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Apartments for Rent in Longboat Key, FL

Average rent

$9,500
increased by19%

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5801 Gulf of Mexico Drive - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

5801 Gulf of Mexico Drive, Longboat Key, FL 34228

In-unit laundry | Garage parking | On-site laundry

4 beds

3 baths

$19,975

House for rent

Gulf-Front Haven with Stunning Beach Views

Embrace coastal living in this expansive 4-bedroom, 3-bath home boasting over 4,200 sq. ft. of elegant space. Experience natural light through walls of windows in the open living area with vaulted ceilings. The gourmet kitchen, equipped with stainless steel appliances and a curved island, showcases breathtaking Gulf views. Enjoy a private pool, generous patio, and direct beach access. The primary suite features a private balcony and spa-style bath, adding luxury to everyday life.

2525 Gulf Of Mexico Dr #12F - Photo 1 of 1

2d ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2525 Gulf Of Mexico Dr #12F, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$13,500

Condo for rent

Coastal Luxury with Stunning Gulf Views

Experience unparalleled coastal living in this stunning 2-bedroom, 2-bathroom condo on the 12th floor, offering breathtaking Gulf views. The spacious master suite boasts a plush King bed and spa-like ensuite, while the updated kitchen features stainless steel appliances and granite countertops. Enjoy community amenities like a heated lap pool, fitness room, and direct beach access. Ideally located near shopping and dining, this condo provides an idyllic retreat for relaxation and entertainment by the sea.

1945 Gulf Of Mexico Dr - Photo 1 of 1

2d ago

Condo for rent in Longboat Key

1945 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | On-site laundry | Balcony

2 beds

2 baths

$2,500

Condo for rent

Available Oct 13

Coastal Retreat with Resort-Style Amenities

This inviting 2-bedroom, 2-bath condo features a partial Gulf view and convenient in-unit laundry. Located in the secure, gated Seaplace community, residents enjoy access to 2 heated pools, tennis courts, and private beach access to stunning Gulf sands. Just minutes from boutique shopping and cultural attractions, this 1,027 sq ft residence is perfect for those seeking an active yet relaxing Longboat Key lifestyle. Embrace coastal living with all the amenities at your fingertips!

830 Tarawitt Drive - Photo 1 of 1

3d ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

830 Tarawitt Drive, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$14,000

House for rent

Luxury Canal-Front Home with Pool & Boat Lift

Experience coastal elegance in this stunning turnkey pool home, featuring 4 bedrooms and 3 baths across nearly 2,500 sq. ft. Enjoy 120 feet of canal frontage, a 10,000 lbs boat lift, and deeded beach access just steps away. The gourmet kitchen and bright open layout are perfect for entertaining, while the outdoor kitchen and seating area overlook the sparkling pool and lush landscaping. Close to vibrant local amenities and just minutes from the Gulf of Mexico, this home is a boater’s paradise!

3806 Gulf of Mexico Drive - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2 BR, 2 BA in Longboat Key

3806 Gulf of Mexico Drive, Longboat Key, FL 34228

Furnished | Walk-in closets

2 beds

2 baths

$4,900

Condo for rent

Available Jan 1

Bright Beachfront Condo with Modern Amenities

This beautifully furnished two-bedroom, two-bath condominium offers a bright, beachy retreat with stunning updates. Enjoy deeded beach access, a heated community pool, and fishing opportunities. The modern kitchen boasts stainless appliances, while both bedrooms provide comfort and workspace. Luxury vinyl flooring adds a stylish touch throughout this 1,046 sq ft home. Perfect for vacations or annual rentals, this space is ready for your enjoyment in this inviting community.

513 Gunwale Lane - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

SINGLE_FAMILY - Longboat Key, FL

513 Gunwale Lane, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$14,750

House for rent

Luxurious Waterfront Retreat with Private Pool

Embrace beachside living in this stunning 4-bedroom, 3.5-bath luxury home. Spanning 2,292 sq ft, it offers direct access to Sarasota Bay and deeded beach access just a short stroll away. The screened patio features a family-friendly heated pool, perfect for endless summer fun. Enjoy outdoor dining beside the gas grill while watching the sunset. Located just 2 miles from St. Armand’s Circle and 4 miles from downtown Sarasota, this home blends relaxation with vibrant local attractions.

