Pleasant Holidays · Flights + hotel
Andaz Miami Beach Resort & Spa
5-starMiami and South Beach, United States · Miami Beach, Florida
From $2,831
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
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Showing 1–30 of 171 hotels
Pleasant Holidays · Flights + hotel
The Ritz-Carlton, Amelia Island
5-starJacksonville, United States · Amelia Island
From $2,531
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Edgewood Tahoe Resort
5-starReno and Lake Tahoe, United States · Lake Tahoe, California
From $3,013
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Ritz-Carlton, Naples
5-starNaples and Marco Island, United States · Vanderbilt Beach
From $9,027
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hotel del Coronado, Curio Collection by Hilton
4.5-starSan Diego, United States · Coronado, California
From $1,842
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Playa Largo Resort & Spa, Autograph Collection
4.5-starFlorida Keys, United States · Key Largo
From $2,071
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
JW Marriott Miami Turnberry Resort & Spa
4.5-starMiami and South Beach, United States · Aventura
From $2,790
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Reefhouse Resort & Marina
4.5-starFlorida Keys, United States · Key Largo
From $1,075
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.5-starFlorida Keys, United States · Key Largo
From $2,087
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Reach Key West, Curio Collection by Hilton
4-starFlorida Keys, United States · Key West
From $1,608
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Casa Marina Key West, Curio Collection by Hilton
4-starFlorida Keys, United States · Key West
From $1,832
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton Santa Barbara Beachfront Resort
4-starSanta Barbara, United States · Waterfront
From $1,839
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Sonesta Fort Lauderdale Beach
4-starFlorida, United States · Fort Lauderdale Beach
From $1,305
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton Marco Island Beach Resort and Spa
4-starNaples and Marco Island, United States · Marco Island, Florida
From $1,619
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The James Nautilus Miami Beach
4-starMiami and South Beach, United States · Miami Beach, Florida
From $2,065
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton Cabana Miami Beach
3.5-starMiami and South Beach, United States · Miami Beach, Florida
From $1,542
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Three Waters Resort & Marina, Islamorada, A Tribute Portfolio Resort
3.5-starFlorida Keys, United States · Islamorada
From $2,099
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Cosmopolitan of Las Vegas
5-starLas Vegas, United States
From $525
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Aria Resort & Casino
5-starLas Vegas, United States
From $543
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Vdara Hotel & Spa
5-starLas Vegas, United States
From $557
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Bellagio Las Vegas
5-starNevada, United States
From $865
per person, 2 adults sharing
Stay Dec 22 – Dec 27, 2026
Pleasant Holidays · Flights + hotel
Fontainebleau Las Vegas
5-starLas Vegas, United States
From $1,421
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
JW Marriott San Antonio Hill Country Resort & Spa
5-starSan Antonio, United States · Hill Country
From $2,026
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Four Seasons Hotel New Orleans
5-starNew Orleans, United States · Downtown
From $2,251
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Fairmont Scottsdale Princess
5-starPhoenix and Scottsdale, United States · Scottsdale, Arizona
From $2,851
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Canyon Suites at The Phoenician, a Luxury Collection Resort, Scottsdale
5-starPhoenix and Scottsdale, United States · Scottsdale, Arizona
From $3,747
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Fairmont Olympic Hotel Seattle
5-starSeattle, United States
From $1,164
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Fairmont New Orleans
5-starNew Orleans, United States · Downtown
From $1,663
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
La Quinta Resort & Club, Curio Collection by Hilton
5-starPalm Springs, United States · La Quinta, Ca
From $1,677
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Waldorf Astoria Orlando - An Official Walt Disney World Hotel
5-starOrlando, United States · Bonnet Creek
From $2,837
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Prices are for two adults sharing a room, taxes included.