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Featured San Juan Romantic Getaways & Hotels

Condado Vanderbilt Hotel
Condado Vanderbilt Hotel
5.0 out of 5.0 1055 Ashford Avenue, San Juan
Free Cancellation
$259
4.8/5 (126 reviews)

Absolutely beautiful hotel. Staff was kind and the cleaning crew kept the room very clean.

Reviewed on Jul 27, 2020
A local mainstay since 1919, Condado Vanderbilt Hotel offers a full-service spa, 4 outdoor pools, and a children's pool. Valet parking is offered for USD 30 ...
RomanticBeachPool
Hotel El Convento
Hotel El Convento
4.5 out of 5.0 100 Cristo St, San Juan
4.7/5 (80 reviews)

Great location. Also great ambiance with the open courtyard and rooftop terrace. Some aspects of service were disappointing for the price (one set of towels for two people, mediocre bathroom toiletries, no recycling). Also the phone didn’t work.

Reviewed on Mar 5, 2020
At Hotel El Convento, guests enjoy features like an outdoor pool, a fitness center, and free WiFi in public areas. Valet parking is offered for USD 20 per day. ...
RomanticDiningTours
Olive Boutique Hotel, A Small Luxury Hotel of the World
Olive Boutique Hotel, A Small Luxury Hotel of the World
4.0 out of 5.0 Aguadilla St. #55 Condado, San Juan
Free Cancellation
$184
4.6/5 (26 reviews)

Nice and clean ! Love it for honeymoon , the best experience

Reviewed on Apr 20, 2019
Olive Boutique Hotel, A Small Luxury Hotel of the World offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for ...
RomanticBarDining
Sheraton Puerto Rico Hotel & Casino
Sheraton Puerto Rico Hotel & Casino
4.0 out of 5.0 200 Convention Boulevard, San Juan
Free Cancellation
$199
4.4/5 (96 reviews)

The hotel porters always greeted us upon arrival, upon check-in the front desk called to verify our satisfaction with our room, we were rewarded for choosing a conservation option, the front desk also gave awesome recommendations, full service restaurants with consistently great food, and we were ...

Reviewed on Mar 17, 2020
Guests of Sheraton Puerto Rico Hotel & Casino have access to a full-service spa, a casino, and an outdoor pool. Parking is available for USD 18 per night (USD ...
RomanticPoolDining
La Concha Renaissance San Juan Resort
La Concha Renaissance San Juan Resort
4.0 out of 5.0 1077 Ashford Ave Condado, San Juan
Free Cancellation
$199
4.3/5 (90 reviews)

I loved how beautiful the hotel was and how it felt safe will say housekeeping does a half job found my room dirty on my first night besides this I enjoyed my stay

Reviewed on Nov 5, 2019
Guests of La Concha Renaissance San Juan Resort have access to 3 outdoor pools, a casino, and a nightclub. Parking is available for USD 20 per day (USD 25 per ...
RomanticBeachFitness Center
CIQALA Luxury Suites
CIQALA Luxury Suites
4.0 out of 5.0 752 Manuel Fernandez Juncos Ave, San Juan
$114
4.3/5 (148 reviews)

Staff very friendly. Food and drinks were great. View of city amazing. Pool smaller than advertised.

Reviewed on Feb 1, 2020
CIQALA Luxury Suites offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. Transportation is made easy with a free beach shuttle. The front ...
RomanticPoolBar
Coral Princess Hotel
Coral Princess Hotel
2.5 out of 5.0 1159 Magdalena Avenue Condado, San Juan
4.2/5 (69 reviews)

Hotel is in perfect location. 1 Block away from Ashford Avenue. They are not currently serving breakfast or cleaning the hotel rooms due to Covid-19 but the balconies are still accessible. Especially ideal for those working remotely.

Reviewed on Jul 21, 2020
At Coral Princess Hotel, guests have access to an outdoor pool, free WiFi in public areas, and a 24-hour business center. Self parking is offered for USD 17 ...
RomanticDiningWifi
Caribe Hilton
Caribe Hilton
4.5 out of 5.0 1 San Geronimo Street, San Juan
$264
4.0/5 (83 reviews)

Beach was great fun. Many restaurant choices although expensive but good. Friendly staff.