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601 Longboat Club Road #902S - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condo - Hotel - LONGBOAT KEY, FL

601 Longboat Club Road #902S, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Gulf-Front Condo with Stunning Sunset Views

Experience the ultimate in beachfront living with this fully furnished, 2-bedroom, 2-bathroom condo featuring 1,458 sq ft of spacious interiors. Enjoy breathtaking sunrise views from the bedrooms and sunset views over the Gulf from the living areas. The open plan is perfect for entertaining, while resort-style amenities, including a heated pool, fitness center, and 24/7 security, ensure a luxurious stay. Water, cable, Wi-Fi, and cleaning service are all included for your convenience.

573 Spanish Drive North #573 - Photo 1 of 1
Age restricted

5d+ ago

Apartment for rent in Longboat Key

2 BR, 2 BA in Longboat Key

573 Spanish Drive North #573, Longboat Key, FL 34228

Furnished

2 beds

2 baths

$3,500

Apartment for rent

Available Jun 1

Coastal Retreat in Vibrant 55+ Community

Experience island living in this newly renovated, turnkey furnished villa featuring 2 bedrooms and 2 baths with 1,380 sq. ft. Bright and airy, it offers deeded beach access and a private marina for boating. Enjoy resort-style amenities and close proximity to St. Armand's Circle for dining and shopping. A perfect getaway for those 55 and older looking to embrace the best of Gulf Coast living.

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2295 Gulf of Mexico Dr #55 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2295 Gulf of Mexico Dr #55, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$7,000

Condo for rent

Beachside Retreat with Stunning Views & Amenities

Embrace the island lifestyle in this beautifully updated 2-bedroom, 2-bath condo just steps from the beach. Featuring a bright layout with floor-to-ceiling windows and a spacious 38-ft garden terrace, this turnkey gem offers modern comforts and a relaxing atmosphere. The primary suite boasts a walk-in closet and en-suite bath, while resort-style amenities include a beachfront pool, fitness center, and direct beach access. Enjoy nearby shopping and dining for ultimate convenience.

2932 Gulf of Mexico Drive #2932 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2932 Gulf of Mexico Drive #2932, Longboat Key, FL 34228

In-unit laundry | Balcony | Assigned parking

2 beds

2 baths

$7,500

Condo for rent

Stunning Beachside Condo with Private Wrap-Around Balcony

Just steps from the beach, this beautifully renovated 2-bed, 2-bath condo offers gorgeous peek-a-views of the Gulf. Enjoy sunsets from the new wrap-around balcony or relax by the heated pool. With high-end amenities including smart TVs, high-speed internet, and bikes, it's fully equipped for your seasonal stay. Located near shopping and dining, this intimate community of four units makes the perfect getaway. Enjoy convenience and luxury in one vibrant package!

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Dishwasher

Outdoor Space

In-Unit Laundry

Swimming Pool

4473 Gulf of Mexico Drive #4473 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

4473 Gulf of Mexico Drive #4473, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

4 beds

4 baths

$20,000

Condo for rent

Luxurious Gulf-Front Retreat with Stunning Views

Embrace coastal elegance in this exceptional 4-bedroom, 4-bathroom condo, spanning nearly 3,000 sq. ft. Step directly onto pristine sands and enjoy two Gulf-front pools. The modern interior features a state-of-the-art kitchen with premium appliances, elegant fireplaces, and water views from almost every room. Experience luxury living with spa-inspired bathrooms, dual walk-in closets, and easy access to world-class dining and shopping nearby. Perfect for a serene getaway or family escape.

3320 Gulf of Mexico Drive #208C - Photo 1 of 1

5d+ ago

Apartment for rent in Longboat Key

3320 Gulf of Mexico Drive #208C, Longboat Key, FL 34228

In-unit laundry | Garage parking | Dishwasher

2 beds

2 baths

$2,999

Apartment for rent

Beachfront Elegance in a Stunning Apartment Retreat

This beautifully decorated 2-bedroom, 2-bath apartment offers an ideal work-from-home setup with breathtaking views right outside. Perfect for those seeking a vibrant lifestyle in a serene setting, this space combines comfort with a prime location, embodying the essence of a vacation every day. Enjoy the relaxed atmosphere and allure of beachfront living in this exquisite retreat.

