10 Best Vacation Rentals In San Juan, Puerto Rico - Updated 2021

vacation rentals in san juan puerto rico

Vacation in your mind? Then Puerto Rico must be at the top of your consideration. It simply has everything you could wish for, starting from a wide, diverse culture, breathtaking scenery, warm hosts, fascinating cities, and you can expect a combination of tastes from the delicious culinary journey. All this is enough to make your vacation amazing. The culture of Puerto Rico is a mix of Tainos, Spaniards, and Africans. In everything you see in this country, you will get a glimpse of this diversity in San Juan’s architecture, literature, music and art. So now let’s take a look at the vacation rentals in San Juan, Puerto Rico, as you plan your trip to this fascinating destination.

1. Old San Juan's hidden gem apartment (from USD 170)

The hidden gem apartment is located in the old San Juan. The living space appears to be styled with a modern twist but still retaining its medieval style architecture. It is a one-bedroom apartment with a full sized bed and a fully furnished kitchen with all gadgets in place for you to use. It also has a small terrace with a bistro table and chairs. They have easy check-ins and check out with a master lock at the entrances, facilitating self-check- in and checkouts.

Wander the Checkerboard Floors at a Welcoming Hideaway
San Juan, Puerto Rico
256 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
with two ac units in the living and bedrooms we were very comfortable
comfortable bed reliable wifi tv in the bedroom wit roku (be sure you know your passwords for netflix/prime/hbogo/whatever)
the wifi was awesome and my cell phone had great service i would highly recommend this beautiful home
the house had a lot of charm with a fully functioning kitchen and all the amenities
great amenities we were able to cook breakfast and dinner a couple of days and make blended drinks
place was very clean and neat
very clean adorable little apartment
a very clean and cute space
the apartment was very clean and had everything we needed
the space was tastefully decorated and very clean
the restaurant recommendations by host demi were all outstanding
host was very friendly and extremely responsive
our hosts were extremely sweet and accommodating
great host will come back again
the food was stunning and the staff was great
the location is perfect within walking distance of everything
great location & super stylish
perfect location in old san juan
great place and great location
perfect place in a perfect location
Read more reviews

2. Colonial, Old San Juan apartment (from USD 110)

It is a typical Spanish colonial architecture located in Puerto Rico’s political and cultural capital. It is just a couple of minutes’ walk from the best locations in Old San Juan. You can find good restaurants and bars, hotels, casinos and many more. It’s just a 20-minute ride from the international airport. Well, it can be of great convenience after reaching Puerto Rico. It includes an indoor balcony for you to relax in the afternoons. It is best suitable for couples. It has got one bedroom with a king-size bed and all modern day amenities you may wish.

Colonial Old San Juan Apartment
284 reviews Superhost  Wifi Available
Entire condominium (condo) 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
wifi great too
nice touch of coffee/teas selection as part of a coffee bar in the kitchen
the fans and ac unit kept the place very comfortable
lovely coffee bar with puerto rican coffee and a fully equipped kitchen if you’d like to cook
there is also a fan in each room
clean bright and airy
was clean stylish and new
everything was super clean and organized as well
clean quiet comfortable and historic
this apartment is neat clean newly remodeled and well-apportioned
juan was a perfect host
juan and maricelo were were responsive
juan is the great host
the owner juan was great and so responsive
great place great host
very nice location in san juan
great apartment close to everything
th best location and beautiful airbnb
great location walking distance to everything or to the trolley
easy to walk to things
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3. Ocean-view 21st floor apartment (from USD 164)

It is a studio apartment with a compact kitchen, living area and bedroom to accommodate three guests. It is located on the most upscale avenue in the San Juan Metro area. This apartment sits high above the ground, on the 21st floor. It is just a home away from home. It has also gone through a recent makeover adding brand new stuff from floor to the ceiling.

Ocean View 21st Floor with Parking
132 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
great apartment with a spectacular view
everything worked well ac wifi plumbing electrical and david had some nice touches as well
david's apartment is perfectly located in the heart of condado with an amazing view of the ocean
david's apartment was awesome had beautiful balcony views of the beach and was in a great location
what a great place to stay the view from the apartment is truly amazing
very clean and stylish
the apartment is well maintained clean and organized
the unit was decorated nice and it was clean and bright
clean room and a breath taking view
very clean great view
david is a great host
wonderful host and beautiful home
david is an incredible host and very helpful
great host and apartment
david was great host and have displayed true hospitality values
this place is located across the street therefore ideally located for my needs
absolutely amazing with great location will definitely come again
the location was amazing everything that we did was within walking distance which saved a lot of money
the apartment is in a great location within walking distance to many shops and restaurants
had a very nice stay great location
Read more reviews

4. First-floor apartment (from USD 98)

The apartment covers an area of 750 sq.ft. or 69.68 sq.m and it’s located at a convenient distance from all places of interest and restaurants. It is located away from the hustle of the city crowd and noise. The apartment is on the first floor of the two-story building. It can accommodate four people in one bedroom for a minimum of five nights easily. It houses a fully equipped kitchen. Well, they don’t entertain your pets, so you have to leave them behind in your home.

