One of the most popular communities provided by {{page_data.agentName}}

Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.

One of the most popular communities provided by Michael Graf

507

# of Listings

2

Avg # of Bedrooms

$867

Avg. $ / Sq.Ft.

$1,539,132

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

507 Properties Found. Page 30 of 34.

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 tone for what lies ahead. The property features a well-designed layout that maximizes space and natural light, creating a welcoming atmosphere throughout. The interior showcases an open-concept design, combining living and dining areas that enhance gatherings while providing a functional flow. High-end finishes, such as sleek tile flooring and well-placed lighting, contribute to the contemporary elegance of the home.

The kitchen is a highlight, featuring up-to-date appliances and ample counter space, making it ideal for both everyday meals and entertaining guests. Large windows not only provide views of the lush surroundings but also bathe the space in sunlight, creating a warm and inviting ambiance.

Step outside to discover the expansive outdoor spaces that truly elevate this property. Enjoy easy access to well-maintained walking paths and green areas, perfect for morning strolls or afternoon relaxation amidst nature. A nearby beachfront provides an oasis for sunbathing, swimming, and a variety of water activities. The stunning Gulf of Mexico and its pristine sands are just moments away, allowing residents to immerse themselves in the beauty and tranquility of coastal living.

In summary, this property at 829 Bayport Way is not just a home; it’s a lifestyle. With its strategic location, architectural features, and community amenities, it offers the ideal setting for those looking to experience the best of Longboat Key. Don’t miss out on this unique opportunity to embrace sunny Florida living at its finest.

LONGBOAT KEY

829 BAYPORT WAY 829

2 Beds

2 Baths

1,876 Sq.Ft.

$9,000

MLS#: TB8443376

AVAILABLE 2026 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay views. This 1600 sq. ft. two bedroom two bath condo is located directly on the sugary beach of Longboat Key with lounge chairs and umbrellas provided. Wrap around balcony with partial Gulf of Mexico and Longboat Key Club golf views. Washer/dryer in the unit, pool, fitness center and tennis courts plus. 24 hr. Concierge and garage parking. Recently painted, new flooring in bedrooms and kitchen. Short distance to St. Armands circle with upscale shopping and restaurants or drive to downtown and enjoy symphony, opera, ballet, live theater and a variety of restaurants to suit most palates.

LONGBOAT KEY

775 LONGBOAT CLUB ROAD 405

2 Beds

2 Baths

1,602 Sq.Ft.

$9,000

MLS#: A4486249

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 umbrellas are provided for guests. Enjoy an active lifestyle at Bayport. Community features include a junior sized heated Olympic swimming pool, 4 har-tru tennis courts for the Tennis enthusiasts, a fitness center, fishing pier, kayak storage, nature trails and a clubhouse perfect for gathering. Just minutes to St. Armand's Circle which is well known for its world class shopping and dining. Cross over the Ringling Bridge to Downtown Sarasota where you will find additional dining, theater, opera, ballet, symphony, art galleries, the Van Wezel Performing Arts Hall, Selby Gardens and of course the Ringling Museum. NOW AVAILABLE: JUNE - DECEMBER 2024

LONGBOAT KEY

830 BAYPORT WAY 830

2 Beds

2 Baths

1,600 Sq.Ft.

$9,000

MLS#: T3497009

Available December and January .Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a monthly rental. $6,950 a month April - October. $6,000November, $5,900December, $8,000 January, $9,000 February, $11,000 March $12,000

LONGBOAT KEY

5621 GULF OF MEXICO DRIVE 103

3 Beds

2 Baths

1,731 Sq.Ft.

$9,000

MLS#: A4593076

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 gardens. Bayport is bordered by the Gulf of Mexico to the west with 1200 feet of private Gulf beach with deeded access, and Sarasota Bay to the east. Enjoy an active island lifestyle with 4 HarTru tennis courts (best on the Key), a Jr Olympic sized pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The clubhouse, with fitness center and full kitchen, hosts a number of social activities. A 2-minute walk to the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE: May through November 2024 at "Off Season Rates" Please contact Agent for availability.

LONGBOAT KEY

833 BAYPORT WAY 833

2 Beds

2 Baths

1,600 Sq.Ft.

