No Shoes, No Problem: 7 Poolside Bars For Maximum Chill

Whether you’re a craft beer connoisseur or a tiny umbrella collector, these resort pools give “dive bars” a whole new meaning. Discover the perfect drink to complement your swimsuit, plus water slides, lazy rivers, and beachfront bliss at these seven island-inspired resorts. So, if you like piña coladas or think a cold one just tastes better on the beach, embrace the laid-back lifestyle and pair your poolside vacation with a chilled libation.

1. Margaritaville Vacation Club by Wyndham - Rio Mar

Surrounded by lush palms and white sandy beaches, Margaritaville Vacation Club by Wyndham - Rio Mar is the quintessential tropical island oasis. The pool’s swim-up bar lets you refill your drink without ever leaving the water. Steer your flamingo float toward the submerged barstools and order a frozen Key lime pie cocktail or a rum tasting from the 5 o’Clock Somewhere Bar.

2. Margaritaville Vacation Club by Wyndham - St. Thomas

Take in the beauty of the dazzling Caribbean Sea while reclining on an in-pool chaise lounge at Margaritaville Vacation Club by Wyndham - St. Thomas, or take the plunge and sip margaritas from the shade of the pool’s thatch roof swim-up bar. Get on island time with a tropical boat drink or a decadent bushwacker on the beach and leave your worries behind.

3. Club Wyndham Bonnet Creek

The buccaneer-themed pool complex at Club Wyndham Bonnet Creek will have you saying “yo ho ho” in no time. As for the bottle of rum, poolside Back Bay Bar has you covered – grab a signature piña colada or mango mai tai and take a cruise down the lazy river. A perfect destination for families, you can watch your little scallywags slide down a pirate’s ship and splash through the kids’ zone.

4. Club Wyndham Clearwater Beach

When you’re ready for a break from the saltwater but still want to stay cool, at Club Wyndham Clearwater Beach the palm tree-dotted pool deck offers a refreshing soak with an ocean view. Plus, you’ll be right on time for happy hour at Dock’s poolside bar. Take a frosty brew or signature cocktail to go and stroll down to the shore for a West Coast sunset.

5. Club Wyndham Ocean Walk

A lazy river, beachfront pool, and tiki bar makes Club Wyndham Ocean Walk an oasis for island-style leisure. Hop in a tube and chart a course for relaxation as you drift beneath palm trees swaying in the ocean breeze. Raise a toast to sun-kissed skin and flip-flop fashion as you watch the waves roll in from the Turtle’s Nest bar overlooking the Atlantic Ocean. When you’re ready to play, the sugary sand of Daytona Beach is just a few steps away.

6. Margaritaville Island Hotel - Pigeon Forge

Escape to paradise in Pigeon Forge, where tropical island vibes meet alpine luxury. Leave your cares and car behind; Margaritaville Island Hotel - Pigeon Forge puts you just a one-minute walk from world-class dining and entertainment at the Island in Pigeon Forge. Book a volcano hot stone massage at St. Somewhere Spa. Then head up to the rooftop pool deck for a drink at the Chill Bar with panoramic views of Margaritaville Island’s colorful chalets and the majestic Smoky Mountains.

7. Margaritaville Vacation Club by Wyndham - Nashville

Paradise is a state of mind, so you can enjoy a tropical getaway anytime, anyplace, even on the Honky Tonk Highway. Margaritaville Vacation Club by Wyndham - Nashville sets the scene for a beach-themed vacation with the breezy Fins Bar and rooftop pool. Kick back poolside with a salty margarita and watch the sun dip over the Music City skyline. Keep the party going back at your suite and whip up a round of drinks with your in-room Frozen Concoction Maker.