Caribbean Daily - Vacation Rentals in San Mateo
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- View
- Air Conditioner
- Parking
- Pet Friendly
Luxury Places to Stay in San Mateo
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- TV
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pool
- TV
- Air Conditioner
- TV
- Balcony/Terrace
Top-Rated Vacation Rentals with a Pool in San Mateo
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Pet-Friendly Vacation Rentals in San Mateo
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
Large Vacation Homes & Villas in San Mateo
- Air Conditioner
- View
- Security/Safety
- Air Conditioner
- Parking
- Designated Smoking Area
- Air Conditioner
- Parking
- Designated Smoking Area
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Designated Smoking Area
- TV
Wheelchair Accessible Vacation Homes in San Mateo
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- TV
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
San Mateo Vacation Rentals and Airbnb Places to Stay Under $200
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Designated Smoking Area
- TV
- Air Conditioner
- Parking
- TV
Instantly Bookable Vacation Homes in San Mateo
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- View
- Ocean View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Security/Safety
About San Mateo Vacation Rentals
With more than 986 San Mateo vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Caribbeandaily and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in San Mateo.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Caribbeandaily San Mateo, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in San Mateo. Places to stay near San Mateo are 513.91 ft² on average, with prices averaging $317 a night.
Caribbeandaily makes it easy and safe to find and compare vacation rentals in San Mateo with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in San Mateo
| Type | Count |
|---|---|
| Holiday Apartments | 626 |
| Vacation Homes | 199 |
| Hotels with Suites | 66 |
| Villas | 29 |
| B&B | 12 |
| Hostels | 9 |
| Cabin Rentals | 5 |
| Ski Chalet Rentals | 3 |
| Resorts | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in San Mateo
★ Pro Tip: Caribbeandaily makes it easy to compare the best listings on Caribbeandaily homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Caribbeandaily homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in San Mateo.
Weather in San Mateo
View the weather forecast for San Mateo before booking your San Mateo Vacation Rentals to confirm your best time to go.
Other Places to Stay Near San Mateo, PR
Complexes around San Mateo, PR
San Mateo Vacation Rental Frequently Asked Questions
What are the top vacation rentals in San Mateo?
There are a lot of options in San Mateo. If you plan on staying in the San Mateo area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Mateo:
- Spectacular 4000 ft2 Renovated Luxury Beach Villa Azure Stunning Interior Design
- Paradis - Luxurious Apartment with Ocean View and Balcony.
- ROSA by DW
- NOA by DW
- San Juan's Casa Pacheco
- Classic, Cozy & Gorgeous Apt. close to Condado beach 5B,3B&1parking
- Fully renovated beachfront home with a pool in Ocean Park
- NEW cozy & Spacious 5B, 2B, 1 parking close to Condado Beach
- Ocean Park Lovely Apartment – Your Urban Beach Escape high speed internet 200 mb
- VibeWave Beachfront Gem!
How many vacation rentals have private pools in San Mateo?
There are 17 vacation rentals with private pools near San Mateo. Top-rated homes that have access to a swimming pool include:
Which vacation homes in San Mateo are best for families?
If you are looking for a family-friendly vacation home in San Mateo, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Mateo:
How many vacation rentals are available in San Mateo?
Currently, the total number of properties listed in 2026 is over 986 in the San Mateo area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in San Mateo.
