Longboat Key, FL Homes for Rent with Water View

/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
Explore Longboat Key
/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

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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
/74
$15,000 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

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KELLER WILLIAMS SUBURBAN TAMPA

(941) 239-2327

829 Bayport Way Unit 829 B, 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
/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
/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
/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
/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
/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
/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
/40
$4,800 per month
- 2 Beds
- 2.5 Baths
- 1,755 Sq Ft
- House for Rent
616 Lyons Ln, Longboat Key, FL 34228

Come and enjoy a little piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a

Steve Barthelemy ROOST REALTY INC.

616 Lyons Ln, Longboat Key, FL 34228
/78
$6,500 per month
- 3 Beds
- 2.5 Baths
- 2,298 Sq Ft
- Condo for Rent
360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228

Tangerine Bay Club An Island Resort-style condo located at the premier location on Longboat Key. This professionally painted 2 bedroom, 2.5 bath with office/den features views of Sarasota Bay. It is in close proximity to New Pass and the pristine beaches of the Gulf of Mexico. Upgraded Ergon Fall White stone ceramic tile flooring is as beautiful as it is durable. The kitchen will satisfy your

Karl Helbig SUNREAL ESTATE INC

360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228
/32
$5,000 per month
- 2 Beds
- 1.5 Baths
- 1,080 Sq Ft
- Condo for Rent
1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228

Beachfront Longboat Key Luxury Living. Wake up every day to sweeping **Gulf views** from this beautifully renovated **5th-floor beachfront residence**. Designed for comfort, tranquility, and effortless coastal living, this 12-month annual rental places you steps from the sand and moments from the world-class dining and boutique shopping of **St. Armands Circle**. Property Highlights*Direct

Donna Channey WAGNER REALTY

1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228
/35
$2,700 per month
- 2 Beds
- 2 Baths
- 1,503 Sq Ft
- Condo for Rent
1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

FURNISHED CONDO ON THE BEACH ! AVAILABLE MAY 1ST! SORRY JAN 1- MARCH 2027 IS NOT AVAILABLE . May - November are AVAILABLE MONTHS. This wonderful Condo 2 bed/2 bath and den is now available. Beach Place is one of the most sought out places on Longboat Key. Located mid-island, this association has a FANTASTIC beach, large heated pool, spa and his/hers fitness areas, EV charging station, tennis,

Annabelle Newland STOCKTON REALTY ADVISORS LLC

1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
/58
$25,500 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

South Longboat Key 3 bed, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental now available for this coming 2027 winter and spring season! Rare opportunity for a 3 bedroom 3 1⁄2 bath + den Longboat Key direct beachfront rental for the height of season 2027! This 2940 +/- sq ft unit is situated on the south side of this building which offers stunning 180 degree beach views along with

Carol Aviles MICHAEL SAUNDERS & COMPANY

1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
/31
$2,500 per month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228

2 bed, 2 bath 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 the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3806 Gulf of Mexico Dr Unit C211, 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
/33
$2,500 per month
- 1 Bed
- 1 Bath
- 689 Sq Ft
- Condo for Rent
3808 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

1-bed, 1-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 the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3808 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
/20
$2,995 per month
- 2 Beds
- 2 Baths
- 1,106 Sq Ft
- Condo for Rent
3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228

BAYSIDE CONDO WITH FULL BAY VIEWS – AVAILABLE FOR ANNUAL RENTAL Experience the best of Longboat Key living in this beautifully furnished 2-bedroom, 2-bath second-floor condo (with elevator access) located in the desirable Longboat Arms community. This turnkey residence offers stunning, unobstructed bay views and a well-designed open floor plan. The kitchen flows seamlessly into the dining and

Heidi Thompson STRINGER MANAGEMENT INC

3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228
/18
$3,000 per month
- 1 Bed
- 1 Bath
- 667 Sq Ft
- Condo for Rent
747 Saint Judes Dr S Unit 2, Longboat Key, FL 34228

GORGEOUS BAY VIEWS. Located in a quiet association of only eight units. Annual Unfurnished unit; open kitchen/living and dining area with master bedroom and tub/shower combo in en-suite bath. Canal views with private dock and boat lift (a boater and fisherman's dream). Drop a line outside your back door! Screened lanai with washer/dryer. Exterior parking immediately outside the unit with gas BBQ

Gregory Koss WAGNER REALTY

747 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
/52
$6,500 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228

