Longboat Key rentals with pool

Pick from 8,478 vacation rentals with a pool in Longboat Key that offer all the privacy, amenities and space you need for a splashing great time. Consider houses in some of the most popular neighborhoods such as Longbeach Village, Heron’s Watch and Bay Isles.

If you’re looking to save on your vacation rental with a pool, Vrbo’s filters are here to help. After your initial search, narrow your results according to your preferences, including location, total price and features and amenities. We’ve got vacation homes in Longboat Key for all sorts of budgets, so take advantage of our filters to discover your dream stay.

To help you pinpoint your travel dates, think about factors like high and low seasons and what you’d like to do in Longboat Key. It’s wise to book as far ahead as you can, especially if you’ve got your eye on a particular vacation rental with a pool. The weather can often affect the enjoyment of a getaway, so also do some research into the temperatures and conditions of the month you’d like to go.

From lounging poolside to practicing your cannonballs, a vacation rental with a pool promises fun and excitement by the water. Toss in some outstanding views and you won’t want your getaway to end. Try our easy-to-use filters to customize your search for a stay in Longboat Key that comes with all the amenities you need and outlooks that enhance the experience.

Book a vacation rental with a private pool in Longboat Key and go for a morning swim or midnight dip — or anytime you want! You’ll be able to keep the little ones easily entertained, and you’ll never have to worry about sharing with other guests. Use our “Private pool” filter to discover your perfect vacation home.

Siesta Key Beach, Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens are places to add to your must-see list while staying at a vacation home rental with a pool in Longboat Key. The only thing better than visiting this city’s top attractions? Unwinding poolside with the family after a busy day of tours and activities.

When you book a vacation rental with a pool with Vrbo, you’ll enjoy more than the basic hotel experience — think a private pad with a place to practice your cannonballs. You’re also covered by our Book with Confidence Guarantee. This means we’re here to guarantee a stress-free stay throughout the duration of your trip. Have an unexpected change of plans? Check out our cancellation policies to find out if you are eligible for a complete refund.