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Apartments for Rent in Longboat Key, FL

Average rent

$9,000
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5801 Gulf Of Mexico Dr - Photo 1 of 1

4d ago

House for rent in Longboat Key

5801 Gulf Of Mexico Dr, 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.

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.

981 Longboat Club Rd #NA - Photo 1 of 1

19h ago

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981 Longboat Club Rd #NA, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Garage parking

3 beds

3 baths

$25,000

House for rent

Available Nov 16

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

1d 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

640 Broadway St - Photo 1 of 1

2d 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

$6,850

House for rent

Coastal Charm in a Modern Hurricane-Rebuilt Home

This tranquil 2-bedroom, 2-bath retreat features a versatile home office with a Murphy bed and a spacious open-concept layout. Enjoy a modern kitchen with stainless steel appliances, a master suite with a wet bar, and contemporary bathrooms. The private backyard oasis includes a lily pad pond and fire pit. Fully furnished and move-in ready, this home is steps from Whitney Beach and close to dining and entertainment in Longboat Key, Anna Maria Island, and Sarasota.

690 Old Compass Rd - Photo 1 of 1

3d 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

Waterfront Retreat with Private Beach Access

Experience the ultimate coastal lifestyle in this meticulously maintained home featuring 3 bedrooms, a guest suite, and 3 baths within 3,230 sq ft. Located on one of Longboat Key's widest deep water canals, enjoy direct access to Sarasota Bay with two boat lifts at your private dock. Relax by the inviting heated pool and hot tub, or stroll to the nearby private beach access. This quaint neighborhood offers a serene escape with impeccable amenities for family and friends.

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2377 Harbour Oaks Dr - Photo 1 of 1

3d 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 Dr #7B - Photo 1 of 1

3d ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2425 Gulf Of Mexico Dr #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!

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829 Bayport Way #829 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

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.

1945 Gulf Of Mexico Dr - Photo 1 of 1

5d+ 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

$2,695

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!

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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 | Assigned parking

2 beds

2 baths

$7,900

Condo for rent

Charming Condo Steps from the Gulf with Amazing Views

Embrace beachside living in this beautifully renovated 2-bedroom, 2-bath condo, just a minute's walk from the Gulf beach. This unit features stunning sunset views from a brand new wrap-around balcony and includes all essentials for a perfect getaway. Enjoy the luxury of a heated onsite pool, spacious living area, and thoughtful amenities like high-speed internet and a large screen smart TV in each room. Don’t miss out on this tropical oasis!

1945 Gulf Of Mexico Dr - 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 Dr, 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.

524 Outrigger Ln #NA - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Luxury 5 bedroom private pool home on canal in Longboat Key With Great Amenities

524 Outrigger Ln #NA, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Garage parking

5 beds

4 baths

$16,000

House for rent

Available Jun 1

Luxurious Longboat Retreat with Endless Amenities

Experience luxury living in this expansive 5-bedroom, 4.5-bathroom home featuring an automated design and incredible outdoor spaces. Lounge by the pool or entertain in the outdoor kitchen. Enjoy extras like kayaks, bikes, and beach gear. The updated kitchen and bath, private office, and spacious layout make it ideal for both relaxation and productivity. Utilities are included, ensuring a comfortable stay from June to September 2025.

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

$4,500

$3,998

Price drop

Condo for rent

Available Dec 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.

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

5d+ ago

Condo for rent in Longboat Key

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

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.

618 Bayport Way BAYPORT WAY #618 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

618 Bayport Way 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.

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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.

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

$15,500

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.

100 Sands Point Rd #223 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

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!

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

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$12,500

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.

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

$5,900

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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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

$11,400

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.

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

5d+ ago

Longboat Key Club condo for rent in Longboat Key

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.

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.

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

5d+ 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

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.

825 Tarawitt Dr - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

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.

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.

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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 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.

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.

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.

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.

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 & 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.

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.

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!

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.

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Home > Apartments in Longboat Key
Updated: November 9, 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 rentals79
💰Best rent deal2850 Gulf Of Mexico Dr #10
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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