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Santa Olaya Vacation Rentals

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Our top choices for Santa Olaya vacation rentals

1. 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 CA $91
CA $151 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Apartment in San Juan with light 24/7

2. 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, (28 reviews)
"Property needs a new shower head. Water flow was terrible, blankets were dirty, they didn’t clean before I got there. Needs a stove. The property needs an upgrade. Owner was nice"
United States
Rosalyn
The price is CA $77
CA $200 total
includes taxes & fees
Aug 3 - Aug 4
Cozy studio apart. spectacular view, Electric Generator, WiFi, AC

3. 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 CA $98
CA $156 total
includes taxes & fees
Aug 7 - Aug 8
Cozy house near SJ w/ light 24/7

4. Casa Las Ruinas Boutique Hotel

Casa Las Ruinas Boutique Hotel
4.0 star property
Old San Juan
8.4 out of 10, Very good, (407 reviews)
"Clean room, excellent location"
United States
Marielis
The price is CA $124
CA $159 total
includes taxes & fees
Aug 25 - Aug 26
Casa Las Ruinas Boutique Hotel

5. Segovia Studio Units

Segovia Studio Units
3.0 star property
Sabana Abajo
8.6 out of 10, Excellent, (894 reviews)
"Great place to stay"
United States
Lanoris
The price is CA $68
CA $118 total
includes taxes & fees
Aug 10 - Aug 11
Segovia Studio Units

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 CA $185
CA $449 total
includes taxes & fees
Aug 17 - Aug 18
Casa del Sol-A Great Location Hospitals and Malls

7. 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 CA $172
CA $189 total
includes taxes & fees
Aug 13 - Aug 14
Jardin al Bosque

8. Casa Pelayo

Casa Pelayo
3.0 star property
Puerta de Tierra
8.0 out of 10, Very good, (53 reviews)
"Excellent communication and even better location, my family loved it and it is a definite come back place we are already planning our stay here again very soon"
United States
Jahdai
The price is CA $117
CA $151 total
includes taxes & fees
Aug 18 - Aug 19
Casa Pelayo

9. 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)
"Fanny and Miguel are great host. It was my home away from home."
United States
mslissa s.
The price is CA $158
CA $276 total
includes taxes & fees
Aug 4 - Aug 5
San Juan, Garden suite w/private POOL, outdoor kitchen/BBQ & peaceful

10. 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, (59 reviews)
"First time to Old San Juan, and the location was ideal."
Canada
George Todd
The price is CA $179
CA $230 total
includes taxes & fees
Sep 2 - Sep 3
150 Sol by Stay with Bear

11. 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 CA $110
CA $221 total
includes taxes & fees
Aug 3 - Aug 4
Private Apartment close to everything you need!

12. Nando's Place

Nando's Place
3.5 star property
Puerta de Tierra
8.2 out of 10, Very good, (64 reviews)
"We like the convenience of been close to beaches and Old San Juan, easy parking on street, was quiet and we feel safe on the neighborhood, comfortable for a family of 5 And spacious , Thank you"
United States
Carmen S
The price is CA $118
CA $151 total
includes taxes & fees
Aug 17 - Aug 18
Nando's Place

13. 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 CA $244
CA $283 total
includes taxes & fees
Aug 3 - Aug 4
Hugo's Rental

14. La Ferreteria Apartments

La Ferreteria Apartments
3.0 star property
Puerta de Tierra
8.8 out of 10, Excellent, (611 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 CA $135
CA $173 total
includes taxes & fees
Sep 2 - Sep 3
La Ferreteria Apartments

15. Elokut Apartments by Stay with Bear

Elokut Apartments by Stay with Bear
3.0 star property
Puerta de Tierra
5.8 out of 10, (8 reviews)
"Requests to refill necessities like soap and towels were not done. Garbage was not removed. No communication or help from host during utility outages."
United States
Stephanie
The price is CA $139
CA $179 total
includes taxes & fees
Aug 17 - Aug 18
Elokut Apartments by Stay with Bear

16. 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 CA $192
CA $262 total
includes taxes & fees
Aug 18 - Aug 19
Patio Elba Boutique Hotel

17. 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 CA $131
CA $143 total
includes taxes & fees
Aug 3 - Aug 4
2019 Cacique by Stay with Bear

18. 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 CA $140
CA $314 total
includes taxes & fees
Aug 4 - Aug 5
Lovely 3-bedroom condo with Penthouse Views

19. Everything you need in one place. 5 min from BAD BUNNY concert

Everything you need in one place. 5 min from BAD BUNNY concert
Hato Rey Norte
8.4 out of 10, Very good, (38 reviews)
"Hi! The Host has a to do and where to eat List on the wall! The places we were able to visit from the list excellent!!.Air conditioning did keep the room Cool! Almost everything was 5 to 10 minute drive away! Great space for 2 people "
United States
Nina P.
The price is CA $111
CA $199 total
includes taxes & fees
Aug 3 - Aug 4
Everything you need in one place. 5 min from BAD BUNNY concert

20. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (160 reviews)
"Easy check in process and good location."
United States
Joshua Thomas
The price is CA $121
CA $131 total
includes taxes & fees
Aug 25 - Aug 26
1120 Vieques 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 Santa Olaya Hotel Reviews

Find out more about Santa Olaya

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 Santa Olaya. 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 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 Jose Miguel Agrelot Coliseum.

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.