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Apartments for Rent in Longboat Key, FL

Average rent

$8,000
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5801 Gulf Of Mexico Dr - Photo 1 of 1

5d+ 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.

2425 Gulf Of Mexico Dr #PH15C - Photo 1 of 1

2d ago

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2 beds

2 baths

$9,750

Condo for rent

Available Oct 1

2013 Harbour Links Dr - Photo 1 of 1

1d ago

Condo for rent in Longboat Key

2013 Harbour Links Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$7,500

$6,950

Price drop

Condo for rent

Luxurious Coastal Condo with Private Beach Access

Elevate your lifestyle in this beautifully remodeled 2-bed, 2-bath condo, boasting 2,369 sq. ft. of stylish living space. Enjoy high ceilings, a floating staircase, and a private elevator. The spacious primary suite offers a spa-like retreat, while the outdoor screened deck showcases breathtaking views. Relax by the heated pool and indulge in exclusive access to the private Bay Isles Beach Club. Perfect for both long-term living and seasonal escapes, this home is a true slice of paradise.

2301 Gulf Of Mexico Dr #102N - Photo 1 of 1

2d ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2301 Gulf Of Mexico Dr #102N, Longboat Key, FL 34228

In-unit laundry | Furnished | Balcony

2 beds

2 baths

$9,000

Condo for rent

724 Bayport Way #724 - Photo 1 of 1

4d 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

$11,500

Condo for rent

Breathtaking Gulf Views in an Amenity-Rich Condo

This beautifully maintained 2-bedroom, 2-bathroom condo showcases stunning Gulf views from nearly every room. The open-concept layout enhances the spacious living, dining, and kitchen areas. Enjoy a luxurious primary suite with a walk-in closet and double vanity. Located in the vibrant Bayport Beach & Tennis Club, residents can access tennis courts, a heated Jr. Olympic pool, and private beach access, all enveloped by lush tropical landscaping.

6980 Poinsetta Ave - Photo 1 of 1

4d ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

6980 Poinsetta Ave, Longboat Key, FL 34228

In-unit laundry | On-site laundry | Ceiling fan

1 bed

1 bath

$4,650

$4,250

Price drop

House for rent

Tranquil Cottage with Modern Luxuries by the Beach

Nestled in a serene fishing village, this elegant one-bedroom cottage features vaulted ceilings and a contemporary kitchen. Enjoy high-speed internet, in-unit laundry, and exclusive boat parking. With Whitney Beach just a short stroll away, this charming retreat combines island charm with modern comfort, perfect for couples seeking a peaceful seaside getaway.

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640 Broadway St - Photo 1 of 1

4d 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

3 beds

2 baths

$7,250

$5,500

Price drop

House for rent

Historic Coastal Retreat with Modern Luxury

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

1095 Gulf Of Mexico Dr #104 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,700

Condo for rent

Beachfront Condo with Resort-Style Amenities!

This furnished 2-bed, 2-bath condo offers the ultimate beach getaway. Located on the first floor for easy access, it features a refreshing view of the central lake with a glimpse of the ocean. Enjoy resort amenities such as a heated pool, spa, fitness areas, tennis, and pickleball. With a cozy den and fully equipped unit, all that's needed is a suitcase and a spirit of relaxation. Sunrises and sunsets await on the porch, making this a perfect retreat from the everyday hustle!

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807 Bayport Way - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

807 Bayport Way, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$5,500

$5,200

Price drop

Condo for rent

Stylish Beachside Condo with Modern Amenities

Embrace coastal living in this spacious 2-bedroom, 2-bathroom condo, featuring 1,370 sq. ft. of comfort. Enjoy a well-appointed kitchen, cozy dining area, and community perks like a pool, gym, and clubhouse. Just steps away from stunning beaches, this pet-friendly retreat invites small dogs and offers a vibrant lifestyle perfect for relaxation and entertainment. Fully furnished with essential appliances and flexible lease options make it a must-see home!

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

$6,000

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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Outdoor Space

Dishwasher

In-Unit Laundry

Swimming Pool

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.