1155 Bogey Lane #NA - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

$16,000 - 3 Bedroom 3 Bathroom House In Longboat Key With Great Amenities

1155 Bogey Lane #NA, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Garage parking

3 beds

3 baths

$16,000

House for rent

Available Dec 1

Expansive Longboat Key Home with Pool & Luxe Amenities

This stunning 3-bedroom, 3-bathroom home offers 2,045 sq ft of luxurious living in Country Club Shores. Enjoy a spacious deck, a private pool, and modern conveniences like central air and in-unit laundry. Utilities such as cable, electricity, and internet are included, providing hassle-free living. Available for seasonal rental from December 1, 2025, to April 30, 2026, with a month minimum. Perfect for those seeking a sophisticated tropical retreat!

6701 Gulf of Mexico Drive #326 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Whitney Beach #326 1 bedroom beachfront condo

6701 Gulf of Mexico Drive #326, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Assigned parking

1 bed

1 bath

$6,500

Condo for rent

Available Jun 1

Stunning Beachfront Retreat with Captivating Views

This beautifully renovated 1-bedroom, 1-bathroom beachfront condo offers mesmerizing Gulf views and a tranquil atmosphere. The open living area features a queen sleeper sofa, while the kitchen boasts ample cabinet space. Enjoy sunsets from the patio or take a dip in the heated community pool, just steps away. A king bed, walk-in closet, and private entrance enhance the space, making it an ideal getaway for relaxation and beach adventures.

640 Broadway Street - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

640 Broadway Street, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$9,800

House for rent

Historic Coastal Retreat with Modern Luxury

Immerse in history and elegance at this fully rebuilt coastal home in Historic Longbeach Village. This turnkey 3-bedroom, 2-bath residence features vaulted ceilings, a gourmet kitchen with quartz countertops, and spa-like bathrooms. The serene backyard boasts a lily-pad pond and fire pit, while the prime location allows easy access to beaches and waterfront dining. Enjoy modern amenities along with the charm of its historic roots, perfectly suited for personal use or vacation rentals.

701 Broadway Street - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

701 Broadway Street, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$14,400

House for rent

Elegant Bungalow with Pool Near the Beach

This stunningly reimagined 1920s bungalow, once the Longboat Key Post Office, boasts 3 bedrooms and 3 bathrooms within 1,650 sq. ft. of bright, open-concept living space. Featuring high ceilings and a gourmet kitchen, the home includes a private, fully fenced backyard with a heated pool and hot tub. Located just two blocks from Whitney Beach and public boat access, it offers both serene privacy and easy access to local dining. Ideal for snowbirds or extended stays, this fully furnished retreat is a true coastal haven.

1000 Longboat Club Road #1001 - Photo 1 of 1
3D tour

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1000 Longboat Club Road #1001, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$12,000

Condo for rent

Breathtaking Gulf Views from Elegant Condo Retreat

Experience luxurious coastal living in this stunning 2-bed, 2-bath 10th-floor residence with panoramic views of the Gulf of Mexico. Enjoy the welcoming light-filled interior, two private balconies, and elegant furnishings, perfect for relaxation. Residents indulge in exceptional amenities, including a heated beachfront pool, fitness center, and tennis courts. This fully furnished gem is available seasonally, offering the ultimate beachside retreat.

1945 Gulf of Mexico Drive - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2 Bedroom 1 Bathroom Condo In Longboat Key With Great Amenities

1945 Gulf of Mexico Drive, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

1 bath

$5,000

Condo for rent

Available Sep 1

Relaxing Seaside Condo with Breathtaking Gulf Views

Experience serene island living in this fully furnished 2-bed, 1-bath condo in Seaplace, Longboat Key. Enjoy partial gulf views from the private lanai, a fully equipped kitchen, in-unit laundry, and access to community amenities including pools, a fitness center, and private beachfront. Utilities included, available from April 2025, with a 2-month minimum stay.

