Santa Olaya Vacation Rentals

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Our top choices for Santa Olaya vacation rentals

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 $120
CA $138 total
includes taxes & fees
May 17 - May 18
CARIBBEAN STARS

Segovia Studio Units

Segovia Studio Units
3.0 star property
Sabana Abajo
8.6 out of 10, Excellent, (834 reviews)
"Very clear check in instructions, quick responses , and clean rooms. Would highly recommend to anyone, especially for those needing a place to stay close to the airport"
United States
Ashley
The price is CA $71
CA $119 total
includes taxes & fees
May 13 - May 14
Segovia Studio Units

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 $244
CA $402 total
includes taxes & fees
May 3 - May 4
Caguas Villa Santa Juana 2 Fully Equipped 2BR Home with SOLAR PANELS /A/C / WIFI

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 $210
CA $271 total
includes taxes & fees
May 6 - May 7
Las Casitas de Village

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 $88
CA $146 total
includes taxes & fees
May 4 - May 5
Cozy Apartment in San Juan with light 24/7

LaChanel QnRoomPool ResortVibe NearBeach

LaChanel QnRoomPool ResortVibe NearBeach
3.0 star property
Santurce
The price is CA $237
CA $326 total
includes taxes & fees
May 5 - May 6
LaChanel QnRoomPool ResortVibe NearBeach

Spacious Carolina Retreat 10 minutes to Beach and Airport

Spacious Carolina Retreat 10 minutes to Beach and Airport
Sabana Abajo
8.6 out of 10, Excellent, (24 reviews)
"Excellent place to stay. Quiet neighborhood, open space at the front and close to the airport. Very responsive staff. We enjoyed and highly recommended. "
United States
Thakur
The price is CA $149
CA $346 total
includes taxes & fees
May 5 - May 6
Spacious Carolina Retreat 10 minutes to Beach and Airport

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 $397
CA $562 total
includes taxes & fees
May 3 - May 4
Luxury Tiny home with pool & amazing view

Cozy house near SJ w/ light 24/7

Cozy house near SJ w/ light 24/7
Puerto Nuevo
9.4 out of 10, Exceptional, (21 reviews)
"Very nice host"
United States
Alexander B.
The price is CA $95
CA $151 total
includes taxes & fees
May 8 - May 9
Cozy house near SJ w/ light 24/7

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 $188
CA $429 total
includes taxes & fees
May 6 - May 7
Casa del Sol-A Great Location Hospitals and Malls

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 $263
CA $501 total
includes taxes & fees
May 4 - May 5
Tu escape al Campo cerca de la Cuidad

Casa Pelayo

Casa Pelayo
3.0 star property
San Juan Antiguo
7.6 out of 10, Good, (15 reviews)
"the location is very nice , not directly in the center but close to everything "
United States
Issac
The price is CA $126
CA $163 total
includes taxes & fees
May 4 - May 5
Casa Pelayo

Lovely 3-bedroom condo with Penthouse Views

Lovely 3-bedroom condo with Penthouse Views
Río Piedras
9.6 out of 10, Exceptional, (33 reviews)
"Wonderful!"
United States
Michelle B.
The price is CA $136
CA $306 total
includes taxes & fees
May 4 - May 5
Lovely 3-bedroom condo with Penthouse Views

Relaxing Chalet with beautiful Sunrises & Sunsets!

Relaxing Chalet with beautiful Sunrises & Sunsets!
Río Piedras
9.6 out of 10, Exceptional, (67 reviews)
"Bring extra towels, great vibes and porch!"
United States
Faith
The price is CA $143
CA $339 total
includes taxes & fees
May 9 - May 10
Relaxing Chalet with beautiful Sunrises & Sunsets!

150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.4 out of 10, Very good, (51 reviews)
"Location was center of the city. It was everything we needed for my husband and I. We did not mind the small bedrooms for the price we paid, thought it was very reasonable!"
United States
Jennifer
The price is CA $171
CA $220 total
includes taxes & fees
May 30 - May 31
150 Sol by Stay with Bear

Prívate Condo close to everything you need!

Prívate Condo close to everything you need!
Hato Rey Norte
9.4 out of 10, Exceptional, (13 reviews)
"Very quiet and pleasant place to stay. "
United States
Caridad v.
The price is CA $89
CA $188 total
includes taxes & fees
May 7 - May 8
Prívate Condo close to everything you need!

Las Mariposas Suite Apt. 1

Las Mariposas Suite Apt. 1
Hoyo Mulas
8.6 out of 10, Excellent, (21 reviews)
"Good place to stay..very quiet place "
United States
Dean
The price is CA $69
CA $225 total
includes taxes & fees
May 12 - May 13
Las Mariposas Suite Apt. 1

Cute Beach Studio, short walk to restaurants, bars, and casino.

Cute Beach Studio, short walk to restaurants, bars, and casino.
Isla Verde
8.6 out of 10, Excellent, (32 reviews)
"Property was great walking distance to the beach… nice and clean … ac worked great "
United States
Tasha
The price is CA $97
CA $196 total
includes taxes & fees
May 9 - May 10
Cute Beach Studio, short walk to restaurants, bars, and casino.

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 $134
CA $300 total
includes taxes & fees
May 10 - May 11
Home away II

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, (25 reviews)
"Best place ive ever stayed at"
United States
Valentina
The price is CA $84
CA $205 total
includes taxes & fees
May 3 - May 4
Cozy studio apart. spectacular view, Electric Generator, WiFi, AC
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 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.