Rolling Hills Vacation Rentals

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Our top choices for Rolling Hills vacation rentals

Casa Parcha

Casa Parcha
1.0 star property
Naguabo
10.0 out of 10, Exceptional, (46 reviews)
"Excellent place and very calming and soothing environment. The staff was amazing and accommodating. "
United States
Ahmed
The price is CA $198
CA $232 total
includes taxes & fees
May 5 - May 6
Casa Parcha

Caguas Villa Santa Juana 2 Fully Equipped 2BR Home with SOLAR PANELS /A/C / WIFI

Caguas Villa Santa Juana 2 Fully Equipped 2BR Home with SOLAR PANELS /A/C / WIFI
Caguas
9.8 out of 10, Exceptional, (20 reviews)
"Great Host , always checking making sure we had everything, Clean house , i am coming back ."
United States
Rudy R.
The price is CA $246
CA $405 total
includes taxes & fees
May 3 - May 4
Caguas Villa Santa Juana 2 Fully Equipped 2BR Home with SOLAR PANELS /A/C / WIFI

Picuas Village

Picuas Village
3.0 star property
Zarzal
7.4 out of 10, Good, (65 reviews)
"The whole master bathroom was flooded from the toilet with a very strong sewer smell. The bedrooms where in very bad conditions. The sliding doors almost impossible to open. The kitchen cabinets in very bad conditions, the jacuzzi wasn't working property. Beautiful location but; the building needs an update. We pay way too much for what we got. "
United States
Leonardo
The price is CA $297
CA $421 total
includes taxes & fees
May 11 - May 12
Picuas Village

El Yunque Rainforest

El Yunque Rainforest
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (54 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 CA $334
CA $402 total
includes taxes & fees
May 31 - Jun 1
El Yunque Rainforest

CARIBBEAN STARS

CARIBBEAN STARS
4.0 star property
Sabana Abajo
7.6 out of 10, Good, (52 reviews)
"Enjoyed my stay "
United States
Angela
The price is CA $121
CA $139 total
includes taxes & fees
May 17 - May 18
CARIBBEAN STARS

LaChanel QnRoomPool ResortVibe NearBeach

LaChanel QnRoomPool ResortVibe NearBeach
3.0 star property
Santurce
The price is CA $239
CA $329 total
includes taxes & fees
May 5 - May 6
LaChanel QnRoomPool ResortVibe NearBeach

Sabana River Villa Las Paylas

Sabana River Villa Las Paylas
Sabana
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful stay! Met all our expectations!"
United States
Michelle E.
The price is CA $239
CA $497 total
includes taxes & fees
May 3 - May 4
Sabana River Villa Las Paylas

Las Casitas de Village

Las Casitas de Village
3.0 star property
Carolina
7.4 out of 10, Good, (32 reviews)
"Receptionist was very helpful. Nice accommodations."
United States
Julia
The price is CA $212
CA $273 total
includes taxes & fees
May 3 - May 4
Las Casitas de Village

Luxury Tiny home with pool & amazing view

Luxury Tiny home with pool & amazing view
Caguas
10.0 out of 10, Exceptional, (12 reviews)
"Great stay in a beautiful spot. We had a blast looking into the mountains from the pool. "
United States
David S.
The price is CA $400
CA $566 total
includes taxes & fees
May 3 - May 4
Luxury Tiny home with pool & amazing view

El Yunque Waterfalls Romantic Stay

El Yunque Waterfalls Romantic Stay
Puerto Rico
10.0 out of 10, Exceptional, (25 reviews)
"This place is beyond amazing. It is the perfect little house to stay with great decor. Every attention to detail "
United States
Donald
The price is CA $376
CA $558 total
includes taxes & fees
May 1 - May 2
El Yunque Waterfalls Romantic Stay

Beautiful Beachside Studio in Luquillo with WIFI

Beautiful Beachside Studio in Luquillo with WIFI
Mata de Plátano
8.6 out of 10, Excellent, (79 reviews)
"The amenities were good and the closeness to the beach was excellent."
United States
Damariz V.
The price is CA $97
CA $241 total
includes taxes & fees
May 4 - May 5
Beautiful Beachside Studio in Luquillo with WIFI

Steps from the Beach - Quiet Condo

Steps from the Beach - Quiet Condo
Mata de Plátano
8.6 out of 10, Excellent, (16 reviews)
"In a good location close to the beach."
United States
Abby F.
The price is CA $124
CA $282 total
includes taxes & fees
May 4 - May 5
Steps from the Beach - Quiet Condo

Spectacular Studio Apt With Spectacular Ocean View, Right Across A

Spectacular Studio Apt With Spectacular Ocean View, Right Across A
Mata de Plátano
9.8 out of 10, Exceptional, (22 reviews)
"Comfortable, well stocked studio in a great location. Loved having beach chairs and a cooler to use. View from balcony was spectacular. Host was helpful and responsive. Highly recommend!"
United States
Marjorie
The price is CA $160
CA $292 total
includes taxes & fees
May 3 - May 4
Spectacular Studio Apt With Spectacular Ocean View, Right Across A

Home away II

Home away II
Cangrejo Arriba
9.2 out of 10, Wonderful, (20 reviews)
"The house was spotless and perfect for us. The rooms stayed nice a cool with the ac. Great for a family vacation home. Will definitely stay here again."
United States
Evelyn
The price is CA $135
CA $304 total
includes taxes & fees
May 1 - May 2
Home away II

Caguas Santa Juana 1 Fully Equipped 3BR Home With Solar Panels, A/C and WIFI.

Caguas Santa Juana 1 Fully Equipped 3BR Home With Solar Panels, A/C and WIFI.
Caguas
9.4 out of 10, Exceptional, (28 reviews)
"Excellent area close to shopping "
United States
Orville
The price is CA $246
CA $430 total
includes taxes & fees
May 5 - May 6
Caguas Santa Juana 1 Fully Equipped 3BR Home With Solar Panels, A/C and WIFI.

Segovia Studio Units

Segovia Studio Units
3.0 star property
Sabana Abajo
8.6 out of 10, Excellent, (834 reviews)
"Everything was lovely, and it's close to everything. "
United States
Tiffany Brown
The price is CA $71
CA $119 total
includes taxes & fees
May 13 - May 14
Segovia Studio Units

Cozy Apartment in San Juan with light 24/7

Cozy Apartment in San Juan with light 24/7
Puerto Nuevo
9.2 out of 10, Wonderful, (32 reviews)
"The place was perfect, it was clean, it had everything we needed. This is the 3rd time i stay here and it's great every time. Highly recommend! "
United States
Angelis
The price is CA $89
CA $147 total
includes taxes & fees
May 1 - May 2
Cozy Apartment in San Juan with light 24/7

Guest Favorite • “True Oceanfront” Luquillo Condo • Walk to Kioskos & El Yunque

Guest Favorite • “True Oceanfront” Luquillo Condo • Walk to Kioskos & El Yunque
Playa Fortuna
10.0 out of 10, Exceptional, (53 reviews)
"Great location, responsive and kind hots. Definitely would stay again "
United States
Ann G.
The price is CA $327
CA $642 total
includes taxes & fees
May 3 - May 4
Guest Favorite • “True Oceanfront” Luquillo Condo • Walk to Kioskos & El Yunque

Tu escape al Campo cerca de la Cuidad

Tu escape al Campo cerca de la Cuidad
Trujillo Alto
9.8 out of 10, Exceptional, (6 reviews)
"We had a great stay! The house itself was nice and clean, and the hot tub was amazing. As others have noted, the driveway is incredibly steep but all in all, it was a very nice place to stay for our visit to PR"
United States
Ashley L.
The price is CA $265
CA $504 total
includes taxes & fees
May 4 - May 5
Tu escape al Campo cerca de la Cuidad

Beachfront Family Stay · Courtyard View · AC All Rooms · Remodeled

Beachfront Family Stay · Courtyard View · AC All Rooms · Remodeled
Mata de Plátano
9.8 out of 10, Exceptional, (16 reviews)
"It was great to stay in Luquillo. We had so much fun."
United States
alexandra v.
The price is CA $178
CA $395 total
includes taxes & fees
May 1 - May 2
Beachfront Family Stay · Courtyard View · AC All Rooms · Remodeled
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

Find out more about Rolling Hills

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rolling Hills. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Condado 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.