Search Deals onSan Mateo Vacation Packages
San Mateo Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Casa Drake
Price was $1,038, price is now $557 per person
$557
per person
May 13 - May 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to San José (SJO)
Stay at this lodge in Drake Bay. Enjoy free breakfast, a lazy river, and an airport shuttle (surcharge). Popular attractions San Josecito Beach and Playa Rincon are located nearby.
Namu Garden Hotel & Spa - Adults Only
Save 100% on your flight
Price was $2,351, price is now $1,245 per person
$1,245
per person
Jun 25 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this luxury hotel in Cahuita. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Punta Uva Beach and Talamanca Family Art are located nearby.
Senda Monteverde Hotel Member of the Cayuga Collection
Save 100% on your flight
Price was $2,815, price is now $1,639 per person
$1,639
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to San José (SJO)
Stay at this hotel in Monteverde. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Monteverde Cloud Forest Biological Reserve and Jardín de Orquídeas are located nearby.
The Springs Resort and Spa at Arenal
Price was $2,375, price is now $1,386 per person
$1,386
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San José (SJO)
Book a stay at this luxury resort in Monterrey. Enjoy free WiFi, free parking, and 15 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Arenal Volcano National Park and Los Lagos Hot Springs are located nearby.
Monte Carlo Luxury Condominiums
Price was $1,518, price is now $898 per person
$898
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Stay at this aparthotel in Jacó. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions Jacó Beach and Marina Los Sueños are located nearby.
Tortuga Lodge
Save 100% on your flight
Price was $4,508, price is now $2,738 per person
$2,738
per person
Jun 20 - Jun 27
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this luxury resort in Colorado. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Canadian Organization for Tropical Education & Rainforest Conservation and Caribbean Conservation Corporation are located nearby.
Marala Hotel
Save 100% on your flight
Price was $1,056, price is now $645 per person
$645
per person
Jun 17 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Stay at this hotel in Parrita. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Playa Esterillos Este and Esterillos Beach are located nearby.
Hotel Villas Lirio
Price was $1,085, price is now $680 per person
$680
per person
May 26 - May 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to San José (SJO)
Book a stay at this business-friendly hotel in Quepos. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Manuel Antonio Nature Park & Wildlife Refuge and Manuel Antonio Beach are located nearby.
San Mateo Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
San Mateo Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, May 28 - Fri, May 29
MIA
Miami Intl.
SJO
Juan Santamaría Intl.
$290 Roundtrip, found 4 hours ago
$290
Roundtrip
found 4 hours ago
Thu, Apr 30 - Thu, May 7
ATL
Hartsfield-Jackson Atlanta Intl.
SJO
Juan Santamaría Intl.
$307 Roundtrip, found 9 hours ago
$307
Roundtrip
found 9 hours ago
Mon, Apr 27 - Tue, May 12
BOS
Logan Intl.
SJO
Juan Santamaría Intl.
$312 Roundtrip, found 2 hours ago
$312
Roundtrip
found 2 hours ago
Mon, May 4 - Thu, May 7
LGA
LaGuardia
SJO
Juan Santamaría Intl.
$319 Roundtrip, found 16 hours ago
$319
Roundtrip
found 16 hours ago
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