Pleasant Holidays · Hotel only
Windjammer Landing Resort and Residences
4-starSaint Lucia, Caribbean · St. Lucia
Offer: $200 off
From $1,669
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Hotel and resort deals
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Showing 61–90 of 115 hotels
All-inclusivePleasant Holidays · Flights + hotel
Fiesta Americana Condesa Cancun
4-starCancun and Riviera Maya, Mexico
From $2,076
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Aruba
4-starAruba, Caribbean
Offer: $200 off
From $2,250
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Paradisus Cancun
4-starCancun and Riviera Maya, Mexico
From $2,379
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Beach Palace
4-starCancun and Riviera Maya, Mexico
From $2,423
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Sheraton Denarau Villas
4-starViti Levu, Fiji · Denarau Marina
From $3,108
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Outrigger Fiji Beach Resort
4-starViti Levu, Fiji · Coral Coast Area
Offer: $200 off
From $724
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Flights + hotel
Sheraton Fiji Golf & Beach Resort
4-starViti Levu, Fiji · Denarau Marina
Offer: $200 off
From $765
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Flights + hotel
Royalton Grenada, An Autograph Collection All-Inclusive Resort
4-starGrenada, Caribbean
From $1,411
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Pacific Resort Rarotonga
4-starRarotonga, Cook Islands
Offer: $100 off, book by Nov 8, 2026
From $1,583
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Hotel only
Royalton Saint Lucia, An Autograph Collection All-Inclusive
4-starSaint Lucia, Caribbean · St. Lucia
From $1,249
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Fairmont El San Juan Hotel
4-starPuerto Rico, Caribbean · Carolina
From $2,024
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Villa del Palmar Beach Resort & Spa
3.5-starLos Cabos, Mexico · Cabo San Lucas
Offer: $200 off
From $623
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Flights + hotel
Solmar Resort
3.5-starLos Cabos, Mexico · Pacific
From $870
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Sonesta Maho Beach Resort, Casino & Spa
3.5-starSint Maarten, Caribbean · Saint Maarten
From $1,454
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Velas Vallarta Puerto Vallarta
3.5-starPuerto Vallarta and Riviera Nayarit, Mexico · Marina Vallarta
Offer: $200 off
From $1,490
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Ocho Rios
3.5-starJamaica, Caribbean
From $1,683
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Iberostar Waves Rose Hall Beach
3.5-starJamaica, Caribbean
From $1,888
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Playa Blanca
3.5-starPanama, Central America · Playa Blanca
Offer: $200 off
From $1,234
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Flights + hotel
Playa Los Arcos Hotel Beach Resort & Spa
3-starPuerto Vallarta and Riviera Nayarit, Mexico
Offer: $200 off
From $1,021
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Guanacaste
3-starCosta Rica, Central America · Guanacaste
Offer: $200 off
From $1,559
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Flights + hotel
Villa Agrippina Gran Melia
5-starItaly, Europe · Vatican City
From $2,197
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Jean-Michel Cousteau Resort, Fiji
4.5-starVanua Levu, Fiji · Savusavu
From $4,492
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton Fiji Beach Resort & Spa
4-starViti Levu, Fiji · Denarau Marina
Offer: $200 off
From $681
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Flights + hotel
Sheraton San Diego Resort
4-starSan Diego, United States · Harbor Island, California
From $1,125
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Hotel only
Malolo Island Resort
4-starMamanuca Islands, Fiji · Malolo Island
Offer: $200 off
From $1,318
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Flights + hotel
Radisson Blu Resort Denarau
4-starViti Levu, Fiji · Denarau Marina
From $3,002
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Hotel only
Fairmont Jasper Park Lodge
4-starJasper, Canada
From $1,224
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Sheraton Puerto Rico Resort & Casino
4-starPuerto Rico, Caribbean · Old San Juan
From $1,457
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
DoubleTree Resort by Hilton Fiji - Sonaisali Island
3.5-starViti Levu, Fiji · Sonaisali Island
From $1,523
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Prices are for two adults sharing a room, taxes included.