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Rolling Hills Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Rolling Hills vacation rentals

Private kitchenette

1. Segovia Studio Units

Segovia Studio Units
3.0 star property
Sabana Abajo
8.6 out of 10, Excellent, (895 reviews)
"Great place to stay"
United States
Lanoris
The price is P3,270
P5,463 total
includes taxes & fees
Aug 10 - Aug 11
Segovia Studio Units
Beach nearby, beach towels

2. ESJ Beach Hotel

ESJ Beach Hotel
3.5 star property
Isla Verde
6.8 out of 10, (4,528 reviews)
"The property is perfect if you want to stay at home away from home stay. The hotel is close to every thing and beach is minutes away."
United States
Rose
The price is P9,582
P12,272 total
includes taxes & fees
Aug 13 - Aug 14
ESJ Beach Hotel
Outdoor pool

3. Las Casitas de Village

Las Casitas de Village
3.0 star property
Carolina
7.4 out of 10, Good, (34 reviews)
"Receptionist was very helpful. Nice accommodations."
United States
Julia
The price is P10,742
P13,857 total
includes taxes & fees
Aug 7 - Aug 8
Las Casitas de Village
Iron/ironing board, WiFi (free), bed sheets

4. ESJ hosted by PMI

ESJ hosted by PMI
3.0 star property
Isla Verde
7.8 out of 10, Good, (26 reviews)
"It was a beautiful room view was great very clean and the staff was very friendly"
United States
JODIE
The price is P5,568
P13,717 total
includes taxes & fees
Aug 25 - Aug 26
ESJ hosted by PMI
Premium bedding, down comforters, in-room safe, individually decorated

5. Jardin al Bosque

Jardin al Bosque
2.0 star property
Río Piedras
9.4 out of 10, Exceptional, (16 reviews)
"Lovely relaxing stay with everything you need, great pool to which was a bonus. Nighttime with the sounds of wildlife was amazing"
United Kingdom
Mike
The price is P7,702
P8,472 total
includes taxes & fees
Aug 11 - Aug 12
Jardin al Bosque
Living room

6. MANSION MIRAFLORES

MANSION MIRAFLORES
3.5 star property
Santurce
9.4 out of 10, Exceptional, (259 reviews)
"Great place in a calm area. The only downside is that there are very few places to eat or grab a drink within walking distance. However, during my stay, rental scooters were always available right outside, so that might work for some people."
United States
Mauricio
The price is P7,528
P11,526 total
includes taxes & fees
Aug 8 - Aug 9
MANSION MIRAFLORES
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

7. Flamenco Beach 2BDR Oceanfr Pool Parking

Flamenco Beach 2BDR Oceanfr Pool Parking
3.0 star property
Isla Verde
9.4 out of 10, Exceptional, (29 reviews)
"Perfect location and lovely security people who made our stay so comfortable and welcoming!"
United States
David
The price is P14,097
P24,904 total
includes taxes & fees
Aug 10 - Aug 11
Flamenco Beach 2BDR Oceanfr Pool Parking
Property amenity

8. Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
4.0 star property
Isla Verde
9.0 out of 10, Wonderful, (229 reviews)
"Great location"
United States
Douglass
The price is P11,390
P14,415 total
includes taxes & fees
Sep 1 - Sep 2
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
Outdoor pool

9. Patio Elba Boutique Hotel

Patio Elba Boutique Hotel
4.0 star property
Santurce
9.2 out of 10, Wonderful, (309 reviews)
"Staff were friendly, felt like we had the place to ourself, cleaning staff did a great job, worth the money."
United States
Robert
The price is P8,535
P11,638 total
includes taxes & fees
Aug 17 - Aug 18
Patio Elba Boutique Hotel
BBQ/picnic area

10. Coqui del Mar Guest House

Coqui del Mar Guest House
3.0 star property
Santurce
9.2 out of 10, Wonderful, (118 reviews)
"I love this place."
United States
Yunier
The price is P9,810
P10,693 total
includes taxes & fees
Aug 6 - Aug 7
Coqui del Mar Guest House
Living area