$9,000

MLS#: T3492099

Price reduced

Picturesque Water view of Sarasota Bay . The Harbour Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat
ramp, kayak launch/storage, 3 tennis courts, covered parking and 400' of boat slips and bayfront. Features include over 1500 sq ft of living
space in this end unit, high ceilings, Waterview available in all rooms, open floor plan, large enclosed balcony off living/dining room plus separate
balconies off each bedroom, washer/dryer and extra-large bathrooms. Wifi, Cable TV and utilities included. Condo is Furnished. Easy access to
Bay or Gulf through close by channel. Slip is offered for rent separately. Seasonal rental for select times of the year. 10 day notice required along
with application for owner approval. Guest approval required.

LONGBOAT KEY

615 DREAM ISLAND PLACE 201

2 Beds

2 Baths

1,514 Sq.Ft.

$9,000

MLS#: A4668491

Price reduced

short stories AVAILABLE NOW... Stunning 2 bedroom 2 bath Longboat Key Gulf front condo with direct sweeping view of the Gulf of Mexico. Every evening enjoy breathtaking sunsets on your private balcony. Start your day with a leisurely stroll on the soft sand beach or take a refreshing dip in the pool. This condo is beautifully furnished and professionally decorated. King size bed in both bedrooms. Open concept. Just a short drive to the shops and restaurants of St. Armand Circle. Enjoy great live theater, ballet, opera and symphony as well as a variety of restaurants and shopping in downtown Sarasota.

LONGBOAT KEY

2105 GULF OF MEXICO DRIVE 3404

2 Beds

2 Baths

1,461 Sq.Ft.

$8,721

MLS#: A4597848

SEASONAL; PRICE REDUCED!!! Jan - Mar 2026!!! No damages sustained in Hurricane. Beautiful unit from floor to ceiling – you’ll just love the magnificent views from every room plus the 85 inch TV in this direct Gulf front residence. Perched on the seventh floor of Sea Gate, this Southern Longboat community offers gorgeous sand beaches, great location and amazing sunsets! This two bedroom, two bath condominium is beautifully renovated with professionally designed interior. Sip your morning coffee on the balcony with new glass railings as you plan your daily adventures. The light and bright living room features exquisite leather recliners and fabric sofas, one of which is a sleeper for an extra guest. Thoughtfully planned, you'll enjoy state of the art digital components including 85-inch TV and DVR while relaxing.Entertaining is a delight in the gourmet kitchen with stainless appliances. Escape to the tranquil master bedroom retreat with exquisite bedding overlooking azure waters with 65 inch smart TV, sitting area and ensuite master bath. For added comfort during your stay there’s a dedicated desk, stacked washer and dryer, built-in closet systems, wifi and 65' large smart tv in guest suite. Parking is conveniently located at the building's front door. Live the life you’ve always imagined with resort-style amenities that include Gulf-side heated pool, har-tru tennis court, updated social room, state of the art fitness area and kayak, paddle board & bike storage. Conveniently located to shopping, dining, St. Armand’s Circle and downtown Sarasota and the Arts. No pets or smoking permitted.

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 7C

2 Beds

2 Baths

1,701 Sq.Ft.

$8,200

MLS#: A4215382

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 sparkling blue waters of the Gulf of Mexico from rear balcony with access from master bedroom and living room. Master bedroom includes king size bed, a jetted tub, walk in shower, & dual sinks. Guest bedroom with two twin beds & a King Bed in the 3rd bedroom. Kitchen includes stainless steel appliances & granite countertops. Side balcony access is from dining room and kitchen with a golf course view! Enjoy the amenities of this luxury condo resort, which includes a fitness center, a tennis court, private beach access, heated pool/spa, a gazebo with complimentary grills, 24 concierge/security, and within a golf course community. Rent includes water, sewer, basic cable, and internet. Electric will be a shared expense. Call now for more details!

LONGBOAT KEY

455 LONGBOAT CLUB ROAD 401

3 Beds

3 Baths

3,400 Sq.Ft.

