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Apartments for Rent in Longboat Key, FL

Average rent

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

3d 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

$20,000

$16,500

Price drop

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.

2425 Gulf Of Mexico Dr #11F - Photo 1 of 1

3d ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2425 Gulf Of Mexico Dr #11F, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$15,000

Condo for rent

825 Tarawitt Dr - Photo 1 of 1

4d ago

House for rent in Longboat Key

825 Tarawitt Dr, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$10,000

House for rent

Waterfront Bliss with Bay Views & Private Beach Access

This beautifully renovated 3-bedroom, 2.5-bathroom waterfront home features 1,882 sq ft of open living space and stunning bay views, perfect for hosting gatherings. Enjoy 125 ft of canal frontage, a jet ski lift, and docking for a 30 ft boat. A spacious outdoor area invites dining and lounging, complemented by an above-ground spa. Situated in the tranquil Sleepy Lagoon community, a short walk brings residents to a private beach and nearby restaurants and shops, plus a gym membership with an annual lease.

535 Sanctuary Dr #A102 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

535 Sanctuary Dr #A102, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$6,000

Condo for rent

Beachfront Paradise with Upscale Amenities

Experience the ultimate coastal lifestyle in this spacious 3-bedroom, 2.5-bath condo, offering 2,580 sq ft of stylish living. Located in a premier beachfront community, this residence features an upgraded kitchen with granite and high-end appliances. Enjoy access to private tennis courts, a fitness center, and Olympic-sized pools. Stroll along the pristine beach or bike to nearby St. Armand's Circle for dining and shopping. Perfect for enjoying the sun-soaked elegance of Longboat Key.

2039 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

$6,450 - 2 Bedroom 2 Bathroom Condo In Longboat Key With Great Amenities $6,450 - 2 Bedroom 2 Bathroom Condo In Longboat Key With Great Amenities

2039 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$6,450

Condo for rent

Available Dec 1

Coastal Paradise with Stunning Gulf Views

This beautifully remodeled beachfront condo features 2 bedrooms and 2 baths, offering captivating gulf views from the living area, master bedroom, and screened lanai. The stylish kitchen is equipped with granite countertops and stainless steel appliances. Enjoy easy access with first-floor convenience and reserved parking. Relax by one of the two beachside pools or on the private sandy beach. Common amenities include tennis courts and a modern clubhouse, making it a perfect coastal retreat.

3804 Gulf Of Mexico Dr #B402 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

3804 Gulf Of Mexico Dr #B402, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$3,000

Condo for rent

Bright Penthouse with Beach Access & Resort Amenities

Enjoy stunning views from this lovely 2-bedroom, 2-bath penthouse featuring an updated kitchen with stainless steel appliances. A spacious split floor plan includes a master suite with a king bed and a guest room with a Murphy bed, perfect for guests or office space. Located in a well-maintained Gulf-to-Bay complex, residents can relax by the large heated pool, utilize the fitness center, or explore the marina and fishing pier. Covered parking ensures convenience.

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640 Broadway St - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

640 Broadway St, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$4,995

House for rent

Serene Retreat with Modern Amenities & Office Space

Experience tranquility in this newly rebuilt 2-bed, 2-bath home featuring a versatile home office that doubles as a guest space. Enjoy the open-concept layout with a modern kitchen, spacious living room, and luxurious master suite complete with a wet bar. Outside, relax in the lush backyard oasis with a scenic pond and fire pit. Located just steps from Whitney Beach and close to fine dining, this fully furnished retreat offers the perfect escape in Longboat Key.

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 | Walk-in closets

2 beds

2 baths

$5,500

House for rent

Serene Waterfront Villa with Breathtaking Bay Views

Experience island living in this stunning 2-bedroom, 2-bathroom villa, ideally located within Spanish Main Yacht Club. Newly renovated and turnkey furnished, the spacious 1,399 sq ft home welcomes abundant natural light and offers captivating full Bay views. Enjoy direct access to the Intracoastal Waterway, beach access nearby, and use of the community's private marina. Perfect for seasonal rentals, this villa promises a peaceful coastal retreat just minutes from vibrant attractions.

