
Luxury Homes for Rent in Longboat Key, FL (138 Rentals)
The most luxurious Homes in Longboat Key with high-end amenities, features, and finishes.


885 Spanish Dr N

2850 Gulf of Mexico Dr

820 Spanish Dr S

600 Sutton Pl, Unit 201

1928 Harbourside Dr

573 Spanish Dr N

2012 Harbourside Dr

1945 Gulf of Mexico Dr

605 Sutton Pl, Unit SI FL2-ID1626830P
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Total Monthly Price
1145 Gulf of Mexico Dr, Unit SI ID1591375P

706 Spanish Dr S

3330 Gulf of Mexico Dr

1000 Longboat Club Rd

840 Bayport Wy

6980 Poinsetta Ave

Total Monthly Price
6997 Longboat Dr S, Unit SI ID1591477P

6700 Gulf of Mexico Dr

Total Monthly Price
779 St Judes Dr N, Unit SI FL2-ID1604522P

3806 Gulf of Mexico Dr
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561 Tarawitt Dr

3804 Gulf of Mexico Dr

1050 Longboat Club Rd

3235 Gulf of Mexico Dr

540 Neptune Ave

957 Spanish Dr N

5757 Gulf of Mexico Dr

5621 Gulf of Mexico Dr, Unit 103

Total Monthly Price
5201 Gulf of Mexico Dr, Unit SI ID1578376P

5621 Gulf of Mexico Dr, Unit 102
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741 Bayport Wy, Unit 741

830 Bayport Wy, Unit 830

817 Bayport Wy, Unit 817

522 Bayport Wy, Unit 522

833 Bayport Wy, Unit 833

517 Bayport Wy, Unit 517

720 Bayport Wy, Unit 720

805 Bayport Wy, Unit 805

4325 Gulf of Mexico Dr

Total Monthly Price
320 N Shore Rd, Unit SI ID1591451P
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Total Monthly Price
5055 Gulf of Mexico Dr, Unit SI FL1-ID1590856P

655 Cedars Ct

1975 Gulf of Mexico Dr

2013 Harbour Links Dr

4780 Gulf of Mexico Dr

1930 Harbourside Dr

455 Longboat Club Rd, Unit 401

537 Outrigger Ln

455 Longboat Club Rd

3240 Gulf of Mexico Dr
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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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Navigating the Rental Market: Tips for First-Time Renters
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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.
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How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Longboat Key, FL Rentals by Map
See the most popular apartments and homes in Longboat Key, FL
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.

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.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.