747 Saint Judes Dr S #2 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

747 Saint Judes Dr S #2, Longboat Key, FL 34228

In-unit laundry | Walk-in closets | Outdoor space

1 bed

1 bath

$3,200

Condo for rent

Stunning Bay-View Condo with Private Dock Access

This charming 1-bed, 1-bath condo offers spectacular panoramic views of Sarasota Bay and the distant skyline, perfect for boaters with a private dock and lift right outside. Enjoy an open kitchen and living area, a screened lanai, and convenient in-unit laundry. Experience the tranquility of beach living with private access to pristine sands and turquoise waters, along with endless outdoor activities like fishing and hiking in this serene association of just eight units.

420 Firehouse Ct #10 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Villa - LONGBOAT KEY, FL

420 Firehouse Ct #10, Longboat Key, FL 34228

In-unit laundry | Walk-in closets

2 beds

2 baths

$3,600

Condo for rent

Coastal Condo Retreat with Modern Elegance

This beautifully remodeled 2-bedroom, 2-bath condo offers a perfect coastal escape with 1,015 sq. ft. of stylish living space. Features include new appliances, spacious walk-in closets, and a utility room with washer/dryer hookups. Enjoy the laid-back lifestyle with easy beach access just 0.1 miles away and nearby dining and shopping options, making it an ideal annual rental on Longboat Key.

600 Russell St - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

600 Russell St, Longboat Key, FL 34228

In-unit laundry | Walk-in closets | Outdoor space

4 beds

2 baths

$4,500

House for rent

Renovated 4-Bedroom Home in Charming Village

This beautifully updated 4-bedroom, 2-bathroom home features new appliances, cabinetry, and flooring throughout. With 1,280 square feet, it combines modern comfort with historic charm. Lawn maintenance is included, and there's convenient in-unit laundry. Enjoy the close proximity to stunning beaches, vibrant dining, and shopping options, making this residence perfect for the Gulf Coast lifestyle.

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

Condo for rent

Available Jun 1

Stunning Beachfront Retreat with Captivating Views

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

1155 Bogey Ln #NA - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

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

1155 Bogey Ln #NA, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Garage parking

3 beds

3 baths

$12,000

House for rent

Available Nov 1

Chic Waterfront Home with Pool and Spacious Deck

This stunning 3-bedroom, 3-bathroom house offers 2,045 sq ft of luxurious living in Country Club Shores. Enjoy the serene ambiance with central air, a deck, and a refreshing pool. Included utilities such as cable, internet, and water make for stress-free living. Perfect for seasonal rentals, available for select dates in late 2026 and early 2027. Embrace the ultimate Florida lifestyle in this exquisite property!

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

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

618 618 Bayport Way BAYPORT WAY #618, Longboat Key, FL 34228

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

2 beds

2 baths

$6,250

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.

4805 Gulf Of Mexico Dr #102 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

4805 Gulf of Mexico Dr. Longboat Key

4805 Gulf Of Mexico Dr #102, Longboat Key, FL 34228

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$10,100

Condo for rent

Available Dec 1

Coastal Retreat with Beach Access & Luxe Amenities

This stunning 2-bedroom, 2-bathroom condo offers a perfect escape just steps from the Gulf Coast's pristine beaches. Featuring a brand-new kitchen, spacious living area, and private lanai, it’s ideal for relaxation. Enjoy resort-style amenities, including heated pools, tennis courts, and a new gym. The updated laundry room and furnished spaces add to the convenience. With local dining and entertainment nearby, this unit promises an unforgettable coastal lifestyle.

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1945 Gulf Of Mexico Dr #213 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

$5000 - Gulf-front building 3 Bedroom 2 Bathroom Condo In Longboat Key With Great Amenities

1945 Gulf Of Mexico Dr #213, Longboat Key, FL 34228

In-unit laundry | Air conditioning | On-site laundry

3 beds

2 baths

$5,000

Condo for rent

Available May 1

Stylish Gulf-Front Condo with Modern Amenities

Enjoy mesmerizing beach views from this spacious 3-bedroom, 2-bathroom condo featuring modern updates throughout. With 1,265 sq. ft., this stylish retreat includes a screened lanai, central air, and an updated kitchen with stainless steel appliances. Relax by the pool or cozy up by the fireplace. All utilities are included for hassle-free living. Perfectly located near St. Regis Resort, this inviting condo offers luxury and convenience right at your doorstep.

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

$2,500

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!