11. Villas Auxilio Mutuo 102

Villas Auxilio Mutuo 102
2.0 star property
Universidad
7.0 out of 10, Good, (7 reviews)
"Clean room .comfortable. easily accessible. "
United States
LUZ
The price is P8,872
P9,670 total
includes taxes & fees
Aug 6 - Aug 7
Villas Auxilio Mutuo 102
Outdoor pool

12. Villa Paradiso

Villa Paradiso
4.0 star property
Santurce
10.0 out of 10, Exceptional, (1 review)
"It was an extraordinary experience some super hosts helped us in everything recommended 100%"
United States
Ramon
The price is P107,655
P154,024 total
includes taxes & fees
Aug 10 - Aug 11
Villa Paradiso
Private kitchen

13. Isla Verde Beachfront ESJ Tower by Otium

Isla Verde Beachfront ESJ Tower by Otium
2.0 star property
Isla Verde
The price is P13,427
P19,971 total
includes taxes & fees
Aug 10 - Aug 11
Isla Verde Beachfront ESJ Tower by Otium
Pool

14. Mare 1562

Mare 1562
3.0 star property
Isla Verde
9.0 out of 10, Wonderful, (106 reviews)
"Clean room, ocean view of sunrise, beach access, close to everything"
United States
Maria E
The price is P5,027
P11,979 total
includes taxes & fees
Aug 14 - Aug 15
Mare 1562
Terrace/patio

15. APT by DW

APT by DW
4.5 star property
Santurce
9.8 out of 10, Exceptional, (104 reviews)
"Beautiful place in a wonderful neighborhood. Close to lots of restaurants, bars and other day/nightlife. Only a 15 minute drive to Old San Juan"
United States
Stephanie
The price is P8,872
P16,312 total
includes taxes & fees
Aug 6 - Aug 7
APT by DW
2 bedrooms, WiFi (free), bed sheets

16. Villas at Auxilio Mutuo 104

Villas at Auxilio Mutuo 104
3.0 star property
Universidad
8.2 out of 10, Very Good, (33 reviews)
"Quiet and safe villa, rooms were clean and beds were comfy."
United States
Jorge
The price is P9,790
P12,338 total
includes taxes & fees
Aug 12 - Aug 13
Villas at Auxilio Mutuo 104
Living area

17. Hugo's Rental

Hugo's Rental
5.0 star property
Old San Juan
9.2 out of 10, Wonderful, (339 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 P11,516
P13,359 total
includes taxes & fees
Aug 13 - Aug 14
Hugo's Rental
Bathroom

18. DUNA by DW

DUNA by DW
3.5 star property
Santurce
9.4 out of 10, Exceptional, (91 reviews)
"Our stay was an absolute dream! The apartment complex was a perfect blend of modern comfort with a lush, tropical atmosphere. The vibrant property, we highly recommend this slice of paradise for an authentic and relaxing getaway"
United States
Kiana
The price is P9,790
P15,260 total
includes taxes & fees
Aug 9 - Aug 10
DUNA by DW
Living area

19. Brisa Marina 2BDR Pool Parking Beachside

Brisa Marina 2BDR Pool Parking Beachside
2.0 star property
Isla Verde
8.0 out of 10, Very Good, (20 reviews)
"Excellent location, really nice!!"
United States
ADRIANA
The price is P13,987
P25,249 total
includes taxes & fees
Aug 9 - Aug 10
Brisa Marina 2BDR Pool Parking Beachside
Living area

20. 2019 Cacique by Stay with Bear

2019 Cacique by Stay with Bear
3.0 star property
Santurce
9.0 out of 10, Wonderful, (83 reviews)
"Evrything perfect. Great place, location and service."
United States
Julia
The price is P5,848
P6,374 total
includes taxes & fees
Aug 10 - Aug 11
2019 Cacique by Stay with Bear
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
"EXCEPTIONAL! Amazing property and staff. Giovanna at the concierge desk was SUPER, we had a great stay!"
Jubeen 3-night trip
Posted 1 hour 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 Condado Beach. While in the area, you can also visit popular places like Port of San Juan and Isla Verde Beach.

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.