Santa Olaya Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Santa Olaya vacation rentals

Fridge, microwave, coffee/tea maker, toaster
Segovia Studio Units

Apartment in Sabana Abajo

Segovia Studio Units
3.0 star property
8.6 out of 10, Excellent, (736)
"Very nice, clean and great wifi"
United States
Michael Brian
Segovia Studio Units
On the beach, beach towels
ESJ Beach Hotel

Aparthotel in Isla Verde

ESJ Beach Hotel
3.5 star property
6.8 out of 10, (4291)
"Beautiful room/view friendly staff "
United States
Danielle
ESJ Beach Hotel
In-room safe, iron/ironing board, free WiFi, bed sheets
Mare 1562

Aparthotel in Isla Verde

Mare 1562
4.0 star property
9.2 out of 10, Wonderful, (83)
"Room was very clean and comfortable "
United States
Stanzetta
Mare 1562
Terrace/patio
Old San Juan Rentals

Apartment in Old San Juan

Old San Juan Rentals
3.5 star property
8.6 out of 10, Excellent, (681)
"Amazing stay and staff was always available for us"
United States
Dominique
The price is P11,147
P16,919 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Old San Juan Rentals
Beach/ocean view
ESJ by PMI Puerto Rico

Aparthotel in Isla Verde

ESJ by PMI Puerto Rico
3.5 star property
7.2 out of 10, Good, (34)
"Very comfortable, great view and clean "
United States
Daniela
The price is P5,696
P11,200 total
includes taxes & fees
Jan 12 - Jan 13, 2026
ESJ by PMI Puerto Rico
Outdoor dining
150 Sol by Stay with Bear

Vacation Home in Old San Juan

150 Sol by Stay with Bear
3.0 star property
8.4 out of 10, Very Good, (8)
"Great experience, on point customer service, will definitely recommend!!"
United States
Efrain
The price is P6,342
P8,157 total
includes taxes & fees
Jan 21 - Jan 22, 2026
150 Sol by Stay with Bear
Beach nearby, white sand
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

Aparthotel in Isla Verde

Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
2.5 star property
9.0 out of 10, Wonderful, (149)
"Spacious, modern and functional apartments. Very helpful staff. Convenient to two excellent beaches. Exceeded my expectations! "
United States
ALAN
The price is P17,420
P18,988 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
Indoor pool
Mare 1660

Aparthotel in Isla Verde

Mare 1660
4.0 star property
8.6 out of 10, Excellent, (82)
"Great room. Excellent beach access. Great building!"
United States
peter
Mare 1660
Hypo-allergenic bedding, memory foam beds, individually decorated
DUNA by DW

Aparthotel in Santurce

DUNA by DW
4.5 star property
9.6 out of 10, Exceptional, (61)
"Great stay. "
United States
Albany
DUNA by DW
Hypo-allergenic bedding, memory foam beds, individually decorated
MOOD HAUS by DW - 70's Retro Stays

Apartment in Santurce

MOOD HAUS by DW - 70's Retro Stays
3.5 star property
9.2 out of 10, Wonderful, (74)
"It was cute and cozy "
United States
Jonatan
MOOD HAUS by DW - 70's Retro Stays
Hallway
Romeo Gay Hotel

Aparthotel in San Juan Antiguo

Romeo Gay Hotel
4.0 star property
9.0 out of 10, Wonderful, (143)
"Great place"
United States
pietro
Romeo Gay Hotel
Terrace/patio
APT by DW

Aparthotel in Santurce

APT by DW
4.5 star property
9.8 out of 10, Exceptional, (74)
"Beautiful place"
United States
Susie
APT by DW
Courtyard
MANSION MIRAFLORES

Villa in Santurce

MANSION MIRAFLORES
3.0 star property
9.4 out of 10, Exceptional, (141)
"Clean room , amenities and great location"
United States
Elisabeth
The price is P8,879
P11,918 total
includes taxes & fees
Jan 4 - Jan 5, 2026
MANSION MIRAFLORES
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

Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

10/10 Excellent
"Amazing "
Angela 3-night trip
Posted 2 hours ago
Embassy Suites by Hilton San Juan Hotel & Casino

Find out more about Santa Olaya

Search for holiday rentals in Santa Olaya on Expedia! You can easily find your home rentals, villas, holiday apartments in Santa Olaya using one of the methods below:

  • View our selection of featured holiday rentals in Santa Olaya
  • Use the map to find apartments and other holiday homes in the Santa Olaya neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Santa Olaya while they last

Look no further and take a look at our great range of rental properties in Santa Olaya!

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?

150 Sol by Stay with Bear: This vacation home rental near Santa Olaya is in the historical district and equipped with air-conditioning and Netflix 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. In the larger area, you’ll find Port of San Juan and Fort Buchanan.

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.