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2425 Gulf of Mexico Drive #11F - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2425 Gulf of Mexico Drive #11F, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$12,000

Condo for rent

Breathtaking Beachfront Condo with Stunning Views

Experience luxury living in this elegantly updated 2-bedroom, 2-bathroom beachfront condo featuring breathtaking Gulf of Mexico and Sarasota Bay views. The open floor plan highlights the modern kitchen with top-tier appliances and a spacious island. Enjoy amenities like a heated Gulf front pool, tennis courts, and fitness room, all within walking distance to shopping and dining. With floor-to-ceiling windows and serene decor, this stunning corner unit is a perfect vacation retreat.

2105 Gulf of Mexico Drive #3404 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2105 Gulf of Mexico Drive #3404, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$8,721

Condo for rent

Gulf Front Condo with Breathtaking Sunsets

Stunning 2-bed, 2-bath Gulf-front condo offers direct views of the Gulf of Mexico. Enjoy sunsets from the private balcony, beach strolls, and dips in the pool. Beautifully furnished with king beds and open-concept living. Just minutes from St. Armand Circle and downtown Sarasota's vibrant culture and dining. 1,461 sq ft of coastal luxury awaits.

554 Sutton Place - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

554 Sutton Place, Longboat Key, FL 34228

Garage parking | On-site laundry | Swimming pool

2 beds

2 baths

$3,000

Condo for rent

Available Nov 25

Spacious Condo with Beach Access

Experience coastal living in this charming 2-bedroom condo, offering 1,240 sq ft of comfort and classic style. Enjoy stunning sunrises from the screened lanai and take advantage of exceptional community amenities, including private beach access, two pools, and a clubhouse. This second-floor residence features generous closets, in-unit laundry, and an open living area perfect for entertaining. Embrace the relaxed island atmosphere while being minutes from dining and cultural attractions.

2109 Gulf Of Mexico Dr #1402 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2109 Gulf Of Mexico Dr #1402, Longboat Key, FL 34228

In-unit laundry | Furnished | Balcony

2 beds

2 baths

$7,500

Condo for rent

Gulf Views with Balcony in Turnkey Condo

Relish stunning Gulf of Mexico sunsets from this 2-bed, 2-bath furnished condo. Boasting a spacious balcony, it offers access to a pool and is perfectly situated near Sarasota's vibrant dining and shopping scenes. Enjoy a well-equipped space ready for a hassle-free vacation experience.

540 Neptune Ave #7 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

540 Neptune Ave #7, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Elevator

2 beds

2 baths

$5,000

Condo for rent

Elegant Beachside Villa Steps from the Gulf

This immaculate 2-bedroom, 2-bath villa blends old Florida charm with modern comforts, featuring a classic clay tile roof and stucco exterior. Just a three-minute stroll to the beach, the 1,032 sq. ft. home offers a private patio and designated parking. Enjoy peace and privacy in a boutique-style community of only 10 units, located near dining, groceries, and shopping. Perfect for a laid-back coastal lifestyle without the hustle of larger complexes.

1925 Gulf Of Mexico Dr #309 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1925 Gulf Of Mexico Dr #309, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

3 beds

3 baths

$10,000

Condo for rent

Gulf Views from Expansive Corner Condo

Bask in the tropical charm of this custom-designed 3-bedroom, 3-bathroom corner condo with sweeping Gulf of Mexico views. Enjoy wrap-around terraces, a spacious primary suite, and a vibrant Seaplace community featuring beachfront access, two pools, a fitness center, and tennis courts. Conveniently located near shopping, dining, and Sarasota's attractions, this 2,698 sq ft condo offers luxurious coastal living.

1581 Gulf Of Mexico Dr #307 - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

1581 Gulf Of Mexico Dr #307, Longboat Key, FL 34228

Garage parking | Swimming pool | Fitness center

1 bed

2 baths

$25,000

House for rent

Available Jan 1

Luxurious Coastal Retreat with Stunning Views

Experience the ultimate in coastal luxury at this 1-bed, 2-bath residence featuring 1,721 sq ft of exquisite living space. Flooded with natural light from floor-to-ceiling windows, it offers breathtaking sunrise and sunset views. Indulge in the gourmet kitchen with top-tier Wolf and Sub-Zero appliances, and retreat to the elegant owner's suite with a spacious walk-in closet. Enjoy exclusive amenities, including St. Regis concierge services, a residents-only pool, and direct access to pristine beachfront.

