San Mateo Holiday Rentals
Apartment
- Puerto Rico
- ·
- Santurce
- 1.27 mi to center
10.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
2 Guests
Balcony/Terrace
Kitchen
Air Conditioner
Internet
US $323/Night
7 Nights - US $2,258
Apartment
- Puerto Rico
- ·
- Santurce
- 0.55 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
968.75 ft²
View- Air Conditioner
- Internet
Security/Safety
US $199/Night
7 Nights - US $1,395
Apartment
- Puerto Rico
- ·
- Santurce
- 0.53 mi to center
9.8Exceptional
(108 Reviews)
2 Bedrooms
2 Baths
5 Guests
Oceanfront
Spa
Ocean View- Balcony/Terrace
US $288/Night
7 Nights - US $2,013
House
- Puerto Rico
- ·
- Santurce
- 1.59 mi to center
10.0Exceptional
(56 Reviews)
7 Bedrooms
7 Baths
16 Guests
3993 ft²
Private Pool- Oceanfront
Pool- Ocean View
US $2,632/Night
7 Nights - US $18,421
Apartment
- Puerto Rico
- ·
- San Mateo
- 0.17 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
118.4 ft²
- Oceanfront
Parking- Ocean View
- Balcony/Terrace
US $160/Night
7 Nights - US $1,117
House
- Puerto Rico
- ·
- Santurce
- 0.45 mi to center
10.0Exceptional
(44 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $319/Night
7 Nights - US $2,230
Apartment
- Puerto Rico
- ·
- Santurce
- 1.07 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Internet
Child Friendly
US $115/Night
7 Nights - US $803
House
- Puerto Rico
- ·
- Santurce
- 0.80 mi to center
10.0Exceptional
(10 Reviews)
8 Bedrooms
4 Baths
16 Guests
3000 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $923/Night
7 Nights - US $6,464
House
- Puerto Rico
- ·
- Santurce
- 0.84 mi to center
10.0Exceptional
(6 Reviews)
5 Bedrooms
2 Baths
6 Guests
1900 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $386/Night
7 Nights - US $2,702
Luxury Holiday Rentals in San Mateo
Over 1099+ Luxury Holiday Rentals in or Near San Mateo
New
Villa
- Puerto Rico
- ·
- Santurce
- 0.46 mi to center
8.0Excellent
(1 Review)
14 Bedrooms
9 Baths
36 Guests
7000 ft²
- Private Pool
Hot Tub- Parking
- Pool
US $5,462/Night
7 Nights - US $38,236
Apartment
- Puerto Rico
- ·
- Santurce
- 0.55 mi to center
12 Bedrooms
12 Baths
24 Guests
3600 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $3,728/Night
7 Nights - US $26,094
Villa
- Puerto Rico
- ·
- Santurce
- 1.01 mi to center
16 Bedrooms
16 Baths
32 Guests
33368 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,735/Night
7 Nights - US $19,145
New
House
- Puerto Rico
- ·
- Santurce
- 0.45 mi to center
9.6Exceptional
(16 Reviews)
9 Bedrooms
5 Baths
19 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,645/Night
7 Nights - US $18,515
Villa
- Puerto Rico
- ·
- Santurce
- 0.44 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $2,454/Night
7 Nights - US $17,177
Apartment
- Puerto Rico
- ·
- Santurce
- 0.50 mi to center
10.0Exceptional
(1 Review)
12 Bedrooms
4 Baths
24 Guests
4800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $2,053/Night
7 Nights - US $14,373
New
House
- Puerto Rico
- ·
- Santurce
- 0.47 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
4 Baths
17 Guests
3000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,704/Night
7 Nights - US $11,931
House
- Puerto Rico
- ·
- Santurce
- 0.45 mi to center
5 Bedrooms
7 Baths
11 Guests
2002.09 ft²
- Hot Tub
- Parking
- Pool
- View
US $1,595/Night
7 Nights - US $11,164
Ski Chalet
- Puerto Rico
- ·
- Santurce
- 0.45 mi to center
6.0Good
(1 Review)
5 Bedrooms
7 Baths
11 Guests
2002 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,438/Night
7 Nights - US $10,064
Top-Rated Holiday Rentals with a Pool in San Mateo
Over 60+ The Best Private Villas and Holiday Rentals in San Mateo with a Pool
Apartment
- Puerto Rico
- ·
- Santurce
- 0.21 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
1200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $457/Night
7 Nights - US $3,198
Apartment
- Puerto Rico
- ·
- Santurce
- 0.48 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
13 Guests
2000 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $746/Night
7 Nights - US $5,219
Apartment
- Puerto Rico
- ·
- Santurce
- 0.21 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1200 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $457/Night
7 Nights - US $3,198
House
- Puerto Rico
- ·
- Santurce
- 0.74 mi to center
9.6Exceptional
(14 Reviews)
3 Bedrooms
3 Baths
8 Guests
1800 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $977/Night
7 Nights - US $6,840
Apartment
- Puerto Rico
- ·
- Santurce
- 0.49 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1100 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $377/Night
7 Nights - US $2,642
Apartment
- Puerto Rico
- ·
- Santurce
- 0.23 mi to center
9.2Exceptional
(318 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $190/Night
7 Nights - US $1,331
House
- Puerto Rico
- ·
- Santurce
- 1.54 mi to center
9.2Exceptional
(31 Reviews)
6 Bedrooms
5 Baths
16 Guests
3500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,058/Night
7 Nights - US $7,403
House
- Puerto Rico
- ·
- Santurce
- 1.10 mi to center
9.2Exceptional
(31 Reviews)
2 Bedrooms
2 Baths
8 Guests
215.28 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $235/Night
7 Nights - US $1,643
Apartment
- Puerto Rico
- ·
- Santurce
- 0.23 mi to center
9.1Exceptional
(94 Reviews)
16 Bedrooms
11 Baths
42 Guests
414.9 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $215/Night
7 Nights - US $1,505
Pet-Friendly Holiday Rentals in San Mateo
Over 301+ Pet-Friendly Holiday Rentals in or Near San Mateo
Condo
- Puerto Rico
- ·
- Santurce
- 0.49 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
5 Guests
1490 ft²
- Parking
- Ocean View
- View
- Kitchen
US $676/Night
7 Nights - US $4,730
Apartment
- Puerto Rico
- ·
- Santurce
- 0.64 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
6 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $222/Night
7 Nights - US $1,553
Apartment
- Puerto Rico
- ·
- Santurce
- 0.78 mi to center
9.8Exceptional
(24 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Spa
- Ocean View
- View
US $323/Night
7 Nights - US $2,260
Apartment
- Puerto Rico
- ·
- Santurce
- 0.99 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $115/Night
7 Nights - US $806
Apartment
- Puerto Rico
- ·
- Santurce
- 1.01 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
1162.5 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $92/Night
7 Nights - US $645
Apartment
- Puerto Rico
- ·
- Santurce
- 0.40 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
950 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $256/Night
7 Nights - US $1,793
Condo
- Puerto Rico
- ·
- Santurce
- 0.86 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $155/Night
7 Nights - US $1,083
Villa
- Puerto Rico
- ·
- Santurce
- 0.35 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $112/Night
7 Nights - US $787
Apartment
- Puerto Rico
- ·
- Santurce
- 0.53 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $352/Night
7 Nights - US $2,466
Large Holiday Rentals and Private Villas in San Mateo
Over 162+ Large Holiday Rentals and Private Villas in or Near San Mateo
Apartment
- Puerto Rico
- ·
- Santurce
- 0.68 mi to center
10.0Exceptional
(4 Reviews)
6 Bedrooms
6 Baths
16 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $780/Night
7 Nights - US $5,459
Apartment
- Puerto Rico
- ·
- Santurce
- 0.54 mi to center
9.0Exceptional
(88 Reviews)
16 Bedrooms
8 Baths
40 Guests
850.35 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $353/Night
7 Nights - US $2,474
House
- Puerto Rico
- ·
- Santurce
- 0.43 mi to center
7 Bedrooms
1 Bath
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,236/Night
7 Nights - US $8,652
House
- Puerto Rico
- ·
- Santurce
- 0.54 mi to center
10.0Exceptional
(2 Reviews)
6 Bedrooms
5 Baths
16 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $975/Night
7 Nights - US $6,825
Apartment
- Puerto Rico
- ·
- Santurce
- 0.30 mi to center
9.0Exceptional
(8 Reviews)
10 Bedrooms
8 Baths
27 Guests
96.88 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $157/Night
7 Nights - US $1,097
Apartment
- Puerto Rico
- ·
- Santurce
- 0.89 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
1690 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $654/Night
7 Nights - US $4,577
Apartment
- Puerto Rico
- ·
- Santurce
- 0.89 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
