
Cheap Homes for Rent in Longboat Key, FL from $1,695 (10 Rentals)
Search the lowest-cost Homes available for rent right now in Longboat Key.


3802 Gulf of Mexico Dr

722 S Boulevard of the Presidents

9819 Hernando Ct

129 Tyler Dr
The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments
Find your perfect Sarasota apartment! Explore diverse areas like Arlington Park, Cherokee Park, and Downtown. See housing options for singles, families, and retirees in beautiful SW Florida.

775 John Ringling Blvd

3808 Gulf of Mexico Dr

9604 Cortez Rd W

103 4th St S

885 Spanish Dr N
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
Longboat Key, FL Local Guide

How much does it cost to rent a home in Longboat Key?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Longboat Key 2 Bedroom Homes for Rent | $6,852 | $1,695 | $10,000+ |
| Longboat Key 3 Bedroom Homes for Rent | $9,862 | $3,200 | $10,000+ |
| Longboat Key 4 Bedroom Homes for Rent | $16,363 | $9,590 | $10,000+ |
| Longboat Key 5 Bedroom Homes for Rent | $31,500 | $10,000 | $10,000+ |
| Longboat Key 6 Bedroom Homes for Rent | $37,500 | $10,000 | $10,000+ |
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Longboat Key, FL Local Guide
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Best Value Homes for Rent in Longboat Key, FL
As of September 19, 2026 the best value rental home in the Longboat Key area is the $3.93 price per square foot 425 McKinley Dr Model at 425 McKinley Dr in the Lido Key neighborhood starting from $9,590. The second greatest value Longboat Key rental home is the 5621 Gulf of Mexico Dr Model at 5621 Gulf of Mexico Dr, Unit 103 in the Long Bar Pointe neighborhood starting at $5,500 with a $3.18 price per square foot. Here is today’s list of the best values for Longboat Key homes based on price per square foot:
| Home Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 425 McKinley Dr | 425 McKinley Dr | 4BR, 4BA | $3.93 |
| 5621 Gulf of Mexico Dr, Unit 103 | 5621 Gulf of Mexico Dr | 3BR, 2BA | $3.18 |
| 5611 Gulf of Mexico Dr, Unit 5 | 5611 Gulf of Mexico Dr | 3BR, 3BA | $4.64 |
| 817 Bayport Wy, Unit 817 | 817 Bayport Wy | 2BR, 2BA | $3.75 |
| 833 Bayport Wy, Unit 833 | 833 Bayport Wy | 2BR, 2BA | $4.12 |
| 830 Bayport Wy, Unit 830 | 830 Bayport Wy | 2BR, 2BA | $4.12 |
| 805 Bayport Wy, Unit 805 | 805 Bayport Wy | 2BR, 2BA | $4.12 |
| 741 Bayport Wy, Unit 741 | 741 Bayport Wy | 2BR, 2BA | $4.21 |
| 5621 Gulf of Mexico Dr, Unit 102 | 5621 Gulf of Mexico Dr | 2BR, 2BA | $4.46 |
| 600 Sutton Pl, Unit 201 | 600 Sutton Pl | 1BR, 1BA | $3.83 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleNavigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Longboat Key, FL Rentals by Map
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Frequently Asked Questions about Longboat Key
What type of rentals are currently available in Longboat Key?
There are currently 61 Apartments for Rent in Longboat Key, FL with pricing that ranges from $1,426 to $25,403. There are also 145 Single Family Homes for rent, Condos, and Townhome rentals currently available in Longboat Key ranging from $1,695 to $37,500.
What is the current price range for Rental Homes in Longboat Key?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Longboat Key ranges from $1,695 to $37,500 with an average monthly rent of $8,327.
How much are larger Three and Four Bedroom Rentals in Longboat Key?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Longboat Key range from $2,549 to $25,403, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,200 to $24,750. Four Bedroom Single-Family rentals are also available starting from $9,590 and Four Bedroom Apartments start at $10,000.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Articles, How-To's, and Tips

The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments
Written by: J. Lang Wood
Hi, I’m Joyce, your ApartmentHomeLiving.com Expert for Sarasota, Florida. My husband and I moved to the Sarasota area more than 20 years ago, and since then, we’ve learned about the city’s many surprising and enjoyable features.

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.