$8,000

MLS#: A4431350

LIVE THE LIFE ON LONGBOAT KEY...in this three bedroom, two-and-a-half bathroom villa in the BAY ISLES gated community. Open floor plan, with vaulted ceilings, hardwood floors throughout. Private screened in pool with a view of the golf course and evening sunsets with plenty of space for entertaining. Kitchen is equipped with everything a cook would need including a separate wet bar with a built-in wine cooler. Access to the private deeded Bay Isles Beach Club. Just a short drive to the Longboat Key's Town Center for all your shopping needs.
Dec-April $12,000 a month + tax & fees May-Nov. $8,000 a month + tax & fees. GULF OF MEXICO, LONGBOAT KEY VACATION RENTALS, SARASOTA VACATION RENTALS.

LONGBOAT KEY

2369 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,892 Sq.Ft.

$8,000

MLS#: A4571577

Stunning Portobello Vacation 2/2 Condo on Longboat Key. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and sliding glass doors, new laminate flooring and carpet, new kitchen appliances, three flat screen TVs with HD boxes and HD Extreme channel lineup, king size Master bed and guest bedroom provides two double beds, in unit washer and dryer for convenience. One assigned parking space and guest parking available for second car. Wi-Fi and cable package are provided. Heated swimming pool, tennis court and boat dock located conveniently across the street on the bayside of the complex. Only 1/2 mile to Publix shopping and dining center and approximately 5 miles from fabulous St. Armand's Circle. Sorry no pets permitted (no exceptions). No smoking permitted. 13% sales and tourism taxes apply for any rental less than 6 months. Property is available Apr 2025-Dec 2025 and Apr 2026 and after.

LONGBOAT KEY

3235 GULF OF MEXICO DRIVE A302

2 Beds

2 Baths

1,420 Sq.Ft.

$8,000

MLS#: A4208788

Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive white sand beach on the Gulf of Mexico.

LONGBOAT KEY

1925 GULF OF MEXICO DRIVE G8-208

3 Beds

2 Baths

2,110 Sq.Ft.

$8,000

MLS#: A4109016

AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet kitchen offers custom cabinets with soft-close drawers, quartz counters, an appliance package inclusive of refrigerator, induction range, dishwasher and microwave. The Great Room offers beautiful built-in cabinetry and a fireplace. The large primary bedroom, boasts an ensuite spa style bathroom with walk-in shower and dual vanities, and a walk-in closet. Two secondary bedrooms both with ensuite baths are spacious and comfortable. At the end of the day, relax on the screened in patio, overlooking the lush expanse of the manicured greens and relish in the ambiance of breathtaking sunsets or alternatively step out of your front door to enjoy a refreshing dip in the community pool. All residents have access and privileges to the private Bay Isles Beach Club with miles of sugar sand beaches and calm waters of the Gulf of Mexico. All the conveniences of shopping dining and entertainment is just a short drive over the bridge.

LONGBOAT KEY

2377 HARBOUR OAKS DRIVE

3 Beds

3 Baths

2,952 Sq.Ft.

$8,000

MLS#: TB8412756

LONGBOAT KEY, this 2 bed, 2 bath luxury condo with sweeping views of the GULF OF MEXICO, from every room, will truly capture you. Enjoy exquisite sunsets from any room or either private terrace. Interior design by award- winning international artist, with paintings & sculptures from the artist's private collection for your enjoyment. Granite counters & granite inlaid floor tiles in kitchen. Master bedroom has two full size beds as well as one full size bed in the 2nd bedroom. A five minute walk to shopping & pharmacy. Short drive to St. Armand's or downtown Sarasota, for restaurants , theaters and boutique shopping. SARASOTA FL.BEACHFRONT,GULF OF MEXICO,RENTAL,SEASONAL,LUXURY

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 4E

2 Beds

2 Baths

1,701 Sq.Ft.

$8,000

MLS#: A4494373

#TB8406700

LONGBOAT KEY

2932 GULF OF MEXICO DRIVE 2932

2 Beds

2 Baths

1,500 Sq.Ft.

$7,900

MLS#: TB8406700

1 ... 28 29 30 31 32 ... 34

Buyers resources

7 Reasons to Work with a Realtor

7 Principles For Home Buying Success

Getting a Mortgage To Buy a Home

Home Hazards Awareness

Key Items For Home Inspection

Questions When Buying a Condo

Questions When Choosing a Realtor

Sellers resources

8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

Improving Odds Of an Offer

Preparing Home for photoshoot

Selling Your Home for More $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

What is 3 + 4 ?

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Accessibility Menu

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here