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

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  4.  Obrero

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2749 Best Vacation Rentals in Obrero (Starting from $50)

Perfect suite #2
Perfect suite #2
Apartment
San Juan, Puerto Rico
0.4k from Obrero center

Security/Safety, Parking, Pet Friendly, Balcony/Terrace, Internet, Air Conditioner, Child Friendly

1 Bedroom4 Guests
7.0

Good

124 reviews

$90
Average price / night
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Santurtzi 2- Ola Serena/ Choliseo,Train,Beach
Santurtzi 2- Ola Serena/ Choliseo,Train,Beach
Apartment
San Juan, 00915, Puerto Rico
0.4k from Obrero center

AC, Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.4

Superb

3 reviews

$144
Average price / night
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Perfect suite #6
Perfect suite #6
Apartment
San Juan, Puerto Rico
0.4k from Obrero center

Parking, Air Conditioner, Balcony/Terrace, Guest Services, Transportation/Shuttle, Security/Safety, Laundry

1 Bedroom3 Guests
6.9

Good

57 reviews

$64
Average price / night
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Santurtzi 1- Vintage near Coliseo, beach, & train
Santurtzi 1- Vintage near Coliseo, beach, & train
Apartment
San Juan, 00915, Puerto Rico
0.4k from Obrero center

AC, Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms5 Guests
8.0

Good

1 reviews

$187
Average price / night
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Perfect suite #1
Perfect suite #1
Apartment
San Juan, Puerto Rico
0.4k from Obrero center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom3 Guests
6.8

Good

13 reviews

$61
Average price / night
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Juana Diaz Spacious Cozy Home Mango trees and avocado.
Juana Diaz Spacious Cozy Home Mango trees and avocado.
House
San Juan, 00915, Puerto Rico
0.4k from Obrero center

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

4 Bedrooms11 Guests
2.0

Review score

1 reviews

$274
Average price / night
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Perfect suite #5
Perfect suite #5
Apartment
San Juan, Puerto Rico
0.4k from Obrero center

Parking, Internet, Security/Safety, Balcony/Terrace, Air Conditioner, Child Friendly

1 Bedroom3 Guests
7.4

Good

15 reviews

$63
Average price / night
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Santurtzi 3- Vibe near choliseo & train station
Santurtzi 3- Vibe near choliseo & train station
Apartment
San Juan, 00915, Puerto Rico
0.5k from Obrero center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, No Smoking, TV

3 Bedrooms5 Guests
New to Booking
$203
Average price / night
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Perfect suite #3
Perfect suite #3
Apartment
San Juan, Puerto Rico
0.4k from Obrero center

Internet, Parking, Air Conditioner, Pet Friendly, Balcony/Terrace, Security/Safety, Child Friendly

1 Bedroom2 Guests
5.9

Review score

143 reviews

$62
Average price / night
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Apartment Santurtzi 4-Brisa Arte
Apartment Santurtzi 4-Brisa Arte
Apartment
San Juan, 00915, Puerto Rico
0.6k from Obrero center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$143
Average price / night
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Rama West Residence
Rama West Residence
Apartment
Jayuya, Puerto Rico
0.7k from Obrero center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$188
Average price / night
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Modern with Colonial Twist - Free Parking & Laundry Close to the beach & Airport
Modern with Colonial Twist - Free Parking & Laundry Close to the beach & Airport
Apartment
San Juan, 00915, Puerto Rico
0.6k from Obrero center

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

2 Bedrooms4 Guests
8.6

Fabulous

4 reviews

$198
Average price / night
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The White Point
The White Point
Apartment
San Juan, Puerto Rico
0.7k from Obrero center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
7.0

Good

3 reviews

$96
Average price / night
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Charming 2-bedroom apartment in pleasant San Juan with WiFi, AC and Parking
Charming 2-bedroom apartment in pleasant San Juan with WiFi, AC and Parking
Apartment
San Juan, 00915, Puerto Rico
0.6k from Obrero center

AC, Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$130
Average price / night
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Natural Village #1,2,3 & 5
Natural Village #1,2,3 & 5
House
Obrero, San Juan, Puerto Rico
0.7k from Obrero center

Accommodations, Parking, Homestays, Lodgings, Vacation rentals, Places to stay

10 Bedrooms9 Guests
7.2

Good

219 reviews

$99
Average price / night
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Charming apartment in lovely San Juan with AC
Charming apartment in lovely San Juan with AC
Apartment
San Juan, 00915, Puerto Rico
0.6k from Obrero center

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

1 Bedroom4 Guests
2.0

Review score

1 reviews

$73
Average price / night
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Casita Natural Village #4, #6, #7 & #8
Casita Natural Village #4, #6, #7 & #8
Apartment
Obrero, San Juan, Puerto Rico
0.7k from Obrero center

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

6 Bedrooms13 Guests
6.7

Good

65 reviews

$110
Average price / night
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The Perfect 3 Bed/ 2 Bath Stay
The Perfect 3 Bed/ 2 Bath Stay
House
San Juan, 00915, Puerto Rico
0.6k from Obrero center

AC, Internet, No Smoking, TV

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$305
Average price / night
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Casa Delizia close to everywhere!
Casa Delizia close to everywhere!
House
San Juan, Puerto Rico
0.7k from Obrero center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms8 Guests
9.2

Superb

31 reviews

$210
Average price / night
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Monthly-1BR Fully Equipped Apt/Convenient Location- UNIT 3
Monthly-1BR Fully Equipped Apt/Convenient Location- UNIT 3
Apartment
San Juan, 00915, Puerto Rico
0.7k from Obrero center

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

1 Bedroom6 Guests
New to Booking
$50
Average price / night
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3BR, 1BA in Cepeda, Up to 20 Guests near Ocean Park Beach
3BR, 1BA in Cepeda, Up to 20 Guests near Ocean Park Beach
Apartment
San Juan, Puerto Rico
0.8k from Obrero center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

3 Bedrooms20 Guests
New to Booking
$219
Average price / night
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Casa Luz 2A Beautiful 3/3 with Terrace/Lots of Space Great Location
Casa Luz 2A Beautiful 3/3 with Terrace/Lots of Space Great Location
Apartment
San Juan, 00912, Puerto Rico
0.7k from Obrero center

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

3 Bedrooms6 Guests
New to Booking
$369
Average price / night
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Casa Luz 1C Beautiful Spanish Style 3/2 Lots of Space Great Location
Casa Luz 1C Beautiful Spanish Style 3/2 Lots of Space Great Location
Apartment
San Juan, 00912, Puerto Rico
0.7k from Obrero center

AC, Dryer, Internet, Kitchen, Laundry, Patio, TV, Washer

3 Bedrooms6 Guests
New to Booking
$375
Average price / night
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La Casita de Abuela
La Casita de Abuela
House
Hato Rey Central, 00917, Puerto Rico
0.7k from Obrero center

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

2 Bedrooms4 Guests
9.8

Exceptional

36 reviews

$153
Average price / night
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FULL GEN .3/2 city first level walk up apt. near Condado and Isla V
FULL GEN .3/2 city first level walk up apt. near Condado and Isla V
Apartment
San Juan, 00915, Puerto Rico
0.7k from Obrero center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

3 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$223
Average price / night
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Surf getaway in the heart of San Juan
Surf getaway in the heart of San Juan
House
San Juan, 00915, Puerto Rico
0.7k from Obrero center

AC, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

12 reviews

$108
Average price / night
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Casa Monseñor Apt 1 | Boho Apt W/ Balcony
Casa Monseñor Apt 1 | Boho Apt W/ Balcony
Villa
San Juan, 00915, Puerto Rico
0.8k from Obrero center

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

3 Bedrooms6 Guests
New to Booking
$251
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 Obrero.

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Frequently Asked Questions

You can explore 2749 verified vacation rentals in Obrero. 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 Obrero vary depending on the season, property size, and location. Rates typically start from around $50 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 Obrero 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 Obrero welcome pets. Currently, 32 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 Obrero often include amenities such as Balcony/Terrace, Bedding/Linens, and Internet. 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.