW FOR DECEMBER 2026 AND JANUARY TRHOUGH APRIL 30TH 2027. MINIMUM

807 Bayport Way Unit LABS 807 Bayport Way - 58540307889, Longboat Key, FL 34228
/55
$7,000 Per Month
- 2 Beds
- 2 Baths
- 1,133 Sq Ft
- Condo for Rent
3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

Andy Moore GULF COAST REALTY & MANAGEMENT

3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
/40
$5,500 Per Month
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
- Condo for Rent
4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

Longboat Key vacation rental, rarely available Tiffany Plaza direct Gulf Front condo with amazing views! As you enter your gaze will be drawn to the turquoise waters of the Gulf of Mexico and the serene beach frontage. This lovely home offers 2 beds & 2 baths, plus a bonus office space with a twin Murphy bed! The kitchen and the baths have been updated, the primary bedroom offers a King bed, walk

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
/39
$10,500 Per Month
- 3 Beds
- 2 Baths
- 1,576 Sq Ft
- Condo for Rent
4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228

**BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease DECEMBER 2026 and APRIL 2027** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath penthouse condo is located directly

Norma Mladineo COLDWELL BANKER REALTY

4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
/34
$3,500 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
/44
$4,000 Per Month
- 2 Beds
- 2 Baths
- 1,106 Sq Ft
- Condo for Rent
3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228

Tucked along the quiet edge of the key, where the water gently meets the shoreline and wildlife drifts by with the tide, this easily accessible residence offers something increasingly hard to find: effortless coastal living with the comfort and privacy of a home. Here, your day begins without elevators or long corridors. You simply pull up, step inside, and settle into a space designed for ease.

Janette Schafer COLDWELL BANKER REALTY

3330 Gulf of Mexico Dr Unit 104D, 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
/46
$5,500 Per Month
- 2 Beds
- 2 Baths
- 1,561 Sq Ft
- Condo for Rent
5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

A little slice of Gulf-front heaven. Seasonal rental only, available July 15 through December 31, 2026! 60 Day Minimum Lease, not available Jan 1, 2027-March 31, 2027. Fully remodeled and impeccably furnished with Gulf views on Longboat Key, this top-floor 2-bedroom, 2-bath residence offers breathtaking views of the beach and Gulf of Mexico. The clear Caribbean-blue waters and white sand beaches

Scott Nold TNG PROPERTY MANAGEMENT

5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
/51
$11,000 Per Month
- 2 Beds
- 2 Baths
- 1,642 Sq Ft
- Condo for Rent
1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

Rented February and March 2026. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Annual rate. BEACHPLACE is one of Longboat Key's most popular vacation rental resorts on the Island. The condo views from this unit look onto the Gulf of Mexico and the well manicured grounds of the community. Relax on the lanai and take in the beautiful gulf views at sunset. The

Margaret Young JENNETTE PROPERTIES, INC.

1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
/68
$5,700 Per Month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

VACATION RENTAL!!! AVAILABLE JAN - MARCH 2027! Spacious 6th floor condo awaits your arrival! This lovely 2 Bedroom, 2 Bath condo is inviting and warm and features an updated kitchen with granite counter tops and appliances. Stunning views await you from most rooms! This bright and airy unit provides views of Buttonwood Bayou and Sarasota Bay whether you're sitting inside or relaxing on your

Diann Thelen GULF COAST RENTAL HOMES&CONDOS

3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
/37
$14,000 Per Month
- 2 Beds
- 2 Baths
- 1,598 Sq Ft
- Condo for Rent
1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a true split plan. You will love the updated kitchen, with stainless appliances, granite counters, and sparkling tile backsplash. The living and dining areas have wood flooring, a nice contrast to the

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
/45
$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 REALTY

1930 Harbourside Dr Unit 134, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 3

Florida Sarasota County

Condo Rental Trends in Longboat Key, FL

There are currently 100 condos available for rent in Longboat Key, FL. The median rent is $6,500 per month, with 1-bedroom condos renting at $3,600, 2-bedroom condos at $6,000 and 3-bedroom condos at $8,000.

Rental Home Trends

Number of Condos for Rent 100	Median Condo Rent $6,500
Median 1 Bedroom Condo Rent $3,600	Median 2 Bedroom Condo Rent $6,000
Median 3 Bedroom Condo Rent $8,000

How to Rent a Home

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