1945 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1945 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$3,000

Condo for rent

Bright & Sunny Condo Steps from the Beach

This immaculate 2-bedroom, 2-bathroom turnkey condo features an open layout with natural light and a covered balcony to enjoy the coastal breezes. Located in the sought-after Seaplace community, enjoy resort-style living with access to heated pools, tennis courts, and private beach access. Furnished for comfort, this unit is perfect for extended stays, conveniently close to shopping and dining. Embrace the serene beach lifestyle just steps from the beautiful Gulf waters.

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1445 Gulf Of Mexico Dr #305 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1445 Gulf Of Mexico Dr #305, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$10,000

Condo for rent

Modern Oceanview Condo with Luxurious Amenities

Experience luxury coastal living in this beautifully updated 2-bedroom, 2.5-bath condo with modern design and breathtaking Gulf views. Enjoy a spacious open floor plan, a chic kitchen with stainless steel appliances, and a private lanai from the master suite. This residence is part of the exclusive Players Club, featuring private beach access, pools, tennis courts, and a fitness center. Perfect for relaxation or entertainment, with all amenities included for an exceptional living experience.

690 Old Compass Rd - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

690 Old Compass Rd, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$25,000

House for rent

Luxurious Canal-Front Oasis with Heated Pool

Experience luxury living in this beautifully renovated 3-bedroom, 3-bathroom home boasting 3,230 sq ft of space. Features include a modern kitchen with new appliances, an inviting heated pool, and a hot tub. Perfect for boating enthusiasts, it offers a brand new boat dock and lift, plus private beach access just across the street. Enjoy breathtaking views of the wide canal from the main sitting area, making it an ideal retreat for family and friends.

2377 Harbour Oaks Dr - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Villa - LONGBOAT KEY, FL

2377 Harbour Oaks Dr, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$8,000

House for rent

Elegant 3-Bed Sanctuary with Community Perks

Experience tranquil living in this beautifully appointed 3-bedroom, 3-bath home, offering 2,487 sq ft of elegant space. The open concept design features soaring ceilings and natural light. Enjoy a gourmet kitchen with quartz counters and high-end appliances, a cozy fireplace in the Great Room, and a serene primary suite with a spa-like bathroom. Unwind on the screened patio overlooking lush greens or take advantage of the community pool and exclusive access to private beach club bliss.

2425 Gulf of Mexico Drive #7B - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2425 Gulf of Mexico Drive #7B, Longboat Key, FL 34228

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$11,769

Condo for rent

Breathtaking Gulf-Front Condo with Stunning Views

This breathtaking 2-bed, 2-bath condo offers direct Gulf-front living with 1,470 sq ft of comfort. Enjoy morning coffee on your private balcony overlooking the turquoise waters. Dive into the swimming pool or play on the world-class tennis court just moments away. The perfect retreat for those seeking beachside serenity, vibrant sunsets, and easy access to nearby dining and shopping experiences. Embrace the Florida lifestyle and let the waves serenade your days!

829 Bayport Way #829 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

829 Bayport Way #829, Longboat Key, FL 34228

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

2 baths

$9,000

Condo for rent

Coastal Living Awaits in This Stunning Condo

Experience modern coastal charm in this beautifully designed 2-bedroom, 2-bath condo featuring an open floor plan and ample natural light. The contemporary kitchen boasts sleek appliances and is perfect for entertaining. Enjoy the expansive outdoor areas with nearby walking paths and easy access to a serene beachfront. With 1,601 square feet of living space, this property provides an ideal lifestyle by the Gulf, blending comfort and vibrant outdoor activities.

614 Norton St - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

House for rent

Luxurious Canal-Front Home with Gourmet Kitchen

Experience luxurious coastal living in this expansive 6-bedroom, 5.5-bath home featuring stunning custom murals and a private elevator. Boasting a gourmet kitchen with high-end appliances, this property offers direct Gulf access and boasts a four-car garage. Enjoy indoor-outdoor living with balconies overlooking the canal and pool. This is truly a haven for boating enthusiasts and those desiring upscale serenity on Longboat Key.

