Homes for Rent in Longboat Key, FL with 2-Bedrooms

/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
Explore Longboat Key
/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
/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
/87
$6,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
817 Bayport Way Unit 817, Longboat Key, FL 34228

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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 732-8949

817 Bayport Way Unit 817, Longboat Key, FL 34228
/48
$9,000 per month
- 2 Beds
- 2 Baths
- 1,456 Sq Ft
- Condo for Rent
830 Bayport Way Unit 830, Longboat Key, FL 34228

Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-4978

830 Bayport Way Unit 830, Longboat Key, FL 34228
/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
/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
/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 2026. 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
/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
$8,495 per month
- 2 Beds
- 2 Baths
- 1,514 Sq Ft
- Condo for Rent
615 Dream Island Place Unit 201, Longboat Key, FL 34228

Available January, February and March 2026 due to cancellation. 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

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 279-2178

615 Dream Island Place Unit 201, 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
/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
/18
$10,000 per month
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
- Condo for Rent
601 Longboat Club Rd, Longboat Key, FL 34228

Welcome to your new home on Longboat Key! This charming property offers the perfect blend of comfort and convenience in one of Florida's most desirable locations. Enjoy the tranquil surroundings while being just a short drive from Sarasota's vibrant dining scene and essential amenities.Key property features include central heating and cooling, air conditioning, and ceiling fans to ensure

601 Longboat Club Rd, 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
/57
$3,000 per month
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- Condo for Rent
4340 Falmouth Dr Unit 201, Longboat Key, FL 34228

2 Bd/2 Bath on Sarasota Bay Across from Gulf of Mexico - 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
/15
$2,450 per month
- 2 Beds
- 2 Baths
- 1,046 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

This is a 2 bedroom 2 bathroom furnished, third floor condo located in waterfront Beach Harbor Club with views of Buttonwood Bayou! The living room and both bedrooms feature a large window overlooking the courtyard, swimming pool, and the Bayou. There is carpet throughout the living area and bedrooms and tile flooring in the kitchen. The kitchen has granite counter tops, white appliances, and a

Todd Roughton SARASOTA MANAGEMENT & LEASING

3806 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
/26
$3,000 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
/69
$70,000 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
/24
$10,500 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
/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
/77
$4,650 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
/35
$5,000 per month
- 2 Beds
- 2 Baths
- 1,085 Sq Ft
- Condo for Rent
3808 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

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

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3808 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
/40
$3,500 per month
- 2 Beds
- 2 Baths
- 1,380 Sq Ft
- House for Rent
573 Spanish Dr N, Longboat Key, FL 34228

NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL ($4,600/MONTH). LEASE -3 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT ANNUAL OPTION). ALL Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club.

Norma Mladineo COLDWELL BANKER REALTY

573 Spanish Dr N, Longboat Key, FL 34228
/31
$10,000 per month
- 2 Beds
- 2.5 Baths
- 1,957 Sq Ft
- Condo for Rent
1445 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits right on the beach at Longboat Key, one of the Gulf Coasts Premier Living Areas! This home is located right in the heart of the Players Club, one of Longboat Keys most luxurious communities with all the amenities to make your stay great!! The condo is located on the 3rd Floor with

Brad Wilson M&M PROPERTY MANAGEMENT GROUP

1445 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
/56
$6,000 per month
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
- Condo for Rent
4360 Chatham Dr Unit 108, Longboat Key, FL 34228

Newly renovated and elegantly designed 2-bedroom, 2-bathroom condo in the highly desirable Longboat Harbour Condominiums, located just 600 feet from the shore and a 3-minute walk to the beach. This fully furnished ground floor unit offers a modern open layout with scenic views, access to Sarasota Bay, and resort-style community amenities including four swimming pools (one located right behind the

Jorge Perez ROI AVE LLC

4360 Chatham Dr Unit 108, Longboat Key, FL 34228
/67
$6,500 per month
- 2 Beds
- 2 Baths
- 1,256 Sq Ft
- House for Rent
4780 Gulf of Mexico Dr, Longboat Key, FL 34228

BONUS FREE RENTAL DAYS! AVAILABLE 12/26/2025-1/31/2026 ONLY! Stay through New Years Eve for Free as a bonus. Fully Booked for the remainder of the 2026 season. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2025! Enjoy views of unforgettable morning sunrises on Sarasota Bay and breathtaking Gulf Sunsets

Debby McCaig COLDWELL BANKER REALTY

4780 Gulf of Mexico Dr, Longboat Key, FL 34228
/35
$5,500 per month
- 2 Beds
- 2 Baths
- 1,612 Sq Ft
- Condo for Rent
3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228

AVAILABLE Dec. 2025-April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space. There is a private screened balcony/lanai and aa staircase entrance to the front door of the unit. The unit has partial water views from the living room, dining room, den, and the screened balcony and exterior open balcony/lanai

Brenda Cozy COLDWELL BANKER REALTY

3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228
/50
$6,050 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
618 Bayport Way Unit 618, Longboat Key, FL 34228

Escape to paradise with a stay in this newly renovated 2-bedroom, 2-bath second floor condominium at Bayport Beach & Tennis Club on Longboat Key. Perfectly positioned for your dream beach getaway, this condo blends comfort, style and unbeatable amenities. Bright, modern, and welcoming, this condo has been thoughtfully updated with all the comforts of home, including a king-size bed in the primary

Alzira Meierling KELLER WILLIAMS ON THE WATER S

618 Bayport Way Unit 618, Longboat Key, FL 34228

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