Deals on vacations and trips to Pleasure Point
Pleasure Point flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Sonesta San Jose - Milpitas
Save 100% on your flight
Price was $614, price is now $417 per person
$417
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
Aqua Breeze Inn
Westside Santa Cruz
Save 100% on your flight
Price was $1,132, price is now $681 per person
$681
per person
Oct 7 - Oct 13
found 22 hours ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and laundry facilities are also provided.
Marbella Lane - 3BR Designer Near Valley Fair
Save 100% on your flight
Price was $1,511, price is now $949 per person
$949
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
Chaminade Resort & Spa
Save 100% on your flight
Price was $642, price is now $441 per person
$441
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
A full-service spa, 2 outdoor pools, and 3 outdoor tennis courts are featured at this smoke-free resort. Enjoy the 2 hot tubs and perks like free WiFi. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
La Bahia Hotel and Spa
Westside Santa Cruz
Save 100% on your flight
Price was $1,400, price is now $1,004 per person
$1,004
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi. You'll appreciate the gym, poolside bar, and rooftop terrace.
Top Pleasure Point hotels deals
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$347 nightly
The price is $389 total per night
$389 total
Sep 1 - Sep 2
Total with taxes and fees
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi. You'll appreciate the gym, poolside bar, and rooftop terrace.
Pool
Hot Tub
Seaside Inn & Suites
525 Ocean St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $88 total per night
$88 total
Sep 1 - Sep 2
Total with taxes and fees
A picnic area is available at this hotel. Take advantage of the free self parking.
Marea Sol Hotel
301 Beach St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $149 total per night
$149 total
Sep 2 - Sep 3
Total with taxes and fees
This hotel features an outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking is offered and the front desk is staffed around-the-clock.
Pool
Free WiFi
Hyatt Place Santa Cruz
407 Broadway Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $157 total per night
$157 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the hot tub and free buffet breakfast each morning.
Hotel Paradox, Autograph Collection
611 Ocean St Santa Cruz CA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $183 total per night
$183 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and concierge services.
Pool
Hot Tub
Seacliff Inn Aptos, Tapestry Collection by Hilton
7500 Old Dominion Court Aptos CA
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $159 total per night
$159 total
Sep 22 - Sep 23
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.
Pool
Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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