3020 Gulf Of Mexico Dr #2 - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

3020 Gulf Of Mexico Dr #2, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

3 baths

$6,500

House for rent

Luxurious Coastal Retreat with Private Pool

Experience Florida living in this exquisite three-story home, fully furnished for a comfortable stay. Spanning 3,310 sq ft, this rental features ample storage, a private pool surrounded by lush landscaping, and is just a short 3-minute walk to Gulf beaches. Perfect for sun-seekers and those who appreciate a serene outdoor oasis. Ideal for a year-long lease, this property offers the perfect blend of luxury, convenience, and relaxation.

603 Longboat Club Rd #204N - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

603 Longboat Club Rd #204N, Longboat Key, FL 34228

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$12,000

Condo for rent

Chic Gulf-Front Condo with Breathtaking Views

Experience luxury coastal living in this remodeled 2-bedroom, 2-bath condo featuring stunning marble floors and expansive ocean views. The elegant kitchen with a large island flows seamlessly into the bright living area. The primary suite offers a private retreat alongside a luxurious bathroom with striking black marble finishes. Enjoy resort-style amenities including a heated beachfront pool, fitness center, and 24-hour security in this upscale Longboat Key community.

1591 Gulf Of Mexico Dr #515 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

1591 Gulf Of Mexico Dr #515, Longboat Key, FL 34228

Garage parking | Swimming pool | Fitness center

1 bed

2 baths

$17,000

Condo for rent

Available Apr 8

Luxurious Bayfront Condo with Chef's Kitchen

Experience upscale coastal living in this stunning 1-bed, 2-bath condo at The St. Regis. Designed with elegance, it features soaring ceilings, walls of glass for breathtaking Sarasota Bay views, and a chef-inspired kitchen with premium appliances. The luxurious owner's suite opens to an outdoor terrace, perfect for enjoying morning coffee. Enjoy world-class amenities including a private beach, spa, pool, and concierge services, all within a serene waterfront setting.

615 Dream Island Rd #107 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

615 Dream Island Rd #107, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$12,500

Condo for rent

Luxe Waterfront Condo with Pool & Boat Access

This stunning 2-bed, 2-bath condo offers breathtaking views of the intracoastal waterway from a spacious, fully renovated interior spanning 1,293 sq. ft. Enjoy easy access to the heated swimming pool and a private 40' boat slip. Featuring new appliances, stylish Carrara marble flooring, and modern fixtures, this oasis in the Harbour Villa Club is perfect for enjoying the Florida lifestyle, complete with tennis courts and nearby beach access for spectacular sunsets.

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

5d+ ago

House for rent in Longboat Key

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

Furnished | Garage parking | Swimming pool

1 bed

2 baths

$15,000

House for rent

Available Jan 1

Coastal Luxury Retreat with Stunning Views

Experience the ultimate in coastal living in this annual rental at The Residences at The St. Regis. This furnished 1-bed, 2-bath residence spans 1,721 sq ft, showcasing soaring ceilings and breathtaking views through floor-to-ceiling sliding glass doors. The gourmet kitchen features high-end Wolf and Sub-Zero appliances, while the elegant owner’s suite includes a spacious walk-in closet and luxurious bath. Enjoy resort-style amenities including pools, spa, fitness center, and private beach access.

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

Beachfront Condo with Stunning Gulf Views

This charming 2-bedroom, 2-bath condo offers a turnkey experience with beautiful Gulf of Mexico views and a spacious balcony for sunset watching. The living area features an entertainment center and a flat-screen TV, while both bedrooms provide serene comfort. Enjoy nearby shopping and dining options from St. Armands Circle to downtown Sarasota. Dive into relaxation at the community pool, making every moment in this 1,273 sq ft condo feel like a vacation.

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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

$10,000

Condo for rent

Breathtaking Gulf Views from Elegant Condo Retreat

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

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

$5,500

Condo for rent

Beachfront Bliss with Stunning Gulf Views

Experience serene coastal living in this beautifully renovated 2-bedroom, 2-bath condo featuring direct gulf views and a spacious screened lanai. With contemporary beach-style décor, new appliances, and in-unit laundry, this 1,260 sq. ft. retreat is perfect for relaxation. Enjoy community amenities like a heated pool, tennis court, and boat dock just across the street. Conveniently located near shopping and dining, this condo offers everything needed for the ultimate seaside getaway.

