Rolling Hills Vacation Rentals

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Check prices for these dates

Tonight
Dec 12 - Dec 13
Tomorrow
Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Rolling Hills vacation rentals

On the beach, beach towels
ESJ Beach Hotel

ESJ Beach Hotel

ESJ Beach Hotel
3.5 star property
Isla Verde
6.8 out of 10, (4268)
"Great for families."
United States
Tiffany
The price is P9,980
P12,648 total
includes taxes & fees
Dec 14 - Dec 15
ESJ Beach Hotel
Living room
MANSION MIRAFLORES

MANSION MIRAFLORES

MANSION MIRAFLORES
3.0 star property
Santurce
9.4 out of 10, Exceptional, (134)
"Clean room , amenities and great location"
United States
Elisabeth
The price is P8,050
P11,034 total
includes taxes & fees
Dec 13 - Dec 14
MANSION MIRAFLORES
Business center
San Agustin Apartments

San Agustin Apartments

San Agustin Apartments
3.0 star property
San Juan Antiguo
9.2 out of 10, Wonderful, (438)
"Outstanding support from the staff!"
United States
Axel
San Agustin Apartments
Living area
ESJ by PMI Puerto Rico

ESJ by PMI Puerto Rico

ESJ by PMI Puerto Rico
3.5 star property
Isla Verde
7.2 out of 10, Good, (31)
"Very comfortable, great view and clean "
United States
Daniela
The price is P6,753
P12,396 total
includes taxes & fees
Dec 14 - Dec 15
ESJ by PMI Puerto Rico
Living area
Romeo Gay Hotel

Romeo Gay Hotel

Romeo Gay Hotel
4.0 star property
San Juan Antiguo
9.0 out of 10, Wonderful, (138)
"Great place"
United States
pietro
Romeo Gay Hotel
Smart TV
THE BUOY

THE BUOY

THE BUOY
3.5 star property
Santurce
10.0 out of 10, Exceptional, (30)
"Very clean adorable had everything I needed!!!"
United States
Rebecca Sue
The price is P11,995
P17,594 total
includes taxes & fees
Dec 14 - Dec 15
THE BUOY
Living area
Hugo's Rental

Hugo's Rental

Hugo's Rental
2.0 star property
Old San Juan
9.4 out of 10, Exceptional, (251)
"Nice location right on the square in Old San Juan"
United States
Heather
The price is P11,195
P12,987 total
includes taxes & fees
Dec 16 - Dec 17
Hugo's Rental
Property amenity
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
2.5 star property
Isla Verde
9.0 out of 10, Wonderful, (149)
"Spacious, modern and functional apartments. Very helpful staff. Convenient to two excellent beaches. Exceeded my expectations! "
United States
ALAN
The price is P13,142
P14,324 total
includes taxes & fees
Dec 18 - Dec 19
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
Living area
2019 Cacique by Stay with Bear

2019 Cacique by Stay with Bear

2019 Cacique by Stay with Bear
3.0 star property
Santurce
8.8 out of 10, Excellent, (33)
"clean place and super friendly and communicative hosts! would love to stay here again ! very safe community too"
United States
citlaly
The price is P6,634
P7,231 total
includes taxes & fees
Dec 16 - Dec 17
2019 Cacique by Stay with Bear
Premium bedding, down comforters, pillowtop beds, free WiFi
@3050 Place

@3050 Place

@3050 Place
4.0 star property
Isla Verde
8.0 out of 10, Very Good, (83)
"Location is perfect! And very clean! "
United States
Edwin
@3050 Place
Fridge, microwave, coffee/tea maker, toaster
Segovia Studio Units

Segovia Studio Units

Segovia Studio Units
3.0 star property
Sabana Abajo
8.6 out of 10, Excellent, (730)
"Loved this place. Will come again every time I visit!"
United States
Amarys
Segovia Studio Units
Outdoor pool
Patio Elba Boutique Hotel

Patio Elba Boutique Hotel

Patio Elba Boutique Hotel
4.0 star property
Santurce
9.0 out of 10, Wonderful, (246)
"Yes! Excellent service and facilities "
United States
Alberto Antonio Cabrera
The price is P8,956
P13,788 total
includes taxes & fees
Dec 21 - Dec 22
Patio Elba Boutique Hotel
Free WiFi
Villas Auxilio Mutuo 103

Villas Auxilio Mutuo 103

Villas Auxilio Mutuo 103
2.0 star property
Universidad
8.0 out of 10, Very Good, (1)
The price is P8,850
P11,122 total
includes taxes & fees
Dec 16 - Dec 17
Villas Auxilio Mutuo 103
View from room
Old San Juan Rentals

Old San Juan Rentals

Old San Juan Rentals
3.5 star property
Old San Juan
8.6 out of 10, Excellent, (677)
"Amazing stay and staff was always available for us"
United States
Dominique
The price is P8,099
P12,206 total
includes taxes & fees
Dec 16 - Dec 17
Old San Juan Rentals
Terrace/patio
City Beach Apartments

City Beach Apartments

City Beach Apartments
2.0 star property
Santurce
9.6 out of 10, Exceptional, (5)
"this property is great for a couple, it’s nice, cozy and private, is is also really close to ocean park beach which is a really nice beach and close to a lot of shops and restaurants. definitely worth staying here and will definitely be back. "
United States
Jorge
City Beach Apartments
58-inch TV with digital channels, Netflix, Hulu
CARIBBEAN STARS

CARIBBEAN STARS

CARIBBEAN STARS
4.0 star property
Sabana Abajo
3.0 out of 10, (2)
"Room was clean. There was NO hot water!! I was not able to take a shower or shave. "
United States
Andy
The price is P5,805
P6,676 total
includes taxes & fees
Jan 1 - Jan 2, 2026
CARIBBEAN STARS
Outdoor dining
150 Sol by Stay with Bear

150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.0 out of 10, Very Good, (7)
"Great experience, on point customer service, will definitely recommend!!"
United States
Efrain
The price is P6,077
P7,816 total
includes taxes & fees
Dec 16 - Dec 17
150 Sol by Stay with Bear
Hypo-allergenic bedding, individually decorated, individually furnished
1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.6 out of 10, Exceptional, (77)
"Room was clean. Good Air condition. Easy instructions for check in . Would come back :) "
United States
Sylvie
1120 Vieques by Stay with Bear
Beach nearby
Star of the Olympus

Star of the Olympus

Star of the Olympus
3.5 star property
Santurce
8.0 out of 10, Very Good, (79)
"I loved my stay here. I got a small room for my stay on a business trip, nothing fancy but I don't need much- just a place to sleep and shower between business hours. The staff is very friendly and accommodating and the location of the property is walking distance to everything I needed, so I saved money on car rentals and got to enjoy the scenery while I walked to and from my destinations. I will definitely be staying here again in the future!"
United States
Gina
The price is P7,965
P11,296 total
includes taxes & fees
Dec 14 - Dec 15
Star of the Olympus
Bathroom
DUNA by DW

DUNA by DW

DUNA by DW
4.5 star property
Santurce
9.6 out of 10, Exceptional, (61)
"Great stay. "
United States
Albany
DUNA by DW
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rolling Hills Hotel Reviews

San Juan Airport Hotel

San Juan Airport Hotel

10/10 Excellent
"Excelente desde limpieza hasta atención...lo recomiendo muchísimo..."
Yosmilde 1-night trip
Posted 3 days ago
San Juan Airport Hotel

Find out more about Rolling Hills

Search for holiday rentals in Rolling Hills on Expedia! You can easily find your home rentals, villas, holiday apartments in Rolling Hills using one of the methods below:

  • View our selection of featured holiday rentals in Rolling Hills
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  • Enter your travel dates to view the best deals on holiday rentals in Rolling Hills while they last

Look no further and take a look at our great range of rental properties in Rolling Hills!

Frequently asked questions

Are there vacation rentals in Rolling Hills?

Yes, we give you a choice of vacation rentals near top sights in Rolling Hills, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Rolling Hills?

150 Sol by Stay with Bear: This vacation home rental outside of Rolling Hills is in the historical district and equipped with air-conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What’s there to see and do in Rolling Hills?

Explore the area and family-friendly sights such as Carabali Rainforest Park, or get out into nature at a spot like Condado Beach. While in the area, you can also visit popular places like Port of San Juan and Pan American Pier.

What’s a vacation rental in Rolling Hills like?

A vacation rental is a private property you can stay in for short or long periods in Rolling Hills. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for small groups.