What are the top rated Cottage Rentals in Longboat Key?

There are a lot of options in Longboat Key. If you plan on staying in the Longboat Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Longboat Key: <a href="/property/flash-sale-5-floor-penthouse-60-feet-from-water-150-reviews/HA-1213510391" class="class="static-page-link"">Flash sale 5-floor penthouse 60 feet from water, 150+ reviews</a> <a href="/property/flash-sale-take-a-peek-awesome-reviews-50-feet-from-sand/HA-1219070766" class="class="static-page-link"">Flash Sale take a peek awesome reviews 50 feet from sand</a> <a href="/property/flash-sale-jan-13-24-50-ft-from-sand-private-island-125-review/HA-1214649102" class="class="static-page-link"">Flash sale,Jan 13-24 50 ft from sand, Private Island 125 +review</a> <a href="/property/jan-10-17-on-sale-only-week-left-till-april-18-of-a-kind-home-right-on-the-beach/HA-121247170" class="class="static-page-link"">Jan 10-17 on sale only week left till April 18 of a kind home right on the beach</a> <a href="/property/direct-oceanview-on-lbk-open-tomm-mon-125-nt/HA-3212051395" class="class="static-page-link"">Direct Oceanview on LBK: Open Tomm &amp; Mon, $125/nt!</a> <a href="/property/client-texted-view-crazy-on-sale/HA-1217900243" class="class="static-page-link"">Client texted view crazy ON SALE</a> <a href="/property/beautiful-renovated-gulf-front-at-sand-cay-with-private-beach-on-longboat/HA-1214707009" class="class="static-page-link"">Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat</a> <a href="/property/the-beach-condo-107-beachfront-full-view/HA-1217632003" class="class="static-page-link"">THE BEACH CONDO #107 BEACHFRONT FULL VIEW</a> <a href="/property/unit-218-sand-cay-beach-resort-gulf-front/HA-1217132574" class="class="static-page-link"">Unit #218 Sand Cay Beach Resort Gulf Front</a> <a href="/property/renovated-beach-paradise-ground-floor-unit-64/HA-3212314066" class="class="static-page-link"">Renovated Beach Paradise. Ground Floor unit 64</a>

How much does it cost to rent a cottage in Longboat Key?

The average cost for a cottage rental in Longboat Key is $354 per night. Guidefororlando has a wide list of great cottages near Longboat Key that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Longboat Key that allow pets?

Yes, here are the top cottage rentals in Longboat Key that allow you to bring your pet: Historic Longbeach Village Cottage - Private Home Amazing Village Cottage! Walk to Whitney Beach! Canal front cottage, walking distance to sandy Gulf 2 Cottage Combo - Steps to the Sand & 478 Feet From Public Boat Ramp! Flash sale 5-floor penthouse 60 feet from water, 150+ reviews Las Hermanas 1 Longboat Bay Club by Coolvacay Flash sale,Jan 13-24 50 ft from sand, Private Island 125 +review <a href="/all/usa/florida/longboat-key" class="class="static-page-link"">See all pet-friendly vacation rentals in Longboat Key on Guidefororlando</a>

Do you have any rental cottages in Longboat Key that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Longboat Key to find one that works for you.

Are there quality cottages in Longboat Key that have indoor swimming pools?

As of 2026, the data from Guidefororlando shows that there are Over 4 private swimming pools or cottages with indoor pools in the Longboat Key area along with other great amenities.

Longboat Key Cottage Rentals By Owner

Historic Longbeach Village Cottage - Private Home

From US $289

9.2 (41 Reviews)

Cottage

Historic Longbeach Village Cottage - Private Home

Air Conditioner
Parking
TV

Longboat Key Cottage Rentals & Holiday Homes

Find the best cottages in Longboat Key - We found 4 exact matches

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