806 Bayport Way #806 - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

806 Bayport Way #806, Longboat Key, FL 34228

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

2 baths

$13,000

Condo for rent

Coastal Retreat with Modern Elegance & Beach Access

This stunning 2-bed, 2-bath condo offers a perfect blend of coastal charm and contemporary design. Spanning 1,260 square feet, it features a spacious open layout with abundant natural light and a modern kitchen. The primary suite provides serene views of lush landscaping. Enjoy outdoor relaxation on the patio and access to resort-style amenities. Ideal for those seeking a tranquil lifestyle near a private beach. Embrace elegance and comfort in every corner of this beautiful home.

609 Bayport Way #609 - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

609 Bayport Way #609, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$13,000

Condo for rent

Bright Coastal Condo Steps from Private Beach

Experience coastal living in this elegant 2-bedroom, 2-bath condo, featuring 1,260 sq ft of open layout bathed in natural light. The modern kitchen boasts quartz countertops and stainless steel appliances, perfect for culinary enthusiasts. Enjoy the outdoors with lush tropical landscaping and resort-style amenities, including a junior Olympic-sized pool, tennis courts, and fitness center. This property offers seamless beach access and a lifestyle of comfort and relaxation.

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618 Bayport Way #618 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

618 Bayport Way #618, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Walk-in closets

2 beds

2 baths

$6,050

Condo for rent

Bright Beach Condo with Pool & Private Dock Access

Embrace island living in this newly renovated 2-bedroom, 2-bath condo, spanning 1,260 sq. ft. at Bayport Beach & Tennis Club. Enjoy a king-size bed in the primary suite and a semi-private entrance for added tranquility. Take a dip in the Junior Olympic-sized pool, play tennis, or unwind with stunning sunrise views from the private dock. Just steps to white sandy beaches, this retreat offers the perfect blend of relaxation and recreation with all the comforts of home.

737 Bayport Way #D - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

737 Bayport Way #D, Longboat Key, FL 34228

In-unit laundry | Furnished | Assigned parking

3 beds

2 baths

$7,000

Condo for rent

Coastal Retreat with Gulf Views & Tennis Access

Experience coastal living in this spacious 3-bedroom, 2-bath condo, offering stunning Gulf views, large patios, and lush outdoor spaces. Enjoy modern amenities, a well-appointed kitchen, and the convenience of direct beach access. Plus, indulge in community perks including tennis courts, a Junior Olympic-sized pool, and a vibrant social scene, all situated in the idyllic Bayport Beach and Tennis Club.

2254 Harbour Court Dr - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

2254 Harbour Court Dr, Longboat Key, FL 34228

In-unit laundry | Garage parking | High ceilings

3 beds

3 baths

$11,500

House for rent

Waterfront Paradise with Private Dock & Golf Views

Embrace the coastal lifestyle in this stunning 3-bedroom, 3.5-bath waterfront home boasting direct water access and a private dock, perfect for boating enthusiasts. Two floating jet ski docks add to the allure. Enjoy serene water and lush golf course views while being secure with hurricane-rated doors. Spread across 3,101 sq. ft., this residence captures the essence of Florida living with both luxury and tranquility.

100 Sands Point Rd #223 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

100 Sands Point Rd #223, Longboat Key, FL 34228

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$9,000

Condo for rent

Luxurious Gulf-Front Condo with Private Beach Access

Experience coastal living in this beautifully renovated 2-bed, 2-bath condo, offering 1,941 sq ft of modern elegance. Enjoy stunning views, high-end appliances, and amenities including a private beach, outdoor pool, and convenient covered parking. With utility costs included and proximity to St. Armands Circle for shopping and dining, this slice of paradise is ready for your winter escape!

601 Longboat Club Rd #404S - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

601 Longboat Club Rd #404S, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$15,500

Condo for rent

Coastal Luxury with Stunning Gulf Views Awaits!

Experience the pinnacle of beachfront living in this exquisite 2-bedroom, 2-bathroom residence featuring 1,560 sq. ft. of designer interiors with sweeping Gulf views. Enjoy private beach access, a chef’s kitchen, and a spa-like primary suite. Longboat Key Towers offers luxurious amenities including a heated beachfront pool, fitness center, guest suites, and sauna, creating the ultimate coastal retreat for an unforgettable winter escape from January to March 2026.

