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Homes & Apartments for Rent in Longboat Key, FL

1-20 of 21 rentals

House for rent at 741 Bayport Way, Longboat Key, FL 34228

Featured

Managed by Keller Williams Suburban Tampa

$10,000

House2 Beds2 Baths1,426 ft²

741 Bayport Way

Longboat Key, FL 34228

Absolutely Gorgeous Inside. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully Furnished rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities.

Featured

Managed by Keller Williams Suburban Tampa

$6,000

Condo2 Beds2 Baths1,601 ft²

817 Bayport Way

Longboat Key, FL 34228

Stunning Bay Views. Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a desk. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge with 27 acres of lush mature tropical landscaping. This gulf to bay community offers an active island lifestyle with 4 Har Tru tennis courts, a Jr.

Managed by Keller Williams Suburban Tampa

$9,000

Apartment2 Beds2 Baths1,600 ft²

829 Bayport Way

Longboat Key, FL 34228

Introducing a remarkable opportunity to rent a piece of paradise at 829 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. As you enter the community, you are greeted by meticulously landscaped grounds that set the tone for what lies ahead. The property features a well-designed layout that maximizes space and natural light, creating a welcoming atmosphere throughout.

Featured

Managed by Liz Van Osdol

$10,100

Condo2 Beds2 Baths1,393 ft²

4805 Gulf of Mexico Dr #102

Longboat Key, FL 34228

Available December 1st, 2026. The Ocean Is Your Backyard. Minutes away from world-class golfing, boating, tennis, dining and shopping. This exclusive, private and serene Gulf Coast Condominium unit has been a traveler's dream for so many years now. The Property offers steps to the Gulf Coast's richest Beaches. We offer a fully stocked outdoor shed with beach chairs, beach toys and even a kayak. Once you step inside our unit, you'll notice our brand-new kitchen has been recently updated. Dining Area that fits up to 8 people.

Featured

Managed by Keller Williams Suburban Tampa

$11,000

House2 Beds2 Baths1,260 ft²

806 Bayport Way

Longboat Key, FL 34228

Discover a tranquil retreat at 806 Bayport Way, where coastal living meets sophisticated design. This exceptional property is ideally located near a private beach, providing residents with exclusive access to sun-soaked shores and beautiful ocean views. Upon entering, you'll be greeted by a thoughtfully designed space that emphasizes both comfort and functionality. The kitchen features elegant cabinetry and modern appliances, providing a perfect environment for culinary enthusiasts. The open layout seamlessly connects the kitchen to the living area, which boasts natural light flowing through large sliding glass doors, leading directly to an outdoor patio.

Featured

Managed by NextHome Excellence

$8,000

Condo3 Beds3.5 Baths2,143 ft²

3040 Grand Bay Blvd #292

Longboat Key, FL 34228

Experience unparalleled luxury and breathtaking views from this stunning 9th-floor condominium at Grand Bay. From sunrise to sunset, enjoy panoramic vistas from your private wraparound balcony or through the floor-to-ceiling sliding glass doors that frame the living room. Designed for both relaxation and sophistication, this residence offers the elegance of a luxury waterfront home with the convenience of condominium living. Step off your private elevator and through double entry doors to be greeted by sprawling water views from every angle.

Featured

Managed by Keller Williams Suburban Tampa

$11,500

Condo2 Beds2 Baths1,531 ft²

724 Bayport Way

Longboat Key, FL 34228

Stunning Gulf Views. Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a desk. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge with 27 acres of lush mature tropical landscaping. This gulf to bay community offers an active island lifestyle with 4 Har Tru tennis courts, a Jr.

Featured

Managed by Keller Williams Suburban Tampa

$13,000

Apartment3 Beds2 Baths2,134 ft²

716 Bayport Way

Longboat Key, FL 34228

Gorgeous Inside. This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge in the heart of Longboat Key. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr.

Updated - yesterday

Managed by Andrew Clark

$5,950

Apartment2 Beds2 Baths2,369 ft²

2013 Harbour Links Dr

Longboat Key, FL 34228

Step into elevated coastal living at 2013 Harbour Links Drive, a recently remodeled and beautifully curated 2-bedroom, 2-bathroom residence offering 2,369 square feet of beautifully designed living space on Longboat Key. Offered fully furnished and ready for immediate enjoyment, this home is perfectly positioned on a quiet cul-de-sac with extra guest parking, combining privacy, luxury and convenience-ideal for both long-term living or a seasonal retreat. Inside, you'll find soaring high ceilings and a bright, open layout highlighted by a stunning floating staircase and the added convenience of a private elevator, providing effortless access to every level of the home.

Featured

Managed by NextHome Excellence

$2,500

Condo1 Bed1.5 Baths761 ft²

3802 Gulf of Mexico Dr

Longboat Key, FL 34228

Available For Annual or Rental. 3 Month Minimum. Beach Harbor Club - Turnkey Furnished Gulf-View Condo. Welcome to your seasonal coastal retreat at the highly desirable Beach Harbor Club on Longboat Key. This beautifully appointed 1-bedroom, 1.5-bath furnished condo offers the perfect blend of comfort, convenience and island living just steps from the Gulf of Mexico. Inside, you'll find a bright and inviting floor plan featuring a well-equipped kitchen, spacious living area and a private bedroom suite designed for relaxation. The unit includes the added convenience of an in-unit washer and dryer, making extended stays effortless.

Featured

Managed by Stockton Realty Advisors

$2,800

Condo2 Beds2 Baths1,503 ft²

1095 Gulf of Mexico

Longboat Key, FL 34228

Furnished Condo on The Beach. Available Now. 2027 Winter is Taken - Sorry. May - November are for rent at $2,700 a month + resort taxes. This wonderful Condo 2 bed/2 bath and den is now available. Beach Place is one of the most sought out places on Longboat Key. Located mid-island, this association has a Fantastic beach, large heated pool, spa and his/hers fitness areas, Ev charging station, tennis, pickle ball and More. This condo is on the first floor so it has it's own entry so you don't have to use the elevator.

Featured

Managed by Keller Williams Suburban Tampa

$10,000

Condo2 Beds2 Baths1,456 ft²

519 Bayport Way

Longboat Key, FL 34228

Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse, bike trails and a private fishing pier on the bay side surrounded by mangroves. Turnkey furnished on the upper level of a quiet end unit, including two full bedrooms - one with a king bed and the other with two twin beds.

Featured

Managed by Rent Sarasota

$4,000

Condo1 Bed1 Bath1,080 ft²

1000 Longboat Club Dr

Longboat Key, FL 34228

Seasonal Rental - Beachfront Living at The Privateer on Longboat Key / Escape the cold and enjoy a relaxing winter retreat in this beautifully maintained 1-bedroom, 1-bathroom condo located on the 4th floor of the highly sought-after The Privateer on Longboat Key. This inviting residence offers a bright and open layout, a well-equipped kitchen and a comfortable, spacious bedroom designed for easy seasonal living, along with a private balcony overlooking the Gulf-perfect for enjoying morning coffee or taking in breathtaking sunset views.

Featured

Managed by Nomad

$5,200

Condo2 Beds2 Baths1,370 ft²

807 Bayport Way

Longboat Key, FL 34228

Welcome to your dream condo in beautiful Longboat Key. This spacious 2-bedroom, 2-bathroom gem offers 1,370 square feet of modern living, perfect for those who appreciate both comfort and style. With a host of amenities and a vibrant community atmosphere, this property is sure to impress. Step inside to find a well-appointed kitchen featuring: Electric range and stove top. Dishwasher and microwave. Refrigerator and garbage disposal. Convenient washer and dryer. The living space flows seamlessly into a cozy dining area, making it ideal for entertaining friends or enjoying quiet evenings at home.

Featured

Provided by Leasing Agent

$3,500

Apartment2 Beds2 Baths1,380 ft²

573 Spanish Dr N #573

Longboat Key, FL 34228

Now Available Starting June 1, 2026 - Brand New Renovated and Turnkey Furnished available for Annual Lease ($3,500/MONTH) or Seasonal ($4,600/MONTH). Lease -3 month minumum rental (or inquire about annual option). All Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club. Recently renovated and offered turnkey furnished, this charming 2-bedroom, 2-bath home is open, airy and designed for effortless coastal living. Enjoy deeded beach access just across the street-perfect for morning walks or sunset strolls on the sands of Longboat Key.

Updated - 3 days ago

Managed by Gulf Coast Property Management

$15,000

Apartment1 Bed2 Baths1,556 ft²

1591 Gulf of Mexico Dr #515

Longboat Key, FL 34228

Long Term Unfurnished Rental. Experience elevated coastal living in this exceptional unfurnished annual residence at The St. Regis Longboat Key Resort. Accessed via a private elevator, this sophisticated home opens into a dramatic living space defined by soaring ceilings and walls of glass that frame breathtaking views of Sarasota Bay. The expansive living area flows seamlessly to a generous outdoor terrace-ideal for entertaining or simply enjoying the serene waterfront setting. Inside, the chef-inspired kitchen showcases sleek Poggenpohl cabinetry and a full suite of premium Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, full-size refrigerator and beverage center.

Featured

Managed by Keller Williams Suburban Tampa

$11,000

Condo2 Beds2 Baths1,601 ft²

739 Bayport Way

Longboat Key, FL 34228

This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features an expansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove that accommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the serene garden views from your enclosed lanai from either the family room or the master suite.

Featured

Managed by Marcia Schaefer

$4,500

Apartment2 Beds2 Baths1,560 ft²

601 Longboat Club Rd #1004S

Longboat Key, FL 34228

This beachfront retreat offers breathtaking panoramic views from it's Gulf-front and east-facing balconies, encompassing Lido and Siesta Keys, Longboat Key and the Sarasota skyline. Inside, a sunlit living room with large windows, a dining area with ocean views and an updated kitchen with stainless steel appliances and an in-unit washer/dryer provide comfortable amenities. The primary suite features a king bed and lanai access, while the guest suite includes two queen beds, both with serene bay views.

