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
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24 hotels
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
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
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
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
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
Pleasant Holidays · Flights + hotel
Grand Hyatt Scottsdale Resort
4.5-starPhoenix and Scottsdale, United States · Scottsdale, Arizona
From $1,397
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
JW Marriott Phoenix Desert Ridge Resort & Spa
4.5-starArizona, United States
From $1,526
per person, 2 adults sharing
Stay Dec 22 – Dec 27, 2026
Pleasant Holidays · Flights + hotel
Caesars Palace Hotel & Casino - A Caesars Destination
4.5-starLas Vegas, United States
From $629
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Treasure Island TI Las Vegas - Handwritten Collection
4-starLas Vegas, United States
From $449
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Caesars Republic Lake Tahoe Hotel & Casino - A Caesars Destination
4-starReno and Lake Tahoe, United States · Lake Tahoe, California
From $472
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton La Jolla Torrey Pines
4-starSan Diego, United States · La Jolla, California
From $1,166
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton Palm Springs
4-starPalm Springs, United States
From $1,037
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays
Fairmont Sonoma Mission Inn & Spa
5-starNapa and Sonoma, United States
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Pleasant Holidays
Hyatt Regency Lake Tahoe Resort, Spa and Casino
4.5-starReno and Lake Tahoe, United States · Incline Village, Nevada
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Pleasant Holidays
JW Marriott Tucson Starr Pass Resort & Spa
4.5-starPhoenix and Scottsdale, United States · Tucson, Arizona
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Pleasant Holidays
Hyatt Regency Coconut Point Resort & Spa
4.5-starFort Myers, Captiva and Sanibel, United States · Bonita Springs, Florida
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Pleasant Holidays
The Westin St. Francis on Union Square
4-starSan Francisco, United States · Union Square
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Pleasant Holidays
JW Marriott Marco Island Beach Resort
4-starNaples and Marco Island, United States · Marco Island, Florida
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Pleasant Holidays
Marriott Marquis San Francisco
4-starSan Francisco, United States · Market Street
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Pleasant Holidays
Four Points by Sheraton French Quarter
3.5-starNew Orleans, United States · French Quarter, Louisiana
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Prices are for two adults sharing a room, taxes included.