1485 Gulf Of Mexico Dr #109 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1485 Gulf Of Mexico Dr #109, Longboat Key, FL 34228

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$10,000

Condo for rent

Beachfront Elegance with Stunning Ocean Views

Enjoy beachfront luxury in this furnished Longboat Key condo with breathtaking ocean views. The spacious 2-bed, 2-bath residence features three lanais, a fully equipped kitchen, and a primary suite with a private ocean-view retreat. The Players Club offers top-notch amenities, including a heated pool, tennis courts, beach access, and a fitness center. Perfect for seasonal escapes, rentals are three months minimum. No pets allowed.

3806 Gulf Of Mexico Dr #C212 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3806 Gulf Of Mexico Dr #C212, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$3,000

Condo for rent

Bright Beachside Condo with Resort-Style Amenities

Experience coastal living in this inviting 2-bedroom, 2-bath condo, just steps from a private beach. Featuring an updated kitchen and a split floor plan, the spacious layout ensures comfort. Enjoy the lush grounds, large heated pool, clubhouse, fitness center, and marina access in this well-maintained Gulf to Bay complex. Ideal for annual rental at $3000/month. Seasonal options also available. Relax and unwind in your own slice of paradise!

603 Longboat Club Rd #304N - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

603 Longboat Club Rd #304N, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$8,000

Condo for rent

Gulf-Front Paradise with Resort Amenities

This stunning 2-bedroom, 2-bathroom condo offers captivating Gulf and golf course views, blending the ease of condo living with spacious interiors. Enjoy a seamless open layout ideal for entertaining, complemented by walk-in closets in the primary suite. Experience luxury with resort-style amenities including a heated beachfront pool, spa, fitness center, and 24/7 security. With water, cable, Wi-Fi, and cleaning services included, this is the perfect seasonal retreat from January to March 2026.

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3806 Gulf Of Mexico Dr #C108 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3806 Gulf Of Mexico Dr #C108, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$5,500

Condo for rent

Resort-Style Condo with Beach Access & Bay Breezes

Embrace Florida living in this spacious 2-bed, 2-bath ground floor condo featuring 1,401 sq. ft. at Beach Harbor Club. Enjoy resort amenities like private beach access, a heated pool, and a renovated clubhouse. Kayak storage, a fishing pier, and a state-of-the-art fitness center enhance the experience. The fully equipped kitchen and ample dining space make it perfect for gatherings. Relax and unwind in this vibrant community along Sarasota Bay.

591 Putting Green Ln - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

591 Putting Green Ln, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

5 beds

5 baths

$29,000

House for rent

Luxurious Waterfront Retreat with Heated Pool & Spa

Experience a luxury getaway in this stunning 5-bedroom, 5.1-bathroom home. Spanning 4,858 sq ft, this thoughtfully designed residence features state-of-the-art kitchen appliances, granite countertops, and spacious living areas. Enjoy the screened lanai overlooking the canal, or take a short stroll to the private deeded beach. Ideal for relaxation and recreation, this home is close to golf courses, boutique shopping, and outdoor activities like biking and boating.

825 Tarawitt Drive - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

825 Tarawitt Drive, Longboat Key, FL 34228

In-unit laundry | Garage parking | Ceiling fan

3 beds

2 baths

$10,000

House for rent

Waterfront Paradise with Beach Access & Boat Docking

This stunning 3-bedroom, 2.5-bathroom home, recently renovated, is a true island sanctuary located just off Tarawitt Point. With 1,882 sq. ft. and a fabulous open floor plan, enjoy breathtaking views of Sarasota Bay. Features include a large master suite, modern kitchen with granite countertops, and a hot tub for relaxation. The property boasts 125ft of seawall for boating and direct beach access across the street, plus proximity to charming local eateries. Perfect for coastal living!

957 Spanish Dr N - Photo 1 of 1
Age restricted

5d+ ago

House for rent in Longboat Key

Villa - LONGBOAT KEY, FL

957 Spanish Dr N, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$5,500

House for rent

Waterfront Villa with Stunning Bay Views

Enjoy coastal living in this newly renovated 2-bedroom, 2-bath waterfront villa that offers breathtaking full-bay views. This turnkey furnished gem features a spacious layout, perfect for a tranquil lifestyle. Steps from the Intracoastal Waterway and close to your deeded beach access, experience the best of island living. The vibrant Spanish Main Yacht Club community adds to the charm with a heated pool and clubhouse amenities, all within minutes of downtown shopping and dining.

