Zumper

Apartments for Rent in Longboat Key, FL

78 rentals

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.

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.

832 Bayport Way #832 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

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.

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.

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

Condominium - LONGBOAT KEY, FL

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.

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
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.

Advertisement
706 Bayport Way #706 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

706 Bayport Way #706, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$6,000

Condo for rent

Bright Coastal Condo with Tropical Views & Amenities

This spacious 2-bedroom, 2-bath condo features a split open floor plan and a kitchen with granite counters, seamlessly connecting to the living area with stunning pond views. Enjoy the enclosed lanai, perfect for relaxing amidst lush landscapes. Residents have access to private beachfront, a heated Jr Olympic pool, tennis courts, a fishing pier, and more. Situated within a vibrant community on 27 acres, this pet-friendly gem is just minutes from shopping and dining hotspots.

716 Bayport Way #716 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

716 Bayport Way #716, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

3 beds

2 baths

$13,500

Condo for rent

Remodeled Corner Condo with Private Beach Access

This stunning ground-floor, corner 3-bed, 2-bath condo offers an expansive open layout with abundant natural light. Enjoy the master suite with an en suite bath and cozy alcove. Located in Bayport Beach & Tennis Club, indulge in amenities including tennis courts, a Jr. Olympic pool, a fitness center, and nature trails. Just steps from a private beach and minutes from shopping and dining at St. Armand's Circle.

522 Bayport Way #522 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

522 Bayport Way #522, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Luxurious Beachside Condo with Resort Amenities

Nestled on Longboat Key, this stunning 2-bed, 2-bath condo offers an idyllic island lifestyle. Fully furnished, it boasts access to a heated pool, 4 Har Tru tennis courts, private fishing pier, and more, all within a vibrant community. Walk to the Gulf for beach days and sunset views. With spacious living and elegant décor, this is your serene retreat in paradise.

519 Bayport Way #519 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

519 Bayport Way #519, Longboat Key, FL 34228

In-unit laundry | Furnished | Assigned parking

2 beds

2 baths

$9,500

Condo for rent

Gulf Views & Luxury at Bayport Beach Condo

Enjoy serene Gulf views and top-notch amenities in this 1,456 sq. ft. Bayport Beach and Tennis Club condo. This fully furnished, two-bedroom unit offers a peaceful retreat with access to a private beach, large pool, tennis courts, and fitness center. The condo features a lanai overlooking lush gardens, a well-equipped kitchen, and in-unit laundry. Located near St. Armand’s Circle, conveniences and entertainment are at your doorstep.

720 Bayport Way #720 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

720 Bayport Way #720, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

Luxurious Condo with Stunning Gulf Views

A lavish 2-bed, 2-bath condo set amid lush tropical beauty offers a spacious open kitchen and elegant natural-toned furnishings. The master suite boasts his and her closets, a desk alcove, and dual sinks. Enjoy sunbathing or BBQs on the private deck or relax on the screened patio with serene gulf views. Situated by Bayport Beach and Tennis Club, indulge in exclusive amenities including a vast pool, tennis courts, and private beach access.

744 Bayport Way #744 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

744 Bayport Way #744, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$9,500

Condo for rent

Serene Beachfront Condo with Active Lifestyle Amenities

This inviting 2-bedroom, 2-bath condo boasts 1,456 sq. ft. of fully furnished living space with garden views from a spacious screened lanai. Located in Bayport Beach and Tennis Club, enjoy exclusive access to 1,200 feet of pristine beach, heated swimming pool, fitness center, and tennis courts. Perfect for active lifestyles, this community features kayak storage and nature trails. Close to St. Armand's Circle and Sarasota's vibrant cultural scene. Available September - December 2023.

517 Bayport Way #517 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

517 Bayport Way #517, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$9,500

Condo for rent

Tennis Club Condo by Pristine Beach

Delight in luxurious living at Bayport Beach and Tennis Club. This furnished 2-bed, 2-bath, 1,260 sq. ft. end unit offers privacy with a screened lanai. Enjoy top-notch amenities like clay tennis courts, a heated pool, a fitness center, and a fishing pier. Walk to the stunning Gulf of Mexico beach or relax in the beautifully landscaped grounds, reminiscent of botanical gardens. Available from August to December 2024.

4325 Gulf Of Mexico Dr #305 - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

4325 Gulf Of Mexico Dr #305, Longboat Key, FL 34228

In-unit laundry | Furnished | Balcony

2 beds

2 baths

$6,000

Condo for rent

Stunning Beachfront Condo with Panoramic Gulf Views

Experience luxury living in this furnished 2-bed, 2-bath beachfront condo, boasting 1,336 sq ft and a spacious balcony. Enjoy breathtaking sunset views and upgraded amenities, including a fully equipped kitchen with a wine fridge and Keurig. Located on a tranquil stretch of beach, this peaceful retreat offers high-speed WiFi, cable TV, and easy access to local attractions, making it perfect for your next long-term getaway or vacation rental.

Advertisement
380 Gulf Of Mexico Dr #513 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

380 Gulf Of Mexico Dr #513, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$7,500

Condo for rent

Luxurious Bayfront Retreat with Resort-Style Living

This stunning 3-bedroom, 2.5-bath condo offers coastal elegance with breathtaking Sarasota Bay views and a private terrace. Featuring an open-concept layout, gourmet kitchen, and primary suite sanctuary, this home provides a perfect blend of comfort and style. Enjoy access to exclusive amenities, including a heated pool, fitness center, and tennis courts, all within the serene surroundings of Tangerine Bay Club. Perfect for both short and long stays, just unpack and unwind!

531 Birdie Ln - Photo 1 of 1
New construction

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

531 Birdie Ln, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$14,000

House for rent

Elegant Waterfront Retreat with Pool & Boat Lift

Experience luxurious living in this stunning 4-bedroom, 3.5-bathroom home, boasting breathtaking canal views and direct access to Sarasota Bay. The spacious layout includes a gourmet kitchen, a dedicated office, and a bonus room, perfect for relaxation and productivity. Enjoy your private heated pool and spa, surrounded by beautiful landscaping. This residence features an 11,000 lb boat lift, making it a true boater’s paradise, all just minutes from pristine beaches and upscale dining.

4485 Gulf Of Mexico Dr #PH2 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

4485 Gulf Of Mexico Dr #PH2, Longboat Key, FL 34228

In-unit laundry | On-site laundry | Balcony

3 beds

2 baths

$10,500

Condo for rent

Exclusive Beachfront Penthouse with Gulf Views

Experience stunning Gulf views from this 3-bedroom, 2-bath beachfront penthouse condo. Located directly on Longboat Key, enjoy the tranquil sound of waves from your balcony. The condo features new furnishings and appliances, and the Arbomar community offers a heated pool, fitness center, and more. Available February through April 2025, this winter retreat merges elegance with beachfront living.

600 Sutton Pl #201 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

600 Sutton Pl #201, Longboat Key, FL 34228

In-unit laundry | Furnished | Assigned parking

1 bed

1 bath

$3,200

Condo for rent

Serene Bay-View Condo with Gulf Access

Enjoy stunning Sarasota Bay views from this fully furnished 1-bed, 1.5-bath condo. Featuring a living room overlooking the pool, this rental includes beach access, heated pools, and available boat docks. Ideal for 6-12 month stays, with rent varying by season. Experience the best of Longboat Key living with convenient bike storage and outdoor grilling.

4325 Gulf Of Mexico Dr #507 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

4325 Gulf Of Mexico Dr #507, Longboat Key, FL 34228

In-unit laundry | Balcony | Swimming pool

3 beds

2 baths

$9,587

Condo for rent

Gulf Front Condo with Breathtaking Views

Immerse in island life with this stunning 3-bed, 2.5-bath Gulf front condo. Enjoy serene ocean sounds, turquoise waters, and direct beach access. The sun-filled 1,336 sq ft space features a balcony with panoramic Gulf views, perfect for alfresco dining. Relax by the pool or explore nearby downtown Sarasota's cultural and shopping delights.

3235 Gulf Of Mexico Dr #A302 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3235 Gulf Of Mexico Dr #A302, Longboat Key, FL 34228

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$8,000

Condo for rent

Renovated Beachfront Condo with Gulf Views

Enjoy relaxed beachfront living in this 2-bed, 2-bath condo on Longboat Key, featuring stunning gulf views from a full-length screened lanai. Newly renovated with beach-style décor, new kitchen appliances, and convenient in-unit laundry. Amenities include a heated pool, tennis court, and boat dock. Just a short distance to Publix and St. Armand's Circle. Perfect for your next getaway!

5135 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Longboat Key

5135 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Balcony | Storage

3 beds

2 baths

$4,950

Apartment for rent

Beachfront Retreat with Stunning Gulf Views

This exquisite 3-bedroom, 2-bathroom apartment offers a beachside haven with breathtaking west-facing views of the Gulf. Enjoy direct access to the sandy shore, a communal pool for relaxation, and a spacious living area perfect for entertaining. Additional features include allocated parking and an outdoor storage cupboard for beach gear. With only eight residences, this property ensures an exclusive feel in a sought-after location. Experience the ultimate coastal lifestyle!

3040 Grand Bay Blvd - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

3 beds

3 baths

$8,000

Condo for rent

Luxurious Coastal Condo with Breathtaking Views

Unwind in this stunning 3-bedroom, 3.5-bath condominium showcasing panoramic sunsets from the 9th floor. Features include an elegant kitchen, spacious living areas, and a private wraparound balcony. Enjoy exclusive amenities like a lap pool, fitness center, and direct beach access. This modern coastal retreat, designed for sophistication, offers an unparalleled lifestyle just minutes from vibrant dining and cultural attractions. All utilities included for a stress-free living experience.

Advertisement
2339 Harbour Oaks Dr - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

2339 Harbour Oaks Dr, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$10,995

House for rent

Stylish Golf Course Villa with Luxurious Upgrades

This beautifully renovated 3-bedroom, 2.5-bath villa boasts 2,396 sq ft of spacious living under vaulted ceilings and skylights, perfect for entertaining. The gourmet kitchen features solid cherry wood cabinetry, quartz counters, and a massive butler’s pantry. Enjoy outdoor living on the two-level screened lanai with an outdoor kitchen. Located in the guard-gated Bay Isles, residents have access to the beach club and amenities including a heated pool and BBQ area.

Showing 51 - 78 of 78 results
Home > Apartments in Longboat Key
Updated: February 5, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Longboat Key, and more.

Learn more about renting in Longboat Key, FL

5

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 rentals78
💰Best rent deal600 Sutton Pl #201
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos