Margaritaville Beach House
This property, which definitely has a modern-beach-house feel, features a lagoon-style pool with a waterfall; lush landscaping with pathways, hammocks, and lawn games; and Jimmy Buffet–inspired flair with poolside entertainment and colorful artwork. Rooms—handsomely outfitted with whitewashed accents and reclaimed wood—have kitchenettes with microwaves and mini-refrigerators. Although the hotel is a bit removed from Duval Street, there's a complimentary shuttle bus to all the action, and Smathers Beach is a two-minute walk away. Breakfast, lunch, and dinner are served on an elevated, covered patio overlooking the pool at the Tin Cup Chalice restaurant, where dishes are often classics with a twist (perhaps pineapple beet salad or curry shrimp). Daily lobby refreshments include LaVazza coffee in the morning and fresh-baked cookies in the afternoon.