1050 Longboat Club Rd #506 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1050 Longboat Club Rd #506, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

1.5 baths

$5,000

Condo for rent

Stunning Beachfront Retreat with Gulf Views

Experience luxury living in this beautifully renovated 2-bed, 1.5-bath condo on the 5th floor, showcasing breathtaking Gulf views. This coastal gem features a primary suite with an adjustable king-size bed and a guest room with a versatile twin-to-king option. Enjoy resort-style amenities, including a beachfront pool, spa, tennis courts, and private beach access. Located moments from exquisite dining and shopping, this property offers the ultimate Florida lifestyle wrapped in comfort and tranquility.

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

3.5 baths

$10,000

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.

537 Outrigger Ln #1 - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

537 Outrigger Lane - 1

537 Outrigger Ln #1, Longboat Key, FL 34228

Furnished | Garage parking | Swimming pool

3 beds

2 baths

$7,000

House for rent

Available Mar 11

Waterfront Haven with Direct Gulf Access

Embrace the island lifestyle in this beautifully updated 2-bedroom, 2-bath home with a den, featuring a 20,000-pound boat lift and private heated pool. Perfect for boaters, the property includes hurricane-impact sliders, lush landscaping, and deeded beach access just steps away. An open-concept kitchen with a quartz island complements the upscale finishes throughout. Enjoy the convenience of being in a sought-after community, ideal for both long-term and seasonal leases. Pets welcome!

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.

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

$9,000

Condo for rent

Breathtaking Gulf Views from Luxury Condo Retreat

Experience luxury living in this stunning 2-bed, 2-bath condo featuring spectacular Gulf of Mexico views from every room. The interior showcases artwork by an acclaimed artist, with granite counters and inlaid floor tiles in the kitchen. The master bedroom offers two full-size beds, while the second bedroom accommodates one. Enjoy breathtaking sunsets from private terraces, all just a short walk from shopping and a quick drive to vibrant Sarasota.

3240 Gulf Of Mexico Dr #B504 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

3240 Gulf Of Mexico Dr #B504, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Storage

2 beds

2 baths

$6,500

Condo for rent

Waterfront Paradise with Breathtaking Views

Experience coastal living in this beautifully renovated 2-bed, 2-bath condo featuring stunning water views throughout. The spacious layout boasts luxury vinyl plank flooring and a well-appointed kitchen with solid wood cabinetry. Enjoy morning coffee or evening sunsets on the expansive screened lanai. Community perks include private beach access, a heated pool, and recreational courts, making it the perfect getaway near St. Armands Circle and Sarasota's vibrant cultural scene.

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3330 Gulf Of Mexico Dr #202D - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3330 Gulf Of Mexico Dr #202D, Longboat Key, FL 34228

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$2,995

Condo for rent

Bayfront Bliss in Turnkey Condo with Amazing Views

Embrace serene waterfront living in this beautifully furnished 2-bedroom, 2-bath condo featuring stunning bay views. The ample open floor plan highlights a seamless flow from the kitchen to living areas, complemented by a spacious enclosed lanai perfect for sunsets. Enjoy leisure amenities like a heated pool, tennis courts, and private boat launch. With convenient laundry and covered parking, this elegant residence is a rare find steps from the beach and restaurants.

1945 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Residential, Other - Longboat Key, FL

1945 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$4,000

Condo for rent

Bright Oceanview Condo in Luxurious Seaplace Community

Experience resort-style living in this stunning 2BR/2B condo with breathtaking Gulf views. Featuring a bright, open floor plan, modern kitchen, and updated baths, this fully furnished retreat is perfect for seasonal stays. Enjoy exclusive access to a private beach, heated pools, tennis courts, and more. Conveniently located near St. Armand's Circle, indulge in top-tier dining and shopping. All utilities included for a hassle-free experience!

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

$6,000

Condo for rent

Coastal Condo Retreat with Pool and Tennis Amenities

This beautifully appointed 2-bed, 2-bath condo offers a turnkey furnished experience at Bayport Beach and Tennis Club. Spanning 1,456 sq ft, it features a spacious outdoor patio with garden views. Enjoy 1,200 feet of private beach, a heated Olympic pool, and tennis courts. A fitness center and nature trails enhance the active lifestyle. Located minutes from St. Armand's Circle and Downtown Sarasota, this seasonal rental is perfect for soaking up the coastal charm.