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

5d+ ago

Longboat Key Club condo for rent in Longboat Key

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

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$20,000

Condo for rent

Coastal Condo with Spacious Living & Pool Access

Embrace beachside living in this inviting 2-bed, 2-bath condo, featuring 1,560 sq. ft. of space to relax and unwind. Enjoy the convenience of nearby dining and essential services, with Sarasota Memorial Hospital just 18 minutes away. The community offers a swimming pool, fitness center, and courtyard for leisurely days. Utilities are separately managed, allowing for flexibility. Experience the vibrant Longboat Key lifestyle in this comfortable oasis.

3320 Gulf Of Mexico Dr #208C - Photo 1 of 1

5d+ ago

Apartment for rent in Longboat Key

Condominium - Other City - In The State Of Florida, FL

3320 Gulf Of Mexico Dr #208C, Longboat Key, FL 34228

Furnished | Garage parking | Swimming pool

2 beds

2 baths

$3,000

Apartment for rent

Brightly Renovated Beachside Retreat with Amenities

This fully renovated 2-bedroom, 2-bathroom apartment is a sunlit haven with an open-concept layout. Featuring custom cabinetry and quartz countertops, the kitchen is a chef’s delight. Enjoy the beautiful light wood flooring, hurricane-impact windows, and a community with bayfront access, a heated pool, and tennis courts. Ideal for a seasonal escape, this furnished gem offers ultimate comfort and style. Perfect for a peaceful getaway by the water!

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Dishwasher

Swimming Pool

In-Unit Laundry

Outdoor Space

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

Gulf-Front Retreat with Private Beach Access

Experience island living in this charming 2-bed, 2-bath condo featuring a spacious layout and a bright Florida room, perfect for relaxation. Enjoy easy access to both Gulf Beach and Sarasota Bay, along with community amenities like heated pools, kayak storage, and picnic areas. This furnished end unit offers convenience with an in-unit washer/dryer, while the primary bedroom boasts an en-suite bath. Available for seasonal rentals, this property is an ideal winter escape.

2369 Harbour Oaks Dr - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Villa - LONGBOAT KEY, FL

2369 Harbour Oaks Dr, 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.

2295 Gulf Of Mexico Dr #54S - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2295 Gulf Of Mexico Dr #54S, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$8,000

Condo for rent

Beachfront Condo with Stunning Terrace & Amenities

Immaculate 2-bedroom, 2-bath condo at The Islander Club features a spacious 40-foot terrace and comes fully furnished. Enjoy access to a private beach, clubhouse, tennis courts, new pool, fitness center, and saunas. Conveniently located near grocery stores and restaurants, this rental is perfect for snowbirds and offers a minimum 3-month stay from October to March 2026. Experience the ideal coastal lifestyle in this delightful Longboat Key retreat.

6701 Gulf Of Mexico Dr #326 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Whitney Beach #326 1 bedroom beachfront condo

6701 Gulf Of Mexico Dr #326, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Assigned parking

1 bed

1 bath

$6,500

Condo for rent

Available Nov 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.

1055 Gulf Of Mexico Dr #603 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

BEACHPLACE III BLDG 8 CONDO

1055 Gulf Of Mexico Dr #603, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$4,500

Condo for rent

Available Aug 6

Gulf-Front Penthouse with Stunning Views & Luxury Finishes

Experience coastal living in this rare penthouse with breathtaking Gulf of Mexico views from two expansive balconies. Offering 1,392 sq. ft. of elegance, this beautifully renovated 2-bedroom, 2-bath unit features vaulted ceilings, a gourmet kitchen with Thermador appliances, and a luxurious primary suite. Enjoy resort-style amenities, including a heated pool, spa, and fitness center, all while reveling in sunsets from the largest balcony in the community. Pet-friendly and perfect for entertaining!

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!

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

$5,000

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.

1000 Longboat Club Rd - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1000 Longboat Club Rd, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$9,000

Condo for rent

Coastal Elegance with Breathtaking Water Views

Experience elevated coastal living in this fully renovated 2-bedroom, 2-bathroom condo, featuring stunning Gulf and Bay views from two private balconies. This spacious residence boasts an open-concept layout filled with natural light, high-end kitchen appliances, and luxurious primary suite amenities. Enjoy premier community perks like private beach access, a heated pool, tennis courts, and a 24-hour guarded gate for ultimate privacy. Perfect for year-round or seasonal retreat.

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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

$5,800

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.

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

Tropical Retreat with Heated Pool & Chef’s Kitchen

Immerse in luxury at this private garden oasis featuring lush landscaping and a sparkling heated pool. Enjoy a chef’s kitchen with premium Wolf appliances, along with updated bedrooms designed for family comfort. The inviting screened lanai is perfect for dining outdoors. Accommodating up to 9 guests, this delightful home is just a stroll to Whitney Beach and close to top local dining options. Ideal for unforgettable family getaways!

830 Tarawitt Dr - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

830 Tarawitt Dr, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$17,000

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!

455 Longboat Club Rd #401 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

455 Longboat Club Rd #401, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

3 baths

$8,000

Condo for rent

Luxury Gulf-View Condo with Resort Amenities

This stunning 3-bedroom, 3.5-bath condo offers luxury living in Longboat Key. Bright and tastefully furnished, the spacious layout boasts a partial Gulf view from the rear balcony. Enjoy the chef's kitchen with stainless steel appliances and granite countertops. The master suite features a jetted tub and walk-in shower. Amenities include private beach access, a heated pool, fitness center, and concierge service, making it a perfect retreat in an exclusive golf course community.

2932 Gulf Of Mexico Dr #2932 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2932 Gulf Of Mexico Dr #2932, Longboat Key, FL 34228

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$4,500

Condo for rent

Beachside Retreat with Private Wrap-Around Balcony

Enjoy a tropical getaway in this beautifully renovated 2-bedroom, 2-bath condo, just steps from the beach. This spacious 1,445 sq. ft. unit features peek-a-boo gulf views, a heated onsite pool, and all the essentials for easy living, including smart TVs, beach gear, and high-speed internet. Relax on the private wrap-around balcony or cozy up by the fireplace. Perfectly located near amenities like Publix, this is the ideal beach escape!

724 Bayport Way #724 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

724 Bayport Way #724, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,500

Condo for rent

Breathtaking Gulf Views in an Amenity-Rich Condo

Experience vibrant island living in this meticulously maintained 2-bedroom, 2-bathroom condo with stunning Gulf views. The open floor plan enhances the generous living space, ideal for relaxation and entertaining. Enjoy community amenities like heated pool, tennis courts, and private beach access. Just minutes from St. Armand’s Circle and downtown Sarasota, this tropical paradise offers the perfect blend of tranquility and convenience.

1932 Harbourside Dr #235 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

1932 Harbourside Dr #235, Longboat Key, FL 34228

Swimming pool | Fitness center | Storage

2 beds

2 baths

$5,995

Condo for rent

Available Jul 6

Breathtaking Bay Views in a Coastal Retreat Condo

Enjoy coastal living in this stunning 2-bed, 2-bath condo featuring 1,270 sq. ft. of beautifully designed space. Revel in panoramic Sarasota Bay views from the open-concept living area and updated kitchen with granite countertops. The expansive primary suite with a spa-like bath and resort-style amenities – including a pool, fitness center, and private beach club – offer a perfect retreat just minutes from the vibrant city skyline.

3060 Grand Bay Blvd #172 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3060 Grand Bay Blvd #172, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$12,000

Condo for rent

Luxury Condo with Stunning Bay & Gulf Views

Experience ultimate luxury in this beautifully updated 3-bedroom, 3-bathroom condominium on the 7th floor, offering breathtaking water views of Sarasota Bay and mesmerizing sunsets over the Gulf. Boasting floor-to-ceiling glass, a custom kitchen, and designer furnishings, this 2,250 sq. ft. residence is a perfect blend of style and comfort. Enjoy amenities like heated pools, a fitness center, and private beach access in a prestigious gated community, making it an ideal retreat for relaxation and entertainment.

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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

$6,500

Condo for rent

Bright & Inviting Gulf-Side Condo Retreat

Experience paradise in this immaculate 2-bed, 2-bath condo, fully furnished and turnkey for your convenience. Spanning 928 sq. ft., enjoy an open living space with plenty of natural light, a screened balcony, and modern updates including walk-in showers. Seaplace offers resort-style amenities like two heated pools, tennis courts, and private beach access. Located close to boutique shopping and local attractions, this coastal retreat is perfect for a seasonal getaway. No pets allowed.

448 Gulf Of Mexico Dr #A106 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

448 Gulf Of Mexico Dr #A106, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$11,700

Condo for rent

Elegant Bay Views from Sunny End Unit Condo

Light-filled and tastefully decorated, this 3-bed, 2-bath end unit offers charming views of Sarasota Bay. Enjoy the fully equipped kitchen with stainless appliances and granite countertops. Situated on the main floor, amenities include a waterfront heated pool, fitness center, and assigned covered parking. Minutes from St. Armand's Circle and Downtown Sarasota's dining and shopping. Perfect for a relaxing getaway.

1465 Gulf Of Mexico Dr #504 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1465 Gulf Of Mexico Dr #504, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

3 baths

$15,000

Condo for rent

Luxurious Beachfront Penthouse with Gulf Views

Experience beachfront elegance in this exquisite 3-bed, 3-bath penthouse condo boasting breathtaking Gulf of Mexico views. Featuring a spacious terrace, newly installed wood tile flooring, and a large gourmet kitchen with solid stone counters. The Players Club offers top-notch amenities, including a heated saltwater pool, private beach access, and tennis courts, ensuring a resort-style living experience.

1975 Gulf Of Mexico Dr #208 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1975 Gulf Of Mexico Dr #208, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$6,000

Condo for rent

Serene Beachfront Condo with Luxe Amenities

Enjoy a tropical retreat at this charming 2-bed, 2-bath condo on Longboat Key. Spanning 1,257 sq ft, it boasts a master suite with a king-size bed and walk-in shower. Amenities include two pools, tennis courts, a fitness center, and proximity to vibrant St. Armands Circle. Perfect for a relaxing seaside escape.

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

$12,000

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.

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

$11,000

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.

4540 Gulf Of Mexico Dr #PH2 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

4540 Gulf Of Mexico Dr #PH2, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$7,500

Condo for rent

Tranquil Condo with Breathtaking Bay Views

Revel in serenity at this rarely available 2-bed, 2-bath corner condo boasting full bay views and 1,312 sq. ft. of pure comfort. Located in desirable Windward Bay, enjoy amenities such as two marinas, kayak storage, pools, tennis courts, fitness center, and more. Just steps from Gulf beaches and close to St. Armand's Circle and Sarasota. Perfect for seasonal or off-season escapes, and your small dog is welcome!

2045 Gulf Of Mexico Dr #313 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2045 Gulf Of Mexico Dr #313, Longboat Key, FL 34228

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$8,000

Condo for rent

Beachside Condo with Pool & Sunset Views

Embrace coastal living in this 2-bed, 2-bath condo just steps from Longboat Key's sandy beaches and resort-style pool. The open floor plan is perfect for entertaining, while the master suite offers Gulf views and ample space. Enjoy tennis, two community pools, and beautiful sunsets from the lanai. Ideal for seasonal or annual stays, close to St. Armand's Circle and Sarasota's vibrant cultural scene. Includes assigned parking and storage.

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455 Longboat Club Rd #PH1 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

455 Longboat Club Rd #PH1, Longboat Key, FL 34228

In-unit laundry | Garage parking | High ceilings

3 beds

3 baths

$25,000

Condo for rent

Opulent Penthouse with Panoramic Gulf Views

This exquisite 2,780 sq ft penthouse epitomizes luxury with 3 bedrooms, 3.5 baths, and stunning Gulf, Bay, and Golf Course views. Features include an open floor plan with 14’ ceilings, custom kitchen with state-of-the-art appliances, a wine fridge, and a master suite with a breathtaking bath. Recently renovated, this condo boasts natural light, custom finishes, and high ceilings, creating a truly dramatic living environment.

2425 Gulf Of Mexico Dr #4E - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2425 Gulf Of Mexico Dr #4E, Longboat Key, FL 34228

In-unit laundry | Carpet | Dishwasher

2 beds

2 baths

$8,000

Condo for rent

Luxury Condo with Panoramic Gulf Views

This 2-bed, 2-bath Longboat Key condo boasts breathtaking Gulf of Mexico views from every room. Enjoy elegant interiors by an award-winning artist, granite countertops, and stunning inlaid tile floors. Two private terraces promise remarkable sunsets, and its prime location offers easy access to shopping, Sarasota's cultural hotspots, and beaches. Experience high-end coastal living in 1,470 sq ft of style and comfort.

3240 Gulf Of Mexico Dr #B303 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3240 Gulf Of Mexico Dr #B303, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$7,200

Condo for rent

Luxe Bayview Condo with Exclusive Beach Access

Experience the luxury of this beautifully furnished 2-bed, 2-bath condo in the award-winning Portobello community. High-end kitchen and bathroom renovations, a screened lanai with bay views, and direct beach access elevate the living experience. Enjoy community perks like a pool, tennis courts, and a clubhouse, all while relishing the serenity of Longboat Key.

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

$8,000

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.

1925 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1925 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

3 beds

2 baths

$8,000

Condo for rent

Beachfront Oasis with Luxury Seaplace Amenities

Enjoy beachfront living in this furnished 3-bed, 2-bath condo offering stunning Gulf views and a spacious lanai. Located in the Seaplace community, take advantage of two pools, a fitness center, clubhouse, tennis courts, and a gorgeous white sand beach. Perfect for a three-month or longer stay, the unit includes in-unit laundry and thoughtful furnishings for a comfortable, stay-ready experience.

512 Gunwale Ln - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

512 Gunwale Ln, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$11,000

House for rent

Waterfront Living with Private Dock & Gulf Access

Experience ultimate coastal luxury at this furnished 3-bed, 2-bath home with 1,861 sqft of living space, featuring direct Gulf access via a private dock with boat lift. Relax by the pool or explore nearby St. Armands Circle for dining and entertainment. This prime Longboat Key rental perfectly combines convenience and serene waterfront living.

701 Broadway St - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

701 Broadway St, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$7,850

House for rent

Charming Bungalow Steps from Whitney Beach

Experience island living in this newly remodeled bungalow just blocks from Whitney Beach and the bay. This historic post office turned home features high ceilings, modern stainless appliances, and a heated pool with hot tub. The serene, private property is surrounded by lush landscaping, offering peaceful vibes and ample boat parking. With spacious accommodations for 6 and available furnished, this charming getaway invites relaxation and enjoyment in a tranquil neighborhood setting.

832 Bayport Way #832 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

832 Bayport Way #832, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Gulf to Bay Condo with Beach & Tennis Access

Enjoy island living in this fully furnished 2-bed, 2-bath condo in Bayport Beach & Tennis Club. With over 1600 sqft, the home features a private garden patio, perfect for relaxation. Access 1200 feet of private Gulf beach, HarTru tennis courts, a heated pool, and nature trails. The clubhouse offers social activities, fitness facilities, and more, all in a picturesque 27-acre community.

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739 Bayport Way #739 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

739 Bayport Way #739, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$11,000

Condo for rent

Charming Condo with Stunning Garden & Sunset Views

This beautifully remodeled 2-bed, 2-bath end unit offers serene garden views and a spacious open layout. Enjoy a private lanai, an outdoor deck, and access to a pristine beach. Community features include a heated pool, tennis courts, fitness center, and more. Just minutes from dining and shopping in St. Armand's Circle and downtown Sarasota, this condo is the perfect retreat in paradise.

523 Bayport Way #523 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

523 Bayport Way #523, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Longboat Key Condo with Beach & Tennis Amenities

Discover serene living in this remodeled 2-bed, 2-bath furnished condo featuring an open floor plan and spacious primary suite. Situated in the amenity-packed Bayport Beach & Tennis Club, enjoy access to tennis courts, a heated pool, a private pier, and more. Just steps from the Gulf’s private beach and minutes to St. Armand’s Circle and Sarasota's vibrant cultural scene.

838 Bayport Way #838 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

838 Bayport Way #838, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Luxurious Condo at Bayport Beach & Tennis Club

Revel in island living with this stunning 2-bed, 2-bath furnished condo. Nestled in an amenity-rich community, it features a heated Jr. Olympic pool, tennis courts, and clubhouse. Steps from the private Gulf beach, enjoy kayaking, nature trails, and vibrant social activities. Perfect for seasonal or monthly rentals, offering comfort and style in scenic Longboat Key.

817 Bayport Way #817 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

817 Bayport Way #817, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Beachside Condo with Stunning Bay Views

Enjoy breathtaking bay views and sunrises from this furnished 2-bed, 2-bath condo offering an open floor plan. Relish the active lifestyle with a range of community amenities including tennis courts, a heated pool, nature trails, and more. Just steps from a private Gulf beach and minutes from vibrant St. Armand's Circle, this 1,601 sq. ft. retreat is a perfect getaway. Available May-October 2024 for off-season rental.

805 Bayport Way #805 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

805 Bayport Way #805, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Luxurious Condo with Private Beach Access

A tranquil retreat awaits in this beautifully furnished 2-bed, 2-bath condo at Bayport Beach and Tennis Club. With 1,456 sq ft, enjoy access to a pristine private beach, a junior Olympic pool, tennis courts, and more. Surrounded by lush tropical gardens, this condo offers a resort-style lifestyle with ample amenities including a private fishing pier, kayak launch, bocce court, and a clubhouse for social activities. Available December 2024.

833 Bayport Way #833 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

833 Bayport Way #833, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$9,000

Condo for rent

Island Retreat with Beach Access & Tennis Courts

Embrace tranquility in this furnished 2-bed, 2-bath condo featuring open concept living and serene garden views. Nestled on 27 acres, enjoy private Gulf beach access, HarTru tennis courts, a Jr Olympic pool, and nature trails. Ideal for an active island lifestyle with a clubhouse offering social events. Available May-Nov 2024 at special rates.

830 Bayport Way #830 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

830 Bayport Way #830, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$9,000

Condo for rent

Resort-Style Condo with Private Beach Access

Experience upscale coastal living in this 2-bed, 2-bath condo at Bayport Beach and Tennis Club. Spanning 1,456 sq ft, enjoy modern amenities with furnished interiors, a large patio with garden views, and access to a private beach. Amenities include a heated Olympic pool, tennis courts, fitness center, and more. Perfectly located near vibrant shopping and dining at St. Armand's Circle and cultural attractions in Downtown Sarasota.

741 Bayport Way #741 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

741 Bayport Way #741, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Coastal Retreat with Tennis & Private Beach Access

Experience vibrant island living in this beautifully decorated 2-bed, 2-bath condo at Bayport Beach & Tennis Club. Enjoy access to amenities like 4 Har Tru tennis courts, a Jr. Olympic sized heated pool, and private beach access. Perfect as a seasonal or monthly rental, this 1,426 sq ft, fully furnished residence offers a stunning getaway surrounded by nature trails and captivating Gulf sunsets. Available July-December 2024.

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Home > Apartments in Longboat Key
Updated: September 7, 2025

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Learn more about renting in Longboat Key, FL

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 rentals79
💰Best rent deal2850 Gulf Of Mexico Dr #10
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos