Default HTG hotel image

Santa Olaya Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Santa Olaya vacation rentals

Apartment (A2) | Private kitchenette | Coffee/tea maker, fridge, microwave, cookware/dishes/utensils

1. Segovia Studio Units

Segovia Studio Units
3.0 star property
Sabana Abajo
8.6 out of 10, Excellent, (898 reviews)
"Great place to stay"
United States
Lanoris
The price is SAR 170
SAR 302 total
includes taxes & fees
24 Aug - 25 Aug
Segovia Studio Units
Apartment, 1 Bedroom, Balcony | View from room

2. Casa Las Ruinas Boutique Hotel

Casa Las Ruinas Boutique Hotel
4.0 star property
Old San Juan
8.4 out of 10, Very Good, (410 reviews)
"Clean room, excellent location"
United States
Marielis
The price is SAR 335
SAR 430 total
includes taxes & fees
9 Sep - 10 Sep
Casa Las Ruinas Boutique Hotel
Presidential Apartment, City View | Living area

3. 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 SAR 678
SAR 787 total
includes taxes & fees
20 Aug - 21 Aug
Hugo's Rental
Private kitchen

4. 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, (35 reviews)
" Clean, peaceful, nice host, location nice and comfortable. "
United States
Alejandro J.
The price is SAR 244
SAR 405 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Apartment in San Juan with light 24/7
Beach nearby, beach towels

5. ESJ Beach Hotel

ESJ Beach Hotel
3.5 star property
Isla Verde
6.8 out of 10, (4,533 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 SAR 590
SAR 756 total
includes taxes & fees
11 Aug - 12 Aug
ESJ Beach Hotel
Beach

6. Casa del Sol-A Great Location Hospitals and Malls

Casa del Sol-A Great Location Hospitals and Malls
Hato Tejas
9.8 out of 10, Exceptional, (18 reviews)
"Plenty of stores in local area and only 30 minutes from San Juan. "
United States
Troy
The price is SAR 472
SAR 1,173 total
includes taxes & fees
12 Aug - 13 Aug
Casa del Sol-A Great Location Hospitals and Malls
1 bedroom, iron/ironing board, WiFi, bed sheets

7. Cozy house near SJ w/ light 24/7

Cozy house near SJ w/ light 24/7
Puerto Nuevo
9.4 out of 10, Exceptional, (22 reviews)
"Very nice host"
United States
Alexander B.
The price is SAR 263
SAR 417 total
includes taxes & fees
15 Aug - 16 Aug
Cozy house near SJ w/ light 24/7
Smart TV

8. Private Apartment close to everything you need!

Private Apartment close to everything you need!
Hato Rey Norte
8.4 out of 10, Very Good, (27 reviews)
"Perfect s"
United States
Erica
The price is SAR 327
SAR 626 total
includes taxes & fees
11 Aug - 12 Aug
Private Apartment close to everything you need!
Outdoor dining

9. Cozy studio apart. spectacular view, Electric Generator, WiFi, AC

Cozy studio apart. spectacular view, Electric Generator, WiFi, AC
Puerto Nuevo
8.6 out of 10, Excellent, (29 reviews)
The price is SAR 206
SAR 537 total
includes taxes & fees
11 Aug - 12 Aug
Cozy studio apart. spectacular view, Electric Generator, WiFi, AC
Studio | Private kitchen

10. Isla Verde Beachfront ESJ Tower by Otium

Isla Verde Beachfront ESJ Tower by Otium
2.0 star property
Isla Verde
The price is SAR 584
SAR 964 total
includes taxes & fees
9 Sep - 10 Sep
Isla Verde Beachfront ESJ Tower by Otium
Deluxe Queen ADA | Premium bedding, down comforters, in-room safe, individually decorated

11. 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 SAR 458
SAR 504 total
includes taxes & fees
11 Aug - 12 Aug
Jardin al Bosque
Beach nearby, sun loungers, beach towels

12. San Juan, Garden suite w/private POOL, outdoor kitchen/BBQ & peaceful

San Juan, Garden suite w/private POOL, outdoor kitchen/BBQ & peaceful
Monacillo
10.0 out of 10, Exceptional, (25 reviews)
"What great hosts. Miguel and Fanny are so hospitable plus the location was very convenient. Can’t wait to head back to Puerto Rico!"
United States
Julie B.
The price is SAR 451
SAR 821 total
includes taxes & fees
18 Aug - 19 Aug
San Juan, Garden suite w/private POOL, outdoor kitchen/BBQ & peaceful
Outdoor pool

13. 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 SAR 513
SAR 703 total
includes taxes & fees
25 Aug - 26 Aug
Patio Elba Boutique Hotel
Casino

14. 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 SAR 466
SAR 917 total
includes taxes & fees
14 Aug - 15 Aug
Caguas Santa Juana 1 Fully Equipped 3BR Home With Solar Panels, A/C and WIFI.
Outdoor dining

15. 150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.6 out of 10, Excellent, (60 reviews)
"First time to Old San Juan, and the location was ideal."
Canada
George Todd
The price is SAR 529
SAR 681 total
includes taxes & fees
2 Sep - 3 Sep
150 Sol by Stay with Bear
Pool

16. 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 SAR 309
SAR 735 total
includes taxes & fees
16 Aug - 17 Aug
Mare 1562
Apartment (3) | Terrace/patio

17. APT by DW

APT by DW
4.5 star property
Santurce
9.8 out of 10, Exceptional, (105 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 SAR 583
SAR 1,045 total
includes taxes & fees
11 Aug - 12 Aug
APT by DW
Interior

18. 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)
"We had everything we needed for our stay. It was a convenient location and nice area. "
United States
Ellen O.
The price is SAR 451
SAR 841 total
includes taxes & fees
11 Aug - 12 Aug
Caguas Villa Santa Juana 2 Fully Equipped 2BR Home with SOLAR PANELS /A/C / WIFI
Business center

19. La Ferreteria Apartments

La Ferreteria Apartments
3.0 star property
Puerta de Tierra
8.8 out of 10, Excellent, (616 reviews)
"We enjoyed our stay at La Ferreteria. Lots of space and a beautiful bay view. We definitely recommend it."
United States
Raul Fombellida
The price is SAR 382
SAR 491 total
includes taxes & fees
1 Sep - 2 Sep
La Ferreteria Apartments
Coffee/tea maker, fridge, microwave, stovetop

20. Lovely 3-bedroom condo with Penthouse Views

Lovely 3-bedroom condo with Penthouse Views
Río Piedras
9.6 out of 10, Exceptional, (34 reviews)
"Beautiful view. The host was extremely responsive. Very good communication."
United States
Trisha C.
The price is SAR 376
SAR 841 total
includes taxes & fees
12 Aug - 13 Aug
Lovely 3-bedroom condo with Penthouse Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Santa Olaya Hotel Reviews

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

10/10 Excellent
"Had an amazing experience. The hotel was clean and well keep. The hotel staff all but 1 person we experience at check in was extremely friendly, welcoming, and helpful with helping find locations off the property. I love the way housekeeping set the mood for evening stay and relaxation in the room."
Shanoah 3-night trip
Posted 1 hour ago
Condado Vanderbilt Hotel

Frequently asked questions

Are there vacation rentals in Santa Olaya?

Yes, we give you a choice of vacation rentals near popular points of interest in Santa Olaya, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Santa Olaya has to offer?

1120 Vieques by Stay with Bear: This vacation home rental near Santa Olaya 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 Santa Olaya?

Explore the area and family-friendly sights such as Villa Campestre, 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 Santa Olaya like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Santa Olaya. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.