Featured

Managed by Gulf Coast Property Management

$15,000

Apartment1 Bed2 Baths1,721 ft²

1581 Gulf of Mexico Dr #307

Longboat Key, FL 34228

Annual Furnished Rental Available at The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address - the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key, Florida. Step inside to beautifully designed interiors featuring soaring ceilings and expansive floor-to-ceiling sliding glass doors that wrap around the living, dining and kitchen spaces - framing breathtaking sunrise and sunset views.

Featured

Managed by Keller Williams Suburban Tampa

$13,000

Apartment2 Beds2 Baths1,260 ft²

609 Bayport Way

Longboat Key, FL 34228

Elegantly Presented. This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort. The living area is characterized by an open layout that seamlessly connects to the kitchen, promoting an inviting atmosphere for gatherings. Large windows allow natural light to flood the space, enhancing it's airy feel. The living room features elegant architectural details and is well-suited for both intimate and larger gatherings.

Viewing 1-20 of 21 rentals in Longboat Key

What to Know About

Life in Longboat Key & Beyond

Longboat Key shares many of the great qualities that make Florida a desirable place to live.

Florida is a sunshine-filled state known for its beautiful beaches, warm weather, and world-famous theme parks like Walt Disney World, Universal Studios, and Sea World. From its iconic beaches to vibrant cities, you have a unique blend of outdoor adventure and urban excitement. Explore the state's past by visiting attractions like the Kennedy Space Center, the Museum of Florida History, or the Perez Art Museum Miami. In addition, Florida is home to renowned universities such as the University of Florida and Florida State University, University of Miami.

With hundreds of miles of sandy beaches, crystal-clear springs, and lush everglades, Florida is a paradise for visitors and residents alike. The state is also home to several professional sports teams, including the Miami Dolphins (NFL), Tampa Bay Buccaneers (NFL), Florida Panthers (NHL), Tampa Lighting (NHL), Miami Marlins (MLB), Orlando Magic (NBA), and Miami Heat (NBA). Experience all that Florida has to offer, from its stunning beaches and vibrant atmosphere to its rich traditions and thriving economy.

Discover the magic of living in Florida, where the sun shines bright, the economy thrives, and the quality of life is unparalleled, making it the perfect place to call home.

Rental Market Trends

Longboat Key, FL

As of May 2026, Longboat Key's rental market is competitive, with strong renter demand causing quick leasing times for well-priced units. Longboat Key's average rent is 114.3% ($2,429) higher than the Florida average of $2,125 and 154.6% ($2,765) higher than the U.S. average of $1,789.

Average Rent

$4,554

Monthly ChangeMonth Over Month Change

15% ($595)

Yearly ChangeYear Over Year Change

25.6% ($1570)

Avg. Days on MarketAverage Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$3,649	36.1% ($968)	13.2% ($553)
2 Beds	$4,425	34% ($1123)	13.6% ($696)
3 Beds	$5,628	4.8% ($285)	9.6% ($595)

Nearby Cities	Average Rent	Avg. Rent vs. Longboat KeyAverage Rent vs. Longboat Key	Avg. Days on MarketAverage Days on Market
Bradenton	$1,584	65.2% ($2970)	30 days
Sarasota	$2,175	52.2% ($2379)	30 days
Palmetto	$1,944	57.3% ($2610)	30 days
Ellenton	$2,235	50.9% ($2319)	31 days
Osprey	$2,016	55.7% ($2538)	31 days

Rental market trends are calculated using listing data from RentalSource.

Frequently Asked Questions

Longboat Key Rental Market FAQs

Explore rental prices, market trends, and availability in Longboat Key, FL.

What is the average rent in Longboat Key, FL?

The average rent in Longboat Key, FL is $4,554 per month.

What is the rental price range for homes in Longboat Key, FL?

Homes in Longboat Key typically rent for between $2,554 and $7,316 per month, with an average of $4,554 per month.

What is the average rent for different bedroom sizes in Longboat Key, FL?

In Longboat Key, the average rent for a 1-bedroom home is $3,649 per month, for a 2-bedroom home, $4,425 per month, and a 3-bedroom home is $5,628 per month.

How do rent prices in Longboat Key, FL compare with the national average?

The average rent in Longboat Key is 154.6% ($2,765) higher than the national average of $1,789 per month.

How have rent prices in Longboat Key, FL changed recently?

The average rent in Longboat Key has increased by 15.0% ($595) in the last month and decreased by 25.6% ($1,570) over the past year.

How competitive is the rental market in Longboat Key, FL?

The rental market in Longboat Key, FL, is currently competitive, with strong renter demand causing quick leasing times for well-priced units.

How long do rentals stay on the market in Longboat Key, FL?

In Longboat Key, FL, the average rental stays on the market for approximately 29 days. While most properties are rented within this timeframe, factors like seasonality, demand, and property type can affect how quickly a rental leases.

How many rental properties are available in Longboat Key, FL?

There are currently 21 rental properties available in Longboat Key, FL.

Can I afford to rent a home in Longboat Key, FL?

Based on the current averages, a household would need an annual income of $177,000 to comfortably afford a 2-bedroom home in Longboat Key.