12 Guests
1108 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $590/Night
7 Nights - US $4,128
House
- Puerto Rico
- ·
- Santurce
- 0.90 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
10 Guests
2045 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $998/Night
7 Nights - US $6,984
House
- Puerto Rico
- ·
- Santurce
- 0.89 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
10 Guests
1701 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $783/Night
7 Nights - US $5,484
Wheelchair Accessible Holiday Homes in San Mateo
Over 62+ Wheelchair Accessible Holiday Homes in or Near San Mateo
Apartment
- Puerto Rico
- ·
- Santurce
- 0.36 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
980 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $195/Night
7 Nights - US $1,363
House
- Puerto Rico
- ·
- Santurce
- 0.51 mi to center
8.6Fabulous
(690 Reviews)
8 Bedrooms
8 Baths
24 Guests
448.04 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $160/Night
7 Nights - US $1,120
Resort
- Puerto Rico
- ·
- Santurce
- 0.37 mi to center
9.0Exceptional
(1039 Reviews)
1 Bath
- Hot Tub
Breakfast- Parking
- Pool
US $233/Night
7 Nights - US $1,634
Apartment
- Puerto Rico
- ·
- Santurce
- 0.46 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $185/Night
7 Nights - US $1,293
Resort
- Puerto Rico
- ·
- Santurce
- 0.37 mi to center
8.6Fabulous
(313 Reviews)
1 Bath
27 Guests
161.46 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $295/Night
7 Nights - US $2,064
Condo
- Puerto Rico
- ·
- Santurce
- 0.81 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
875 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $238/Night
7 Nights - US $1,669
Apartment
- Puerto Rico
- ·
- Santurce
- 0.70 mi to center
9.8Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $192/Night
7 Nights - US $1,345
Apartment
- Puerto Rico
- ·
- Santurce
- 0.46 mi to center
9.6Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Parking
- Ocean View
- View
- Kitchen
US $274/Night
7 Nights - US $1,920
New
Apartment
- Puerto Rico
- ·
- Santurce
- 1.63 mi to center
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $399/Night
7 Nights - US $2,794
San Mateo Private Villas and Holiday Homes Under $200
Over 551+ San Mateo Private Villas and Holiday Homes Under $200
Apartment
- Puerto Rico
- ·
- Santurce
- 1.43 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $131/Night
7 Nights - US $914
Apartment
- Puerto Rico
- ·
- Santurce
- 1.01 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
484.38 ft²
- Air Conditioner
- Internet
- Security/Safety
US $178/Night
7 Nights - US $1,244
House
- Puerto Rico
- ·
- Santurce
- 1.02 mi to center
9.6Exceptional
(512 Reviews)
1 Bedroom
1 Bath
- Parking
- Ocean View
- View
- Kitchen
US $125/Night
7 Nights - US $876
Apartment
- Puerto Rico
- ·
- Santurce
- 0.73 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $129/Night
7 Nights - US $904
Apartment
- Puerto Rico
- ·
- Santurce
- 1.08 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
7 Guests
796.53 ft²
- Parking
- View
- Air Conditioner
- Child Friendly
US $177/Night
7 Nights - US $1,241
Apartment
- Puerto Rico
- ·
- Santurce
- 1.20 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $127/Night
7 Nights - US $888
Apartment
- Puerto Rico
- ·
- Santurce
- 0.77 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $140/Night
7 Nights - US $978
Apartment
- Puerto Rico
- ·
- Santurce
- 1.13 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $134/Night
7 Nights - US $939
House
- Puerto Rico
- ·
- Santurce
- 0.64 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
549 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $195/Night
7 Nights - US $1,362
Instantly Bookable Holiday Homes in San Mateo
Over 620+ Instantly Bookable Holiday Homes in or Near San Mateo
House
- Puerto Rico
- ·
- Santurce
- 0.64 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1023 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $303/Night
7 Nights - US $2,122
Apartment
- Puerto Rico
- ·
- Santurce
- 0.29 mi to center
6.0Good
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $321/Night
7 Nights - US $2,245
Apartment
- Puerto Rico
- ·
- Santurce
- 0.87 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
807 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $231/Night
7 Nights - US $1,614
Apartment
- Puerto Rico
- ·
- Santurce
- 0.95 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
904 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $229/Night
7 Nights - US $1,606
Apartment
- Puerto Rico
- ·
- Santurce
- 0.87 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
807 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $217/Night
7 Nights - US $1,518
Apartment
- Puerto Rico
- ·
- Santurce
- 0.45 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
1302 ft²
- Parking
- Kitchen
- Air Conditioner
- Child Friendly
US $523/Night
7 Nights - US $3,663
House
- Puerto Rico
- ·
- Santurce
- 0.61 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Ocean View
- View
- Air Conditioner
US $299/Night
7 Nights - US $2,095
Apartment
- Puerto Rico
- ·
- Santurce
- 0.54 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
772 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $247/Night
7 Nights - US $1,727
Apartment
- Puerto Rico
- ·
- San Mateo
- 0.17 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $202/Night
7 Nights - US $1,413
Book a Last Minute Place to Stay in San Mateo
About Casai's Private Villas and Holiday Rentals in San Mateo
Discover more than 1108 vacation rentals available in San Mateo. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in San Mateo.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in San Mateo, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near San Mateo. On average, places to stay near San Mateo offer 543.43 ft², with nightly prices averaging US $301.
With Casai, finding and comparing holiday rentals in San Mateo is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in San Mateo
| Type | Count |
|---|---|
| Holiday Apartments | 734 |
| Vacation Homes | 224 |
| Villas | 26 |
Use these Quick Filters to Find a Holiday Rental in San Mateo
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in San Mateo.
Other Places to Stay in San Mateo, PR
Frequently Asked Questions About San Mateo?
What are the top holiday rentals in San Mateo?
With numerous options available in San Mateo, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in San Mateo:
- Paradis - Luxurious Apartment with Ocean View and Balcony.
- Luxury 4000 sq ft Luxury Beach Villa Azure/Pool, Ocean Views & more
- Local Experience! 5 Minutes to Beach; Solar + Cistern & 4 AC Units
- 1058 Modern Apt 7
- Luxe Colonial Home near La Placita with Generator!
- Room 14: Chill City Veranda Near Miramar
- NEW cozy & Spacious 5B, 3B, 1 parking close to Condado Beach
- La Vecindad - 2 Chic Remodeled Units by Placita + Generator
- Ocean Park Lovely Apartment – Your Urban Beach Escape high speed internet 200 mb
- Villa Bohemia II Gated Estate with Sister Property Units: 6-9
How many holiday rentals have private pools in San Mateo?
Discover a selection of holiday rentals with private pools near San Mateo with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- PRIVATE Rooftop with POOL in La Placita Santurce - Walk Restaurants & Nightlife
- Moderno Apartamento para parejas San Juan Puerto Rico
- Villa Tropical: Private Pool | 2 Min Walk to Beach
- 5 Bedroom Pool Villa Walk to Beach with Solar Backup
Which holiday homes in San Mateo are best for families?
If you're searching for a family-friendly holiday home in San Mateo, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in San Mateo:
- La Vecindad - 2 Chic Remodeled Units by Placita + Generator
- Elegant Apartment in Historic Miramar Minutes from Old San Juan
- DADA JAJA by DW
How many Casai.com holiday rentals are available in San Mateo?
As of 2026, Casai boasts over 1108 properties listed in the San Mateo area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in San Mateo.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Parque Vacation Rentals in San Mateo, PR | 134 |
| Hipodromo Vacation Rentals in San Mateo, PR | 32 |
| Sagrado Corazon Vacation Rentals in San Mateo, PR | 4582 |
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