Miami Beach Hotel with Rooftop Pool & Bar

Congress Hotel

Miami Beach, FL

Beachfront Ocean Drive hotel features rooftop pool and bar, two restaurants, and suites with full kitchens

$179 $125

Four-Star Hotel in Times Square

Sanctuary Hotel New York

New York City

Rooftop lounge with views of New York’s cityscape at a stylish Midtown Manhattan hotel

$193 $149

Beachfront Resort in Cancún

Krystal Cancun

Cancun

Resort along Cancún beachfront features infinity hot tub; all-inclusive option covers meals and domestic alcohol

$182 $94

4-Star Omni Luxury Golf & Spa Resort in Tucson

Omni Tucson National Resort

Tucson, AZ

A desert golf resort with two 18-hole courses, an expansive spa, and stunning views of the Santa Catalina Mountains

$159 $89

4-Star Historic Omni Hotel in Downtown Boston

Omni Parker House

Boston, MA

This historic Boston Omni hotel recently underwent a $30 million renovation and has hosted JFK and Charles Dickens

$219 $109

Upscale Hotel in Chicago's River North Area

Hotel Chicago

Near North Side

Posh hotel located on the Chicago River, minutes from Millennium Park, the Hancock Observatory, and Museum Campus

$139 $89

Boutique Hotel on Mexico's Pacific Coast

Hacienda Cerritos

Mexico

This mission-style hotel sits on a white-sand beach in a quiet surfing town on Mexico’s Pacific Coast

$1,047 $369

All-Inclusive Beachside Resort in Cancún

Bel Air Collection Resort & Spa Cancun

Cancun

Enjoy drinks at a hot-tub bar or play on the beach at this all-inclusive resort, which has three restaurants and an infinity pool.

$325 $165

All-Inclusive Beach Resort in Dominican Republic

Alsol Luxury Village

Cap Cana, Dominican Republic

All-inclusive beachside resort in the Dominican Republic with multiple pools, restaurants, and bars

$1,914 $585