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

$6,000

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.

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

$6,000

Condo for rent

Tropical Retreat with Private Beach Access & Tennis

This spacious 2-bedroom, 2-bath condo is fully furnished, perfect for immediate beach living. Nestled within the Bayport Beach and Tennis Club, enjoy exclusive access to a pristine beach, lush gardens, and an array of amenities including a junior Olympic-sized pool, tennis courts, and a fitness center. Embrace a resort lifestyle with on-site management, landscaping, and ample recreational options, all set on 27 picturesque acres. Ideal for an annual lease or a short-term getaway.

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

$6,000

Condo for rent

Coastal Haven with Tennis and Beach Access

This stunning fully furnished 2-bedroom, 2-bathroom condo spans 1,260 sq ft and is located within the amenity-rich Bayport Beach & Tennis Club. Residents enjoy access to Har Tru tennis courts, a heated Olympic-sized pool, a private fishing pier, and more. Just steps away from the beautiful Gulf of Mexico, outdoor enthusiasts can relish beachcombing and sunsets. The spacious clubhouse hosts social events, adding to the vibrant community lifestyle. A perfect retreat for those seeking active island living!

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

$10,000

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

$6,000

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.

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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

$6,000

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.

4330 Falmouth Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2/2

4330 Falmouth Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$3,500

Condo for rent

Waterfront Bliss in a Gated Beachside Condo

Experience paradise in this stunning 2-bedroom, 2-bathroom first-floor condo featuring amazing water views and private deeded beach access. Enjoy a multitude of amenities including 4 pools, a clubhouse, gym, and tennis courts. The unit is fully equipped with beach essentials and modern comforts, ensuring a seamless transition into beachside living. Relax in a friendly community that offers everything for an active and enjoyable lifestyle.

3740 Gulf Of Mexico Dr #114 - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

3740 Gulf Of Mexico Dr #114, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

1 bed

1 bath

$3,300

House for rent

Bayfront Villa with Beach Access & Modern Style

Experience breathtaking Bay and Marina views in this beautifully furnished 1-bedroom, 1-bath villa in a serene 55+ community. Renovated with a beachy vibe, the airy great room features an open layout with ample sunlight. Enjoy private deeded beach access just a short stroll away, along with a refreshing pool. The spacious bedroom includes a walk-in closet, making this maintenance-free retreat the perfect spot to embrace the Longboat Key lifestyle.

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

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

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

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,500

Condo for rent

Coastal Luxury with Stunning Gulf Views

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

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

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condo - Hotel - LONGBOAT KEY, FL

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

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$9,000

Condo for rent

Gulf-Front Condo with Stunning Sunsets Awaiting

Embrace the luxury of direct Gulf front living in this spacious, fully furnished 2-bed, 2-bath condo, perfect for your winter getaway. Enjoy breathtaking sunrise views from the bedrooms and spectacular sunsets over the Gulf from the open living area. Amenities abound with a heated beachfront pool, spa, fitness center, and 24-hour security. At 1,458 sq ft, this is coastal living at its finest, providing both comfort and easy access to the vibrant lifestyle of Sarasota.

513 Gunwale Ln - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

SINGLE_FAMILY - Longboat Key, FL

513 Gunwale Ln, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

4 beds

3.5 baths

$14,750

House for rent

Luxurious Waterfront Retreat with Private Pool

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

4473 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

4473 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

4 beds

4 baths

$20,000

Condo for rent

701 Broadway St - Photo 1 of 1

5d+ ago

Apartment 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

$14,400

Apartment for rent

Charming Bungalow with Lagoon Pool and Landscaped Yard

This meticulously rebuilt 2-bedroom, 2-bathroom bungalow, originally a 1920 US Post Office, features high ceilings and abundant light in a spacious open-concept design. Enjoy a gourmet kitchen with stainless steel appliances, a heated lagoon-style pool, and a hot tub amidst tropical landscaping. With private backyard access, ample RV parking, and just steps from Sarasota Bay and Whitney Beach, it’s a perfect extended-stay retreat minutes from local dining and attractions.

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Updated: May 4, 2026

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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 rentals81
💰Best rent deal3806 Gulf Of Mexico Dr #C212
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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