Condo Rentals in Longboat Key
Florida
United States of America
Condo Rentals
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A coastal town with a beach, residential areas, and a marina.

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your current months are November, 2026 and December, 2026.

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Learn more about Longboat Key

Pristine white-sand beaches stretch for miles where dolphins play just offshore during sunset walks. Kayak through mangrove tunnels in the morning, then enjoy fresh grouper at waterfront restaurants where no one minds your flip-flops.

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Top reviews in Longboat Key

A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

A room with a large window overlooking a beach, a small table with a placemat, and a chair with a decorative backrest.

A beach scene with a hammock, palm trees, and the sun setting over the ocean.

A modern kitchen with a central island, white cabinetry, and a dining area with a table and chairs.

A Beach Retreat

Casey Key

10/10 Excellent

This hotel met ALL of our needs for a quiet, quaint and relaxing long weekend! We stayed on the beach side which is just a few steps away from the beach. Room was nice, hotel grounds were well kept, grilling area is nice to enjoy a meal with an ocean view!

Anonymous traveler

Reviewed May 11, 2016Reviewed May 11, 2016

A Beach Retreat

A beach with white sand, wooden beach chairs, and a clear blue sky.

A beachside area with a wooden deck, a row of surfboards, and a palm tree.

A narrow concrete pathway flanked by lush tropical plants, leading to a wooden gate.

A dining table with glassware and decorative branches, set outdoors with a house in the background.

Captiva Beach Resort

South Village

10/10 Excellent

Captive Beach Resort is a beautiful tropical hotel. Very private and quiet surroundings. I spoke with Drew upon checking out letting him know as a travel agent I will be certain to book Captiva with my customers looking for a lovely well maintained hotel right on the beach. Drew said the unit we had stayed in would soon be updated. I let him know it was perfect as is not even a speck of dust. We will be staying here again.

Travel agent

Reviewed September 19, 2016Reviewed September 19, 2016

Captiva Beach Resort

An outdoor deck with tables and chairs, a striped umbrella, and a view of the beach.

A bedroom with a large bed, a ceiling fan, a window with curtains, and a wooden headboard.

A poolside area with lounge chairs, a table, and a stop sign.

A beach with picnic tables and benches under large trees.

Alamanda Villas

Holmes Beach

10/10 Excellent

The condo was great! Couldn’t have asked for a better place to start our first time in AMI!

Josephine

Reviewed April 28, 2026Reviewed April 28, 2026

Alamanda Villas

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Search Condo Rentals in Longboat Key

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Learn more about Longboat Key

Top reviews in Longboat Key

A Beach Retreat

10/10 Excellent

Frequently Asked Questions

Why book your condo in Longboat Key with Expedia?

How can I find cheap condos in Longboat Key?

Explore a world of travel with Expedia