534 Sutton Pl - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

534 Sutton Pl, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$3,000

Condo for rent

Serene Gulf-Access Condo with Beautiful Amenities

This charming 2-bed, 2-bath end unit condo offers a spacious living area and bright Florida room, perfect for relaxed living. Access private beach and enjoy community perks like 2 heated pools, kayak storage, and fishing dock. Ideally located near Bayfront Park, this rental is turnkey furnished and available for flexible lease terms, making it an ideal seasonal escape or year-round retreat.

2369 Harbour Oaks Drive - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Villa - LONGBOAT KEY, FL

2369 Harbour Oaks Drive, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$8,000

House for rent

Luxurious Villa with Private Pool & Golf Views

Nestled in the exclusive Bay Isles community, this 3-bed, 2.5-bath villa offers a spacious 2,424 sq ft of modern living. Featuring vaulted ceilings, hardwood floors, and a chef's kitchen complete with a wet bar and wine cooler. Enjoy a private pool with stunning golf course views. Access to a private beach club enhances the coastal lifestyle, and the Longboat Key Town Center is just a short drive away.

2850 Gulf Of Mexico Dr #10 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

1 bed

1 bath

$2,250

Condo for rent

Available Jun 1

Charming Gulf-View Condo with Screened Lanai

This beautifully furnished 1-bedroom, 1-bath condo offers a delightful annual rental opportunity on Longboat Key. From its second-floor screened lanai, enjoy breathtaking sunsets and Gulf views. Located steps from the beach and conveniently near shopping, this pet-friendly residence combines comfort with prime access to Florida's stunning coastline. Water is included in the rent, making this a perfect beachside retreat!

6979 Longboat Dr S - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

6979 Longboat Dr S, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$10,000

House for rent

Private Garden Oasis with Heated Pool & Chef’s Kitchen

This tropical retreat accommodates up to 9 guests, featuring a lush garden, a sparkling heated pool, and a spacious screened lanai for outdoor relaxation. The stylish chef's kitchen boasts premium appliances, including a Wolf range, and the newly updated bedrooms provide comfort with a king bed in the primary suite and fun bunk beds in the kids' room. Just a short stroll from Whitney Beach and local dining options, this home is perfect for unforgettable family getaways.

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Home > Apartments in Longboat Key
Updated: December 19, 2025

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Learn more about renting in Longboat Key, FL

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Local insights: What it's like to live in Longboat Key, FL

Life on Longboat Key, FL, is marked by a laid-back beach vibe that residents appreciate. Many locals enjoy the stunning scenery and easy access to beautiful beaches, remarking on the tranquility and ideal weather. Dining options are often highlighted, with a range of restaurants and cafes that cater to various tastes. However, some residents express concerns about the high cost of living and the limited nightlife options, which can make the area feel quieter than they prefer. Overall, the area is seen as a peaceful retreat, perfect for those seeking a relaxed lifestyle by the water.

How much is the average rent in Longboat-Key, FL for 1-bedroom and 2-bedroom apartments?

The average rent for a 1-bedroom apartment in Longboat Key, FL is approximately $3,389 per month, while a 2-bedroom apartment averages around $6,569 per month.

Are rents going up or down in Longboat-Key, FL?

Rent prices in Longboat Key have experienced a slight decline overall, decreasing by about 1%. Specifically, 1-bedroom rents decreased by 6%, while 2-bedroom rents increased by 1%.

When is the best time to look for an apartment in Longboat-Key, FL?

The best time to look for an apartment in Longboat Key is in September, which is the least competitive month with lower demand compared to available inventory. Conversely, February tends to have the highest rent prices.

Are there pet-friendly apartments in Longboat-Key, FL?

Yes, there are pet-friendly apartments available in Longboat Key, with 8.08% of the listings being pet-friendly.

Are utilities usually included in rent in Longboat-Key, FL?

About 10% of apartment listings in Longboat Key include utilities in the rent.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Longboat Key, FL near you?

🔑Available apartment rentals86
💰Best rent deal2850 Gulf Of Mexico Dr #10
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos