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

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670 Best Vacation Rentals with Pool in Obrero (Starting from $182)

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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Casa Verde in Ocean Park Beach-Suite#3 Apartment Type-5 min Walk to the Beach
Casa Verde in Ocean Park Beach-Suite#3 Apartment Type-5 min Walk to the Beach
Apartment
San Juan, 00911, Puerto Rico
1.4k from Obrero center

AC, Internet, Microwave, No Smoking, Pool, TV

1 Bedroom2 Guests
8.0

Good

1 reviews

$182
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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Luxury Pent House Suite w/ocean view patios; 5min walk to the Ocean Park beaches
Luxury Pent House Suite w/ocean view patios; 5min walk to the Ocean Park beaches
Apartment
San Juan, 00911, Puerto Rico
1.4k from Obrero center

AC, Balcony, Internet, Kitchen, Outdoor Space, Pool, TV

1 Bedroom2 Guests
New to Booking
$384
Average price / night
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Western Blu Villa
Western Blu Villa
Apartment
San Juan, Puerto Rico
1.0k from Obrero center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$208
Average price / night
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Cozy Studio 1 Block From The Beach
Cozy Studio 1 Block From The Beach
Apartment
San Juan, 00913, Puerto Rico
1.5k from Obrero center

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

1 Bedroom2 Guests
9.2

Superb

24 reviews

$224
Average price / night
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Patio Elba Boutique Hotel
Patio Elba Boutique Hotel
Apartment
Puerto Rico
1.6k from Obrero center

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

16 Bedrooms42 Guests
8.9

Fabulous

60 reviews

$204
Average price / night
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DUNA by DW
DUNA by DW
Apartment
San Juan, Puerto Rico
1.7k from Obrero center

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

7 Bedrooms16 Guests
9.0

Fabulous

51 reviews

$384
Average price / night
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Casa de Verde Comfy Suite #6- Ocean Park Beach
Casa de Verde Comfy Suite #6- Ocean Park Beach
Apartment
San Juan, 00911, Puerto Rico
1.6k from Obrero center

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

1 Bedroom2 Guests
New to Booking
$192
Average price / night
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Ismael Rivera Alegria Ocean Park 1 bd 1b
Ismael Rivera Alegria Ocean Park 1 bd 1b
Apartment
San Juan, Puerto Rico
1.8k from Obrero center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$205
Average price / night
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Patio Elba Suites 16Bd/11B Pool 5mins to Condado
Patio Elba Suites 16Bd/11B Pool 5mins to Condado
House
San Juan, 00909, Puerto Rico
1.6k from Obrero center

AC, Balcony, Crib, Hot Tub, Internet, Kitchen, Microwave, No Smoking, Pool

16 Bedrooms40 Guests
New to Booking
$3605
Average price / night
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Ismael Rivera Estrella Ocean Park 3bd 2b
Ismael Rivera Estrella Ocean Park 3bd 2b
Apartment
San Juan, Puerto Rico
1.8k from Obrero center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$446
Average price / night
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Driver, Chef, Maid, & Pool - VIP Service
Driver, Chef, Maid, & Pool - VIP Service
Apartment
San Juan, 00913, Puerto Rico
1.7k from Obrero center

AC, Breakfast Included, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms18 Guests
New to Booking
$1499
Average price / night
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Ismael Rivera Villa 1 Ocean Park 4bd 2b
Ismael Rivera Villa 1 Ocean Park 4bd 2b
Apartment
San Juan, Puerto Rico
1.8k from Obrero center

Apartments, Accommodations, Parking, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$560
Average price / night
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Private Pool Piscina Privada by CasaSaffra
Private Pool Piscina Privada by CasaSaffra
Apartment
San Juan, 00913, Puerto Rico
1.7k from Obrero center

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

4 Bedrooms10 Guests
6.0

Review score

1 reviews

$708
Average price / night
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Portobelo
Portobelo
Apartment
San Juan, Puerto Rico
1.9k from Obrero center

Pet Friendly, Air Conditioner, Internet, Pool, Parking, Child Friendly

1 Bedroom12 Guests
New to Booking
$245
Average price / night
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5 Bedroom with Private Pool NEXT TO BEACH
5 Bedroom with Private Pool NEXT TO BEACH
House
San Juan, 00913, Puerto Rico
1.7k from Obrero center

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

5 Bedrooms12 Guests
2.0

Review score

1 reviews

$856
Average price / night
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two bedroom BRAND NEW san juan
two bedroom BRAND NEW san juan
Apartment
San Juan, Puerto Rico
1.9k from Obrero center

Oceanfront, Air Conditioner, View, Guest Services, Pool, Security/Safety, Internet

2 Bedrooms5 Guests
9.0

Fabulous

1 reviews

$414
Average price / night
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This listing is for two (2) spacious  homes, next to each other
This listing is for two (2) spacious homes, next to each other
House
San Juan, 00913, Puerto Rico
1.7k from Obrero center

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

9 Bedrooms23 Guests
New to Booking
$1547
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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Location is Everything  3and a Half  Bedroom
Location is Everything 3and a Half Bedroom
Apartment
San Juan, 00912, Puerto Rico
1.7k from Obrero 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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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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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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Rosalina Ocean Park
Rosalina Ocean Park
Apartment
San Juan, Puerto Rico
1.9k from Obrero center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Places to stay

19 Bedrooms43 Guests
8.9

Fabulous

442 reviews

$217
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
1.7k from Obrero 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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\"Tropical Villa Isabel\" - your Puerto Rico paradise!
\"Tropical Villa Isabel\" - your Puerto Rico paradise!
House
San Juan, 00913, Puerto Rico
1.8k from Obrero center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$836
Average price / night
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Villa Blanca: Private Pool | 3 Min Walk to Beach
Villa Blanca: Private Pool | 3 Min Walk to Beach
House
San Juan, 00913, Puerto Rico
1.8k from Obrero center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1077
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 with Pool 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 Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 670 verified vacation rentals with a pool in Obrero. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Obrero vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $182 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Obrero offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Obrero welcome pets. Currently, 34 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Obrero often include additional outdoor features such as Pool, Internet, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Obrero offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.