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

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  4.  Obrero

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862 Best Family Vacation Rentals in Obrero (Starting from $61)

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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CS1- Immaculate Colonial Villa with King Bed, Generator & Private Parking
CS1- Immaculate Colonial Villa with King Bed, Generator & Private Parking
Apartment
San Juan, 00915, Puerto Rico
0.8k from Obrero center

AC, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
8.6

Fabulous

23 reviews

$245
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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CS6- Open Space Colonial Studio -Sleeps 2
CS6- Open Space Colonial Studio -Sleeps 2
Apartment
San Juan, 00915, Puerto Rico
0.8k from Obrero center

AC, Free Parking, Internet, Kitchen, Microwave, Patio, TV

1 Bedroom2 Guests
9.6

Exceptional

60 reviews

$119
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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Local Experience! 5 Minutes to Beach; Solar + Cistern & 4 AC Units
Local Experience! 5 Minutes to Beach; Solar + Cistern & 4 AC Units
House
San Juan, 00912, Puerto Rico
1.2k from Obrero center

AC, Balcony, Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

37 reviews

$191
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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The House of Romeo | Stylish Two-Bedroom Escape
The House of Romeo | Stylish Two-Bedroom Escape
House
San Juan, 00912, Puerto Rico
1.3k from Obrero center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
8.0

Good

2 reviews

$232
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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The House of Juliet | Modern Three-Bedroom Getaway
The House of Juliet | Modern Three-Bedroom Getaway
Apartment
San Juan, 00912, Puerto Rico
1.3k from Obrero center

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

3 Bedrooms6 Guests
New to Booking
$275
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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Vintage Modern GEM in the Heart of Santurce w/parking
Vintage Modern GEM in the Heart of Santurce w/parking
Apartment
San Juan, 00912, Puerto Rico
1.4k from Obrero center

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

2 Bedrooms6 Guests
7.4

Good

3 reviews

$162
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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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
1.7k from Obrero 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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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 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
1.7k from Obrero 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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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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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
1.7k from Obrero 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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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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Tropical San Juan Life with Pool
Tropical San Juan Life with Pool
Apartment
San Juan, 00912, Puerto Rico
1.7k from Obrero 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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Economical 1BR, 1BA near Ocean Park Beach, 6 Plus guests
Economical 1BR, 1BA near Ocean Park Beach, 6 Plus guests
Apartment
San Juan, Puerto Rico
0.8k from Obrero center

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

1 Bedroom6 Guests
New to Booking
$164
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
1.8k from Obrero 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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Casa Venus #1 - 2 bdrm apt w/relaxing patio. Steps to famous Isla Verde beach.
Casa Venus #1 - 2 bdrm apt w/relaxing patio. Steps to famous Isla Verde beach.
Apartment
Carolina, 00979, Puerto Rico
1.8k from Obrero center

AC, Barbecue, Crib, Free Parking, Internet, Kitchen, Microwave, Patio, TV

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$325
Average price / night
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Luz Collection 3bedroom San Juan
Luz Collection 3bedroom San Juan
Apartment
San Juan, 00909, Puerto Rico
1.8k from Obrero center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$233
Average price / night
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Luz Collection No.2 – Casa Brisa | 3BR Retreat
Luz Collection No.2 – Casa Brisa | 3BR Retreat
Apartment
San Juan, 00909, Puerto Rico
1.8k from Obrero center

Barbecue, Crib, Free Parking, Heater, Laundry, Living Area, Microwave, No Smoking, Tennis Court

3 Bedrooms6 Guests
New to Booking
$517
Average price / night
Check Availability
Luz Collection  Casa Horizonte
Luz Collection Casa Horizonte
Apartment
San Juan, 00909, Puerto Rico
1.8k from Obrero center

AC, Balcony, Barbecue, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$338
Average price / night
Check Availability
Casa Palmera Ocean Park – 7BR, Pool, Outdoor Space & Beach Nearby.
Casa Palmera Ocean Park – 7BR, Pool, Outdoor Space & Beach Nearby.
House
San Juan, 00913, Puerto Rico
1.8k from Obrero center

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

7 Bedrooms16 Guests
New to Booking
$1209
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 Family Vacation Rentals in Obrero.

Stay Near Obrero's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Obrero Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 862 verified family-friendly vacation rentals in Obrero. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Obrero vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $61 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Obrero offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Obrero are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Obrero often include amenities such as Child Friendly, Balcony/Terrace, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.