Seasonal / Short-Term Rental on Longboat Key /Vacation in one of the nation’s most celebrated coastal destinations, where a leading national travel magazine ranked Longboat Key among the Top 5 Best Islands in the United States. Experience the beauty firsthand while enjoying breathtaking water views from nearly every room of this stunning condominium at Portobello. This beautifully renovated

Cody Smith RENT SARASOTA

3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
/50
$2,500 per month
- 2 Beds
- 2 Baths
- 1,106 Sq Ft
- Condo for Rent
3330 Gulf of Mexico Dr Unit 206D, Longboat Key, FL 34228

BAYSIDE CONDO WITH FULL BAY VIEW AVAILABLE IMMEDIATELY FOR ANNUAL RENTAL. This lovely 2nd floor (elevator access) 2-bedroom, 2-bath Turnkey Furnished condo in a small community with heated pool, tennis court and club house is a boater's Bayside dream! The interior is nicely appointed and the kitchen opens to the dining room and living area. Full length, Spacious enclosed lanai overlooking the Bay

Teresa Ribaudo JENNETTE PROPERTIES INC

3330 Gulf of Mexico Dr Unit 206D, Longboat Key, FL 34228
/45
$9,000 per month
- 2 Beds
- 2.5 Baths
- 1,569 Sq Ft
- Condo for Rent
1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

Welcome to The Player’s Club on Longboat Key, a guard-gated Gulf-front community offering the ultimate blend of privacy, comfort, and coastal luxury. This fully furnished 2-bedroom, 2.5-bath residence located in building #1 is available for rent with a 3-month minimum per HOA guidelines and features direct Gulf views from the private balcony, perfect for enjoying breathtaking sunsets. Situated

Rinat Sikdar COLDWELL BANKER REALTY

1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
/20
$7,000 per month
- 2 Beds
- 2 Baths
- 1,896 Sq Ft
- Condo for Rent
2675 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

Absolutely stunning waterfront turnkey furnished rental property on Longboat Key. This unit features beautiful sunsets daily from your private balcony and there is a shared seating area facing east if you prefer sunrises. This spacious 2/2 split floor plan has been fully renovated and is tastefully furnished. The property boasts amenities such as a beachfront pool, workout room, tennis court, and

Christian Higgins ANDRE LECLAIR PROPERTIES LLC

2675 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
/65
$78,000 per month
- 4 Beds
- 4.5 Baths
- 5,334 Sq Ft
- Condo for Rent
1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228

There are moments in life that stop you mid-thought. Moments so immersive that words struggle to keep up with what you’re feeling. This penthouse is one of those moments. Offered to the public for the first time, this four-bedroom residence sits high above the Gulf of Mexico, where light, water, and horizon become part of everyday life. A private elevator opens directly into the home, setting the

Inbal August DOUGLAS ELLIMAN

1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228
/26
$2,850 per month
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
- Condo for Rent
554 Sutton Place, Longboat Key, FL 34228

nnual Unfurnished Rental. Now available on beautiful Longboat Key! This spacious second-floor, two-bedroom residence combines comfort with classic coastal living, featuring a screened lanai and a large attached garage with ample storage. Wake up to stunning Bayfront sunrises and end your day with spectacular Gulf sunsets—all from your home in Sutton Place, a sought-after Gulf-to-Bay community

Jaime Barcelo GULF COAST REALTY & MANAGEMENT

554 Sutton Place, Longboat Key, FL 34228
/100
$40,000 per month
- 5 Beds
- 5.5 Baths
- 3,503 Sq Ft
- House for Rent
7147 La Lenaire Dr, Longboat Key, FL 34228

A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian

Chase Moore SIGHT REAL ESTATE, LLC

7147 La Lenaire Dr, Longboat Key, FL 34228
/69
$40,000 per month
- 2 Beds
- 2.5 Baths
- 3,130 Sq Ft
- Condo for Rent
1591 Gulf of Mexico Dr Unit 410, Longboat Key, FL 34228

An exceptional opportunity to lease the largest two-bedroom residence at the prestigious St. Regis Longboat Key. This premier corner home offers sweeping panoramic views of the Gulf of Mexico, Sarasota Bay, lush resort grounds, and the tropical saltwater lagoon, all enjoyed from an expansive wraparound terrace. Bathed in natural light, the spacious living area is ideal for entertaining and

Jaime Barcelo GULF COAST REALTY & MANAGEMENT

1591 Gulf of Mexico Dr Unit 410, Longboat Key, FL 34228

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