Find Hotels with a Pool in San Mateo

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Our top choices for San Mateo hotels with a pool

Luxury Villa Carao. Jungle Paradise w Great wifi!

Luxury Villa Carao. Jungle Paradise w Great wifi!
San Mateo
10.0 out of 10, Exceptional, (1)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
The price is ¥26,306
¥29,382 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Luxury Villa Carao. Jungle Paradise w Great wifi!

Luxury Villa Caoba- Private, Serene, Amazing Views

Luxury Villa Caoba- Private, Serene, Amazing Views
San Mateo
10.0 out of 10, Exceptional, (1)
"This was only a one night stay, but we would have been happy to stay longer. The property is lovely. We enjoyed dinner and breakfast. We slept well after a long day of travel to Costa Rica. The room and shower were clean and the view was spectacular. "
United States
Jillian S.
The price is ¥26,306
¥29,382 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Luxury Villa Caoba- Private, Serene, Amazing Views

Luxury Villa Ceibo - Exquisite, Private, Serene

Luxury Villa Ceibo - Exquisite, Private, Serene
San Mateo
The price is ¥26,306
¥29,382 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Luxury Villa Ceibo - Exquisite, Private, Serene

Villa San Ignacio

Villa San Ignacio
3.5 star property
Tambor
9.6 out of 10, Exceptional, (719)
"The staff was very helpful and courteous and the food was awesome very easy check in and clean facility definitely recommend "
United States
Chad
Villa San Ignacio

Hotel Cerro Lodge

Hotel Cerro Lodge
3.0 star property
Lagunillas
8.8 out of 10, Excellent, (337)
"Wonderful staff. Excellent location with great birding opportunities right outside the door. Clean room. Pool was being renovated but we were notified beforehand and provided with a complimentary drink and snack. Would return."
Canada
Alexandra
Hotel Cerro Lodge

Jane's Beach Resort

Jane's Beach Resort
3.0 star property
El Roble
9.0 out of 10, Wonderful, (2)
"I had an amazing stay! The place was clean, conveniently located, bedsheets were perfect, and breakfast was phenomenal. I’m so glad I stayed there and I definitely would recommend this place! "
United States
Karine
The price is ¥13,897
¥15,703 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Jane's Beach Resort

Trapp Family Country Inn

Trapp Family Country Inn
3.0 star property
San Antonio
9.0 out of 10, Wonderful, (691)
"Clean and quaint. Sweet people. Worth the price and convenience!"
United States
Kathleen
The price is ¥21,253
¥24,016 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Trapp Family Country Inn

Guácima Escondida Hotel Boutique

Guácima Escondida Hotel Boutique
3.0 star property
Guacima
9.8 out of 10, Exceptional, (27)
"The little quiet hideaway Family own- nice people, clean and friendly"
United States
tchaiko
The price is ¥11,348
¥12,824 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Guácima Escondida Hotel Boutique

Villa Margarita

Villa Margarita
3.0 star property
La Garita
9.4 out of 10, Exceptional, (96)
"Beautiful property with friendly staff. "
United States
nicholas mark
The price is ¥13,225
¥14,945 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Villa Margarita

Villa garita inn

Villa garita inn
4.0 star property
La Garita
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is ¥16,143
¥21,360 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Villa garita inn
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.

Top San Mateo Hotel Reviews

Frequently asked questions

What are some hotels with pools in San Mateo?
Buen Camino Hotel, San Mateo: Features 3 outdoor pools, a children's pool, and daily. Fiesta Resort Central Pacific - All Inclusive: Offers 4 outdoor pools, a children's pool, and 4 restaurants. Hotel Aeropuerto: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Gardens House, Airport Juan Santamaría, Alajuela, San Jose: Offers 3 outdoor pools, a children's pool, and 2 restaurants. Hotel Punta Leona: Resort located near Marina Los Sueños. Features a full-service spa, an outdoor pool, and complimentary cabanas.
What is there to see and do in San Mateo?
Make a point to visit attractions like Parque Central and Hacienda las Agujas. Discover sights such as Palmares Church, San Ramon Municipal Market, and Carara National Park during your stay.
When is the best time to book a hotel with a pool in San Mateo?
Taking into account the local weather in San Mateo can help you maximize your time at the pool during your trip. The hottest months are usually March and April with an average temp of 71°F, while the coldest months are January and February with an average of 70°F. The rainiest months in San Mateo are October, June, September, and August, with each month seeing an average of 20 inches of rainfall.