20 reviews  Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the trundle bed in the living room is comfortable for extra guests
Everything was stocked up that we needed
The apartment is well suited for 2-4 persons with a double bed in the bedroom and a pull out bed in the living room
This place was like our home very comfortable
The day bed in the living room let us use it as a two bedroom - so we each had our own room
clean well decorated and fully equipped
The grounds were well groomed and the apartment was clean with lots of towels and bed linen and a comfortable bed
- this location was close to everything and yet was quiet enough for me
fantastic furnishings are the best and it's CLEAN
The property was very clean with everything you might need: public transit shops resturants bars
Joe was sweet and met us at 9PM to let us in and had even made another set for us to have
The owner is very attentive to any & all your needs
he was very helpful giving us the full tour and his phone number
added a few things like some hand soap
Since cost of utilities is higher in the Caribbean
A small market was maybe a 5 or ten minute walk away and food vendors and restaurants are close by too
It is a wonderful Condo in every way
it's a beautiful restaurant and also we enjoyed going to Culebra
I loved that it was just a 5-minute walk to the beautiful trees and fountain of Paseo de la Princesa
It was in a gated community and very safe
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5. Waterfront condo (from USD 110)

This one-bedroom apartment is a spacious and comfortable living space for three guests. The balcony gives you a spectacular view of the San Juan harbor. It is located in La Puntilla. It is just a couple of footsteps away from the Governor’s Mansion, Paseo de La Princesa. All historical points of interest are just at a convenient walking distance from this apartment. Being situated on the close vicinity of the coast guard, this living complex is under constant monitoring of the local and federal police.

Casa Santito Overlooking the Bay in Old San Juan, La Puntilla
33 reviews  Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The only downside was 3 flights of stairs
The size of the washing machine was an unexpected & welcomed surprise
The bedroom had air conditioning but we prefered open windows
It was impossible to contact the owner
Bed was comfortable; AC kept us cool at night and the breeze off the harbor is wonderful during the day
The apartment was spacious and clean and we loved having the Wifi
He was so welcoming and charming
My husband and I are thankful to have met him
was very helpful as he is the one you meet
but did a wonderful job of allowing us to sleep very comfortably
They helped make our first trip to PR a truly beautiful experience and we will be back
but it's still close enough to easily explore the entire area
The walk to restaurants bars and shopping is only a couple of minutes
This property was great Conveniently located within walking distance to everything yet in a very quiet neighborhood
The condo is in a great location in Old San Juan and is a very safe neighborhood A grocery drug store and numerous restaurants are in close walking distance
Perfect for someone who wants to be in San Juan but also wants peace and quiet and a view Walking distance to the beach and access to shops restaurants
Read more reviews

6. Beautiful apartment in Old San Juan (from USD 150)

This is a modern living space with all amenities you might look for starting from the fully air-conditioned, one-bedroom apartment that can accommodate up to four people. It has a big dining area for six people, so you will never have to adjust when some guests turn up. It has also got a large terrace and is stuffed with loads of furniture for sunbathing and enjoying your evenings with your loved ones. Restaurants, churches, casinos, boutiques and much more are just a couple of minutes’ walk away.

Naranja Dulce - Beautiful Apartment in the heart of the Colonial City
77 reviews  Wifi Available
Apartment 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
If you are not comfortable climbing stairs
pretty much all the amenities needed
and if you have health issues the stairs getting to the unit might be a challenge
fresh paint comfortable furniture and a complete kitchen
Forty-two steps up to the 3rd floor apartment (only this one and the 2nd floor) and further up is the roof top that has small tables and outdoor furniture good for relaxing and watching the sunset
The flat was very clean and had everything we needed
The apartment is spacious and beyond clean
Clean spacious and lovely views from the balconies
Centrally located with a fully usable kitchen and strong AC units in the common area and bedroom
The only negative I can say is the shower water pressure is really bad
The owner was very responsive and accommodating
She even allowed us to stay beyond the check out time since she didn't have another guest coming that day
It met our expectations and more
so if you are with an elderly person or wheelchair this could be a problem Toiletries were provided and the host was accessible and accommodating
I recommend this rental for anyone who wants to experience the beauty of our island
some restauarants and other shops
The perfect place in the perfect location
The central location makes it susceptible to street noise but not every night and simply part of the location Walk to everywhere in old San Juan
but we found it not so bad after a couple of days
The location is great close to fantastic restaurants bars
Read more reviews

7. Solar powered, one-bedroom apartment (from USD 180)

This apartment is a remodeled and cozy one-bedroom apartment that is powered by solar energy and is a perfect stay for two to three guests. It has got its own private entrance. It’s on the second floor of a two-storey colonial house. It is very close to the ocean and is also at a convenient distance from all historical places you can think of visiting.

Solar powered Cozy One Bedroom On Sol St: A Block From The Ocean Walk
42 reviews
Apartment 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
then its residential parking 7pm-7am
The kitchen is equipped with everything you need to cook any meal
The apartment itself is not large
There is a tv with cable and wifi
It felt like being in Italy with the small cobblestone streets and colorful houses when sitting on the front balconies
The whole apartment was clean and ready to use
The space was very clean
The apartment had all the facilities and was extremely quiet
the apartment was nice and clean
Our flight landed very early and the host was more than accommodating and let us drop our bags off early
They sat and talked with us and made us feel like we were part of the family
first let them know you are traveling to Puerto Rico
We enjoyed walking around and discovering all the sights Lourdes the owner was very helpful and provided a lot of information about the area
You have a two burner stove with a small microwave and small table top oven along with a refrigerator
Many restaurants and bars in the area all within walking distance
And of course the balcony is lots of fun
There is also a Walgreens and CVS 5 blocks away
Every restaurant and small shop was within 4-8 minutes walking distance
Everything is close by--historic sights
Read more reviews

8. Luxury ocean-view apartment at Condado Beach (from USD 159)

This modern-day apartment is in the heart of Condado. You will just fall in love with the apartment because of its cozy and well-designed architecture. When you step out of the living space, you will find all major restaurants at a walking distance. That’s not all; you can enjoy the stylish nightlife of the city and along with that, experience the culinary magic of the city. It has got a recent renovation making space for four guests in its one bedroom of three beds.

Luxury Ocean View @ Condado Beach / San Juan
San Juan, Puerto Rico
170 reviews  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
ricardo was very attentive and the apt was in great condition
the apartment amazing very cozy; amazing view
the apartment is stylish and very comfortable with a nice view
the pictures look exactly like the apartment
beautiful apartment great views clean and modern
the place was clean and comfortable
apartment is clean sunny and efficient
this is a very clean studio apartment that has clear sight to the ocean across the street
the apartment is modern clean and comfortable
this place was absolutely stunning it was very clean and looks just as the pictures presented
ricky was super responsive
the hosts are amazing and very helpful
ricardo was a great host
the service was amazing and he was very attentive during our entire stay at his place
other than that the hosts were very friendly and helpful
best location in pr
great location and cute little studio apartment
location was great for everything we wanted
an ultra chic studio that is 15 minutes from the airport and an easy walk to a beach
perfect location and access to parking is a big perk
Read more reviews

9. Elegant Old San Juan gem

This one-bedroom apartment is located just two blocks away from the San Juan port, close to the city’s main square. You will feel at home in this 820 sq.ft or 78.97 sq.m one-bedroom living space located on the third floor of a celebrated building. Stepping out of the balcony gives you an opportunity of getting a view of local musicians playing on the street and cruise ships passing by the bay. You can take advantage of the fully equipped open kitchen. It can accommodate four people.

Simply Elegant Old San Juan Gem
2 reviews
Apartment 1 Bedroom 1 Bathroom
Top guest reviews
The apartment was clean spacious and very comfortable
She was knowledgable helpful and accommodating of our travel parameters
Although parking was not included we found inexpensive safe parking very close by for when we ventured out
We walked to everything to everything in Old San Juan
Read more reviews

10. Casita Loma del TamarIndo

This casita is a must stay for people planning for going on a cruise through the Caribbean. You can come and stay like any local here and enjoy shopping in various outlets, relishing the culture and beach of Puerto Rico. It is located in one of the famous alleys of the old San Juan. It is easily distinguishable because of its rich turquoise color with contemporary décor. It is a three-storey house with a one-bedroom suite on the first floor and an open loft on the second.

Casita Loma del Tamarlndo (Enjoy The Old San Juan Lifestyle On Your Own!
27 reviews
townhome 2 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
The bedroom was very comfortable
The rooftop terrace was an added bonus and having access to a washer and dryer came in handy
Kitchen is well equipped and although we did not use much were very appreciative
I used the second loft bedroom and enjoyed the night breezes and view
We enjoyed the merge of using modern structures within an old structure to bring light and additional space into her home
Location was perfect; the interior was clean and comfortable; and the patio exceeded our expectations
I was very impressed with the modernization and decor of the home (the pictures doesn't do it justice)
it's clean and furnished very nicely with comfortable beds and furniture
The owners are very nice and met us upon our arrival and had great reccomendations for all our needs
and she was very responsive to emails
The hospitality that me and friends received from Mrs Wanda and her husband was awesome
Wanda was very helpful and responsive
Unit is very cute and roof top deck was nice to hang out on
The grocery store is just a 5 minute walk
restaurants and shops) were in walking distance
Taxis were easily found to go out to other areas of San Juan
There are so many great places to eat just steps away
There were plenty of restaurants close by
Read more reviews

The hidden paradise

Truly, Puerto Rico has everything to offer. It certainly has all. Puerto Rico is a gem awaiting ambitious explorers. Plan a trip and get yourself indulged in this part of the world of diversity.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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