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Rolling Hills Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Rolling Hills vacation rentals

58-inch TV with digital channels, Netflix, Hulu

CARIBBEAN STARS

CARIBBEAN STARS
4.0 star property
Sabana Abajo
8.0 out of 10, Very Good, (74 reviews)
"Check in was super easy and smooth as well as check out. Highly recommend this place and would definitely stay here again with my family."
United States
Deanna
The price is P5,017
P5,769 total
includes taxes & fees
Jun 22 - Jun 23
CARIBBEAN STARS
Iron/ironing board, free WiFi, bed sheets

ESJ hosted by PMI

ESJ hosted by PMI
3.0 star property
Isla Verde
The price is P5,877
P14,888 total
includes taxes & fees
Jul 6 - Jul 7
ESJ hosted by PMI
Living area

Casa Las Ruinas Boutique Hotel

Casa Las Ruinas Boutique Hotel
2.0 star property
Old San Juan
8.2 out of 10, Very Good, (375 reviews)
"Perfect location in the old beautiful San Juan, I will definitely stay there again. Big and clean rooms with everything you need for a good stay."
United States
Aleyda
The price is P5,453
P7,014 total
includes taxes & fees
Jul 6 - Jul 7
Casa Las Ruinas Boutique Hotel
Dining

609 Condado Ave

609 Condado Ave
2.0 star property
Santurce
The price is P5,756
P11,121 total
includes taxes & fees
Jun 28 - Jun 29
609 Condado Ave
Private kitchenette

Segovia Studio Units

Segovia Studio Units
3.0 star property
Sabana Abajo
8.6 out of 10, Excellent, (864 reviews)
"It’s pretty good to stay everyone’s close by"
United States
Reyes Jr
The price is P3,238
P5,409 total
includes taxes & fees
Jul 6 - Jul 7
Segovia Studio Units
On the beach, beach towels

ESJ Beach Hotel

ESJ Beach Hotel
3.5 star property
Isla Verde
6.8 out of 10, (4,480 reviews)
"The room was very clean and the staff was very friendly. The hotel was in a nice hotel"
United States
Ryan
The price is P9,527
P12,203 total
includes taxes & fees
Jul 6 - Jul 7
ESJ Beach Hotel
Living area

Hugo's Rental

Hugo's Rental
5.0 star property
Old San Juan
9.2 out of 10, Wonderful, (338 reviews)
"Amazing location right on the square. The room was very nice and we will be staying again next time!!"
United States
John
The price is P13,086
P15,180 total
includes taxes & fees
Jul 1 - Jul 2
Hugo's Rental
Business center

La Ferreteria Apartments

La Ferreteria Apartments
3.0 star property
San Juan Antiguo
8.8 out of 10, Excellent, (590 reviews)
"Everything this is the second time staying here."
United States
Bernard
The price is P5,998
P7,715 total
includes taxes & fees
Jun 28 - Jun 29
La Ferreteria Apartments
Free WiFi

750 Miramar by Otium

750 Miramar by Otium
2.5 star property
Santurce
2.0 out of 10, (1 review)
"No hot water and I soon as you go outside you get slapped either cat urine. You can not seat outside on the patio chairs because the smell is so unbearable. The ac is in the kitchen part and it gets hot in the sleeping part of the room. Looks bigger in pictures but it’s very small. This was one of the worst hotels I ever stayed at."
United States
Vanessa
The price is P3,351
P11,511 total
includes taxes & fees
Jun 22 - Jun 23
750 Miramar by Otium
Property amenity

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, (201 reviews)
"liked the proximity to the beach and local businesses and supermarkets"
United States
Anibal
The price is P12,023
P15,093 total
includes taxes & fees
Jul 9 - Jul 10
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
Terrace/patio

APT by DW

APT by DW
4.5 star property
Santurce
9.8 out of 10, Exceptional, (93 reviews)
"Clean and beautiful neighborhood"
United States
Armando Cardenio
The price is P8,255
P15,623 total
includes taxes & fees
Jun 21 - Jun 22
APT by DW
Private spa tub

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (142 reviews)
"This was a great place to stay at."
United States
Jocelyn
The price is P6,018
P7,740 total
includes taxes & fees
Jul 6 - Jul 7
1120 Vieques by Stay with Bear
Dining

Castellana by Otium

Castellana by Otium
2.5 star property
Sabana Abajo
10.0 out of 10, Exceptional, (2 reviews)
"Really enjoyed my time here! It’s beautiful clean and the water was hott!! It’s easy to find. I came solo this trip and this was the perfect place to stay. Ubers come to this locations and is near food gas and beaches. Can’t wait to come back. Thank you for having me."
United States
Patsy Marie
The price is P3,738
P11,959 total
includes taxes & fees
Jul 13 - Jul 14
Castellana by Otium
Iron/ironing board, free WiFi, bed sheets

Condado by Otium

Condado by Otium
3.0 star property
Condado
7.6 out of 10, Good, (90 reviews)
"My stay was amazing. The place was super clean and smelling good. The process to get into the place was smooth and easy. Can definitely recommend this place to anyone and I will definitely stay there again."
United States
Jahyra
The price is P4,665
P14,859 total
includes taxes & fees
Jul 15 - Jul 16
Condado by Otium
On the beach, white sand, free beach shuttle, sun loungers

Numero Uno Beach Apartments

Numero Uno Beach Apartments
3.0 star property
Santurce
8.8 out of 10, Excellent, (58 reviews)
"Staff was amazing, the room was great really liked the garden intrece Way Shot out to my bbt girl "
United States
Douglas Edward
The price is P12,468
P15,342 total
includes taxes & fees
Jun 25 - Jun 26
Numero Uno Beach Apartments
Outdoor pool

Picuas Village

Picuas Village
3.0 star property
Zarzal
7.6 out of 10, Good, (77 reviews)
"This place it’s amazing we enjoy everything clean room great staff perfect beach view"
United States
Natalie
The price is P12,765
P18,202 total
includes taxes & fees
Jul 5 - Jul 6
Picuas Village
Terrace/patio

El Yunque Rainforest

El Yunque Rainforest
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (55 reviews)
"What a beautiful place, clean, private, and well equipped with everything you would need to enjoy a relaxing stay."
United States
Kelly
The price is P15,389
P18,471 total
includes taxes & fees
Jun 28 - Jun 29
El Yunque Rainforest
Living area

Elokut Apartments by Stay with Bear

Elokut Apartments by Stay with Bear
3.0 star property
San Juan Antiguo
6.4 out of 10, (5 reviews)
"I'm a local who stayed a few nights because I was attending a festival. The place is really nice and cozy. I swear they have the best AC on the planet. Everything was organized and tidy but not clean. The floor had been swept but not mopped for a while, we had to keep our shoes on because our feet were black from how dirty the floor was. I read some reviews about it being loud because of the bar downstairs but we didn't hear anything. What I can say is that the walls are paper thin and the...
United States
Courtnaé
The price is P6,059
P7,793 total
includes taxes & fees
Jun 22 - Jun 23
Elokut Apartments by Stay with Bear
Free WiFi

1818 LLC

1818 LLC
2.0 star property
Santurce
The price is P4,431
P4,830 total
includes taxes & fees
Jun 21 - Jun 22
1818 LLC
Terrace/patio

Casa Parcha

Casa Parcha
1.0 star property
Naguabo
10.0 out of 10, Exceptional, (55 reviews)
"Best place to stay if you like outdoors, tropical forest views, and nature sounds. Place has direct river access without the need for a long hike. Straight forward check in Attentive host Would definitely choose it again. Thanks Casa Parcha"
United States
Marian
The price is P10,300
P11,930 total
includes taxes & fees
Jun 23 - Jun 24
Casa Parcha
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

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

10/10 Excellent
"Great location, nice rooms, very clean, staff helpful in recommending tours, nice pool, overall great experience."
Yaowen 4-night trip
Posted 7 hours ago
Condado Vanderbilt 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:

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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?

1120 Vieques by Stay with Bear: This vacation home rental outside of Rolling Hills is near the airport and equipped with air-conditioning and free WiFi 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 Isla Verde Beach. While in the area, you can also visit popular places like Port of San Juan and Casino del Mar at La Concha Resort.

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.