Vacation Rentals with Pool in Playa Ultimo Trolley, San Juan: Compare 10+ Sites & Save

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661 Best Vacation Rentals with Pool in Playa Ultimo Trolley (Starting from $181)

two bedroom BRAND NEW san juan
two bedroom BRAND NEW san juan
Apartment
San Juan, Puerto Rico
0.2k from Playa Ultimo Trolley 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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\"Tropical Villa Isabel\" - your Puerto Rico paradise!
\"Tropical Villa Isabel\" - your Puerto Rico paradise!
House
San Juan, 00913, Puerto Rico
0.2k from Playa Ultimo Trolley 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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Santorini Villa 9Bd/9B+Pool Beach House @OceanPark
Santorini Villa 9Bd/9B+Pool Beach House @OceanPark
Villa
San Juan, Puerto Rico
0.3k from Playa Ultimo Trolley 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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Villa Blanca: Private Pool | 3 Min Walk to Beach
Villa Blanca: Private Pool | 3 Min Walk to Beach
House
San Juan, 00913, Puerto Rico
0.2k from Playa Ultimo Trolley center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1077
Average price / night
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Coqui del Mar Clothing Optional Adults Only LGBTQ
Coqui del Mar Clothing Optional Adults Only LGBTQ
Apartment
San Juan, Puerto Rico
0.3k from Playa Ultimo Trolley center

Apartments, Accommodations, Pools, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

6 Bedrooms15 Guests
8.7

Fabulous

29 reviews

$508
Average price / night
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Casa Verde in Ocean Park Beach-Charming Suite#2- 5min Walking to the Beach
Casa Verde in Ocean Park Beach-Charming Suite#2- 5min Walking to the Beach
Apartment
San Juan, 00911, Puerto Rico
0.2k from Playa Ultimo Trolley center

AC, Dryer, Internet, Laundry, Microwave, No Smoking, Pool, TV, Washer

1 Bedroom2 Guests
New to Booking
$189
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
0.4k from Playa Ultimo Trolley 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 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
0.2k from Playa Ultimo Trolley center

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

7 Bedrooms16 Guests
New to Booking
$1209
Average price / night
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Ocean Park Beach San Juan 6 Bedrooms 3.5 Pool
Ocean Park Beach San Juan 6 Bedrooms 3.5 Pool
House
San Juan, Puerto Rico
0.4k from Playa Ultimo Trolley center

Internet, Balcony/Terrace, View, Private Beach, Parking, Ocean View, Pool

6 Bedrooms13 Guests
New to Booking
$1089
Average price / night
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General Patton
General Patton
House
San Juan, 00913, Puerto Rico
0.3k from Playa Ultimo Trolley center

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

7 Bedrooms16 Guests
9.0

Fabulous

6 reviews

$1241
Average price / night
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Couples Suites at Ocean Park Beach Club
Couples Suites at Ocean Park Beach Club
House
San Juan, Puerto Rico
0.5k from Playa Ultimo Trolley center

B&bs, Cheap, Accommodations, Guest houses, Homestays, Pet-friendly, Lodgings, Places to stay, Family

8 Bedrooms24 Guests
9.5

Superb

6 reviews

$249
Average price / night
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Large Spacious Beach House with traditional bonus Paella meal on us
Large Spacious Beach House with traditional bonus Paella meal on us
House
San Juan, 00913, Puerto Rico
0.3k from Playa Ultimo Trolley center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

7 Bedrooms24 Guests
New to Booking
$1941
Average price / night
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Rooftop Couples Suites at Ocean Park Beach Club
Rooftop Couples Suites at Ocean Park Beach Club
House
San Juan, Puerto Rico
0.5k from Playa Ultimo Trolley center

B&bs, Cheap, Accommodations, Pools, Guest houses, Homestays, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
8.3

Very Good

3 reviews

$405
Average price / night
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Santorini Studio 4 @ Ocean Park 1BD/1BA/Pool/BBQ
Santorini Studio 4 @ Ocean Park 1BD/1BA/Pool/BBQ
Apartment
San Juan, 00911, Puerto Rico
0.3k from Playa Ultimo Trolley center

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

1 Bedroom2 Guests
New to Booking
$317
Average price / night
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Ocean Park Beach Club - Property Takeover
Ocean Park Beach Club - Property Takeover
House
San Juan, Puerto Rico
0.5k from Playa Ultimo Trolley center

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

10 Bedrooms35 Guests
New to Booking
$5440
Average price / night
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Santorini Suite 5 @ Ocean Park 1BD/1BA/Pool/BBQ
Santorini Suite 5 @ Ocean Park 1BD/1BA/Pool/BBQ
Apartment
San Juan, 00911, Puerto Rico
0.3k from Playa Ultimo Trolley center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$369
Average price / night
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Cacique Vacation Rental by Otium
Cacique Vacation Rental by Otium
Apartment
San Juan, Puerto Rico
0.5k from Playa Ultimo Trolley center

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

4 Bedrooms10 Guests
New to Booking
$181
Average price / night
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Santorini Studio 7 @ Ocean Park 1BD/1BA/Pool/BBQ
Santorini Studio 7 @ Ocean Park 1BD/1BA/Pool/BBQ
Apartment
San Juan, 00911, Puerto Rico
0.3k from Playa Ultimo Trolley center

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

1 Bedroom2 Guests
New to Booking
$317
Average price / night
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Full-Service Villa with Driver, Meals, Pool
Full-Service Villa with Driver, Meals, Pool
Apartment
San Juan, Puerto Rico
0.5k from Playa Ultimo Trolley center

Breakfast, Pool, Balcony/Terrace, Air Conditioner, Smoking, Internet, Pet Friendly

4 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$909
Average price / night
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Santorini Suite 689 @ Ocean Park 3BD/3BA/Pool/BBQ
Santorini Suite 689 @ Ocean Park 3BD/3BA/Pool/BBQ
Apartment
San Juan, 00911, Puerto Rico
0.3k from Playa Ultimo Trolley center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$584
Average price / night
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DUNA by DW
DUNA by DW
Apartment
San Juan, Puerto Rico
0.5k from Playa Ultimo Trolley 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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Costa Serena\nBeach, comfort and centric house in San Juan
Costa Serena\nBeach, comfort and centric house in San Juan
House
San Juan, 00913, Puerto Rico
0.3k from Playa Ultimo Trolley center

AC, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, Pool

4 Bedrooms10 Guests
New to Booking
$868
Average price / night
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Azurea | Modern 6BR w/ Pool Steps to Beach
Azurea | Modern 6BR w/ Pool Steps to Beach
House
San Juan, 00911, Puerto Rico
0.3k from Playa Ultimo Trolley center

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

6 Bedrooms12 Guests
New to Booking
$1237
Average price / night
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Luxurious And Beautiful  Beach House With Pool In Ocean Park  (SEE VIDEO)
Luxurious And Beautiful Beach House With Pool In Ocean Park (SEE VIDEO)
House
San Juan, 00913, Puerto Rico
0.3k from Playa Ultimo Trolley center

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

6 Bedrooms14 Guests
9.2

Superb

141 reviews

$896
Average price / night
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Welcome to the Lucky Penny!
Welcome to the Lucky Penny!
House
Ocean Park, 00913, Puerto Rico
0.3k from Playa Ultimo Trolley center

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

5 Bedrooms14 Guests
10.0

Exceptional

85 reviews

$1110
Average price / night
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Coqui del Mar Guest House
Coqui del Mar Guest House
Apartment
2218 Calle General del Valle, San Juan, 00913, Puerto Rico
0.3k from Playa Ultimo Trolley center

AC, Barbecue, Breakfast Included, Frontdesk 24 Hour, Grocery, Hot Tub, Housekeeping, Internet, Laundry

9.2

Superb

113 reviews

$238
Average price / night
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Santorini Villa OceanParkPool BeachHouse
Santorini Villa OceanParkPool BeachHouse
House
San Juan, 00911, Puerto Rico
0.4k from Playa Ultimo Trolley center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Internet, Kitchen

9 Bedrooms23 Guests
9.2

Superb

7 reviews

$1938
Average price / night
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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 Playa Ultimo Trolley.

Where to stay in Playa Ultimo Trolley? Best neighborhoods & areas

Playa Ultimo Trolley Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 661 verified vacation rentals with a pool in Playa Ultimo Trolley. 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 Playa Ultimo Trolley vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $181 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Playa Ultimo Trolley 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 Playa Ultimo Trolley welcome pets. Currently, 31 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 Playa Ultimo Trolley often include additional outdoor features such as Pool, View, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Playa Ultimo Trolley 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.