Vacation Rentals in San Mateo, San Juan: Compare 10+ Sites & Save

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  4.  San Mateo

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2706 Best Vacation Rentals in San Mateo (Starting from $126)

101- Renovated City GEM near the beach with free parking
101- Renovated City GEM near the beach with free parking
Apartment
San Juan, Puerto Rico
0.3k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

3 Bedrooms8 Guests
8.4

Very Good

5 reviews

$203
Average price / night
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The Mural at San Juan-Enjoy this GEM & tranquil place near the beach w/parking
The Mural at San Juan-Enjoy this GEM & tranquil place near the beach w/parking
Apartment
San Juan, 00912, Puerto Rico
0.1k from San Mateo center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$158
Average price / night
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202-Beautiful City GEM near the beach with Free Parking
202-Beautiful City GEM near the beach with Free Parking
Apartment
San Juan, Puerto Rico
0.3k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.8

Exceptional

4 reviews

$155
Average price / night
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The Mural at San Juan 202 - Modern tranquil place near the Beach w/parking
The Mural at San Juan 202 - Modern tranquil place near the Beach w/parking
Apartment
San Juan, 00912, Puerto Rico
0.1k from San Mateo center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$193
Average price / night
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102-CHARMING Renovated Apartment in the City Near the Beach with Free Parking
102-CHARMING Renovated Apartment in the City Near the Beach with Free Parking
Apartment
San Juan, Puerto Rico
0.3k from San Mateo center

Bar, Ocean View, Security/Safety, Oceanfront, Internet, Guest Services, Sports/Activities

2 Bedrooms4 Guests
8.0

Good

1 reviews

$126
Average price / night
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Art Deco Apartment 10 minutes walk to beach
Art Deco Apartment 10 minutes walk to beach
Apartment
San Juan, 00911, Puerto Rico
0.2k from San Mateo center

AC, Dryer, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$175
Average price / night
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103-Delightful GEM in the city, Close to the Beach with Free Parking
103-Delightful GEM in the city, Close to the Beach with Free Parking
Apartment
San Juan, Puerto Rico
0.3k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
9.1

Superb

10 reviews

$173
Average price / night
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Saldana Townhouse
Saldana Townhouse
Apartment
San Juan, 00912, Puerto Rico
0.2k from San Mateo center

AC, Arcade, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms10 Guests
8.6

Fabulous

4 reviews

$359
Average price / night
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201-Vintage Modern Haven in the City, Near the Beach with Free Parking
201-Vintage Modern Haven in the City, Near the Beach with Free Parking
Apartment
San Juan, Puerto Rico
0.3k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$178
Average price / night
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Location is Everything  3and a Half  Bedroom
Location is Everything 3and a Half Bedroom
Apartment
San Juan, 00912, Puerto Rico
0.2k from San Mateo center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$491
Average price / night
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203-Tranquil Renovated Charm in the City, Near the Beach with Free parking
203-Tranquil Renovated Charm in the City, Near the Beach with Free parking
Apartment
San Juan, Puerto Rico
0.3k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$178
Average price / night
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Tropical San Juan Life with Pool
Tropical San Juan Life with Pool
Apartment
San Juan, 00912, Puerto Rico
0.2k from San Mateo center

AC, Barbecue, Crib, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms9 Guests
New to Booking
$508
Average price / night
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JOY
JOY
Apartment
San Juan, Puerto Rico
0.3k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

3 Bedrooms6 Guests
9.3

Superb

41 reviews

$243
Average price / night
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Tropical Modern Getaway in Central Location
Tropical Modern Getaway in Central Location
Apartment
San Juan Condado, 00912, Puerto Rico
0.2k from San Mateo center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
New to Booking
$493
Average price / night
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Group Vacation Home Steps from Beach and Nightlife
Group Vacation Home Steps from Beach and Nightlife
Apartment
San Juan, Puerto Rico
0.4k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$244
Average price / night
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Perfect for small group or family close to everything apt 3
Perfect for small group or family close to everything apt 3
House
Santurce, 00911, Puerto Rico
0.2k from San Mateo center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.2

Superb

78 reviews

$216
Average price / night
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New! Modern 3BR Near Beach & Nightlife
New! Modern 3BR Near Beach & Nightlife
Apartment
San Juan, Puerto Rico
0.4k from San Mateo center

Oceanfront, Pet Friendly, Parking, Laundry, Sports/Activities, Air Conditioner, Breakfast

3 Bedrooms6 Guests
8.6

Fabulous

5 reviews

$271
Average price / night
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Close to Everything  apt2
Close to Everything apt2
Apartment
Santurce, 00911, Puerto Rico
0.2k from San Mateo center

AC, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms6 Guests
8.8

Fabulous

6 reviews

$176
Average price / night
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Perfect Homebase Studio Near Beach
Perfect Homebase Studio Near Beach
Apartment
San Juan, Puerto Rico
0.4k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$153
Average price / night
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Chic 1 Bedroom Studio | Rooftop Pool + Parking
Chic 1 Bedroom Studio | Rooftop Pool + Parking
Apartment
San Juan, 00909, Puerto Rico
0.3k from San Mateo center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$337
Average price / night
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The Lofts At Santurce
The Lofts At Santurce
Apartment
San Juan, Puerto Rico
0.4k from San Mateo center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Lodgings, Places to stay, Self-catering

6 Bedrooms18 Guests
8.7

Fabulous

8 reviews

$160
Average price / night
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The Mural at San Juan - Newly Renovated GEM near the Beach w/parking\n\n     \n
The Mural at San Juan - Newly Renovated GEM near the Beach w/parking\n\n \n
Apartment
San Juan, 00912, Puerto Rico
0.3k from San Mateo center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
8.0

Good

1 reviews

$246
Average price / night
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The Mural at San Juan 102- Modern apt with washer & dryer in unit and w/parking
The Mural at San Juan 102- Modern apt with washer & dryer in unit and w/parking
Apartment
San Juan, 00912, Puerto Rico
0.3k from San Mateo center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$165
Average price / night
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Apt 1 Close to everything block from loiza street
Apt 1 Close to everything block from loiza street
Apartment
Santurce, 00911, Puerto Rico
0.3k from San Mateo center

AC, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
9.2

Superb

17 reviews

$161
Average price / night
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San Juan's Casa Pacheco
San Juan's Casa Pacheco
House
Santurce, 00911, Puerto Rico
0.3k from San Mateo center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

6 Bedrooms14 Guests
10.0

Exceptional

13 reviews

$708
Average price / night
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APT Beachside Bliss W/Terrace+Balcony+Flavor
APT Beachside Bliss W/Terrace+Balcony+Flavor
House
san joge, san juan, 00911, Puerto Rico
0.3k from San Mateo center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$328
Average price / night
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Stylish 3 Bedroom Rental in Vibrant San Juan
Stylish 3 Bedroom Rental in Vibrant San Juan
Apartment
San Juan, 00909, Puerto Rico
0.4k from San Mateo center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$488
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in San Mateo.

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Frequently Asked Questions

You can explore 2706 verified vacation rentals in San Mateo. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in San Mateo vary depending on the season, property size, and location. Rates typically start from around $126 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in San Mateo include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in San Mateo welcome pets. Currently, 24 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in San Mateo often include amenities such as Internet, Laundry, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.