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

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84 Best Villa Rentals in Obrero (Starting from $139)

Aponte Rustic House - Walking to Beach - San Juan
Aponte Rustic House - Walking to Beach - San Juan
Villa
San Juan, Puerto Rico
1.7k from Obrero center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$346
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
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Santorini Villa 9Bd/9B+Pool Beach House @OceanPark
Santorini Villa 9Bd/9B+Pool Beach House @OceanPark
Villa
San Juan, Puerto Rico
1.9k from Obrero center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

9 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$3086
Average price / night
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Casa Monseñor Apt 2 | Boho Style Apt W/ Balcony
Casa Monseñor Apt 2 | Boho Style 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

2 Bedrooms4 Guests
New to Booking
$192
Average price / night
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Portocafe Ocean Park Home 5Bd 4b Pool WalkToBeach
Portocafe Ocean Park Home 5Bd 4b Pool WalkToBeach
Villa
San Juan, Puerto Rico
1.9k from Obrero center

Barbecue/Outdoor Cooking, Security/Safety, Internet, Parking, View, Pool, Air Conditioner

5 Bedrooms12 Guests
New to Booking
$660
Average price / night
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Enchanting Casita: Sofa Bed & Private Patio Paradise
Enchanting Casita: Sofa Bed & Private Patio Paradise
Villa
San Juan, 00912, Puerto Rico
1.1k from Obrero center

AC, Balcony, Crib, Extra Bed, Free Parking, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$251
Average price / night
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Casa Tortuga Ocean Park Villa
Casa Tortuga Ocean Park Villa
Villa
San Juan, Puerto Rico
2.0k from Obrero center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms18 Guests
New to Booking
$1156
Average price / night
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Cozy 4-Bed Retreat for Groups of 8 in Santurce
Cozy 4-Bed Retreat for Groups of 8 in Santurce
Villa
San Juan, 00912, Puerto Rico
1.1k from Obrero center

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

4 Bedrooms8 Guests
2.0

Review score

1 reviews

$330
Average price / night
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Spain 2007 Main
Spain 2007 Main
Villa
San Juan, Puerto Rico
2.0k from Obrero center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

4 Bedrooms8 Guests
New to Booking
$505
Average price / night
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MANSION MIRAFLORES
MANSION MIRAFLORES
Villa
452 C. Bouret, San Juan, 00912, Puerto Rico
1.2k from Obrero center

AC, Crib, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

1 Bedroom2 Guests
9.4

Superb

214 reviews

$221
Average price / night
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Villa Azure Ocean Park's Seaside Luxe Retreat
Villa Azure Ocean Park's Seaside Luxe Retreat
Villa
San Juan, Puerto Rico
2.1k from Obrero center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

22 Bedrooms52 Guests
10.0

Exceptional

1 reviews

$420
Average price / night
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Casa Canova | Centric First Floor Apt @ San Juan
Casa Canova | Centric First Floor Apt @ San Juan
Villa
San Juan, 00912, Puerto Rico
1.2k from Obrero center

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

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$205
Average price / night
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Spain 2003
Spain 2003
Villa
San Juan, Puerto Rico
2.1k from Obrero center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

4 Bedrooms8 Guests
New to Booking
$595
Average price / night
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Centric Modern Boho Apt For 6 @ San Juan
Centric Modern Boho Apt For 6 @ San Juan
Villa
San Juan, 00912, Puerto Rico
1.2k from Obrero center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$153
Average price / night
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SAN JUAN Villa - Laplacita
SAN JUAN Villa - Laplacita
Villa
San Juan, Puerto Rico
2.2k from Obrero center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms7 Guests
7.5

Good

12 reviews

$184
Average price / night
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Bright & Stylish Apt @ Calle Loiza - Walk to Beach
Bright & Stylish Apt @ Calle Loiza - Walk to Beach
Villa
San Juan, 00911, Puerto Rico
1.7k from Obrero center

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

2 Bedrooms5 Guests
8.0

Good

8 reviews

$155
Average price / night
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Villa Bohemia - Gated Estate - 1 of 2
Villa Bohemia - Gated Estate - 1 of 2
Villa
Obrero, San Juan, Puerto Rico
2.4k from Obrero center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

8 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$2731
Average price / night
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Comfy & Bright Apt @ Calle Loiza - Walk to Beach
Comfy & Bright Apt @ Calle Loiza - Walk to Beach
Villa
San Juan, 00911, Puerto Rico
1.7k from Obrero center

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

2 Bedrooms4 Guests
6.0

Review score

7 reviews

$139
Average price / night
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Puerto Rico vacation dream house
Puerto Rico vacation dream house
Villa
San Juan, Puerto Rico
2.5k from Obrero center

Internet, View, Security/Safety, Pool, Air Conditioner, Balcony/Terrace, Barbecue/Outdoor Cooking

1 Bedroom10 Guests
New to Booking
$1260
Average price / night
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Ocean Park 4BDR / 2b Pool @ Riviera Villa
Ocean Park 4BDR / 2b Pool @ Riviera Villa
Villa
60 Cll Ismael Rivera, San Juan, 00911, Puerto Rico
1.8k from Obrero center

Free Parking, Internet, Laundry, No Smoking, Pool

8.0

Good

1 reviews

$737
Average price / night
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Three units, One property
Three units, One property
Villa
San Juan, 00913, Puerto Rico
1.8k from Obrero center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Hot Tub

5 Bedrooms10 Guests
10.0

Exceptional

15 reviews

$1068
Average price / night
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Amazing Italian Design Villa Steps From The Best Beach In San Juan, Puerto Rico
Amazing Italian Design Villa Steps From The Best Beach In San Juan, Puerto Rico
Villa
San Juan, 00911, Puerto Rico
2.0k from Obrero center

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

3 Bedrooms6 Guests
10.0

Exceptional

134 reviews

$510
Average price / night
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***Aquatika Resort!! Beautifull Beach Penthouse!  5 Pools & 3 Jacuzzis***
***Aquatika Resort!! Beautifull Beach Penthouse! 5 Pools & 3 Jacuzzis***
Villa
San Juan, 00911, Puerto Rico
2.0k from Obrero center

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

3 Bedrooms8 Guests
9.4

Superb

145 reviews

$287
Average price / night
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8BR Ocean Park Villa Beach Pool
8BR Ocean Park Villa Beach Pool
Villa
San Juan, 00911, Puerto Rico
2.0k from Obrero center

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

8 Bedrooms16 Guests
9.6

Exceptional

9 reviews

$1692
Average price / night
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The entire property is a lush tropical paradise perfect for entertaining and relaxing.
The entire property is a lush tropical paradise perfect for entertaining and relaxing.
Villa
San Juan, 00911, Puerto Rico
2.0k from Obrero center

AC, Balcony, Crib, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio

6 Bedrooms16 Guests
10.0

Exceptional

5 reviews

$2358
Average price / night
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Charming Apartment Steps from Ocean Park Beach
Charming Apartment Steps from Ocean Park Beach
Villa
San Juan, 00913, Puerto Rico
2.0k from Obrero center

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

2 Bedrooms4 Guests
7.4

Good

9 reviews

$299
Average price / night
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Casona 1 | Modern House Near Ocean Park
Casona 1 | Modern House Near Ocean Park
Villa
San Juan, 00913, Puerto Rico
2.0k from Obrero center

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

3 Bedrooms8 Guests
4.0

Review score

1 reviews

$398
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 Villa Rentals in Obrero.

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Obrero Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 84 verified villa rentals in Obrero. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Obrero vary depending on the season, location, and amenities. Rates typically start from around $139 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Obrero are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Obrero.

Yes, Obrero offers a wide range of villas ideal for group stays. Many properties include 1 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Obrero villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Obrero often include highly sought-after amenities such as View, Balcony/Terrace, and Internet. These features enhance comfort and convenience, making them especially popular among travelers visiting Obrero.

To discover top-rated villas in Obrero, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.