Reviewed on Dec 7, 2019
Caribe Hilton features a private beach, a full-service spa, and 3 outdoor pools. Valet parking is available for USD 32 per night. The 24-hour front desk has ...
RomanticPoolDining
The Condado Plaza Hilton
The Condado Plaza Hilton
4.5 out of 5.0 999 Ashford Avenue, San Juan
Free Cancellation
$196
3.9/5 (106 reviews)

Wonderful location with a great staff ! Can’t complain had a great time !

Reviewed on Mar 3, 2020
At The Condado Plaza Hilton, guests enjoy 4 outdoor pools, a children's pool, and a 24-hour fitness center. Self parking is offered for USD 22.30 per night. ...
RomanticBeachPool
12 Steps to the Beach, Condado-ocean Park, Private Pool- Generator-
12 Steps to the Beach, Condado-ocean Park, Private Pool- Generator-
San Juan
Guests staying at this vacation home enjoy access to a water park, an outdoor pool, and a spa tub. Transportation is made easy with limo/town car service. Other ...
RomanticHistoricalAdventure
Caribbean Penthouse- Front Beach, Roof Pool, Groups, Honeymooners, Generator
Caribbean Penthouse- Front Beach, Roof Pool, Groups, Honeymooners, Generator
San Juan, PR
Guests staying at this apartment enjoy an outdoor pool, an outdoor tennis court, and barbecue grills. Transportation is made easy with limo/town car ...
RomanticHistoricalBalcony
Charming Apartment W/pool and Just Steps From the Beach. Great Location!
Charming Apartment W/pool and Just Steps From the Beach. Great Location!
San Juan
Guests of this condo enjoy sun loungers and beach towels.
RomanticHistoricalAdventure
Beautiful Old City Bay View 2nd Fl. Apt. on Exclu Street.w WI FI & D /TV
Beautiful Old City Bay View 2nd Fl. Apt. on Exclu Street.w WI FI & D /TV
San Juan, San Juan
This apartment is a smoke-free apartment building.
RomanticHistoricalBalcony
Luxurious 22nd FL. Balcony! Beach View ! Pool ! Free Parking & Interne Access
Luxurious 22nd FL. Balcony! Beach View ! Pool ! Free Parking & Interne Access
San Juan
Guests staying at this condo enjoy access to a water park, a fitness center, and an outdoor tennis court. Staff members can answer questions about accommodations, ...
RomanticHistoricalBalcony
Power Generator. Water Tank. A/c. Free Wifi. Private Pool. Steps From the Beach
Power Generator. Water Tank. A/c. Free Wifi. Private Pool. Steps From the Beach
San Juan, San Juan
Guests staying at this vacation home have access to barbecue grills and a garden.
RomanticHistoricalFamily Friendly

San Juan Romantic Getaways

Maybe you want to make this year’s anniversary truly special, or you need a couple’s getaway to reconnect. Whatever your reason, Orbitz has romantic hotels in San Juan that can add a spark to any vacation. 

Love and low rates are in the air
We know love is priceless, but great hotels aren’t. No worries; Orbitz has hotels perfect for a weekend couple’s getaway that won’t break the bank. When you book through Orbitz you can:

  • Choose from over 839 hotels. We have everything from cozy and quaint to luxury suites that pull out all the stops for honeymoons and special occasions.
  • Pick the price that fits your budget. Rates range from $114 to $264Looking for something extra special? 
  • Read through 824 reviews to see which hotels do all the little things that add some “wow” to your experience.

A romantic hotel by any other name
These hotels do everything they can to create the right ambiance. Your rooms will have thoughtful touches like premium bedding, designer toiletries and whirlpool bath tubs. There is some great stuff outside your room, too. Think full-service spas, hot tubs, infinity pools and secluded gardens. Many also have gourmet restaurants on-site, which means you won’t have to go far to have a romantic dinner. A stay at one of these places will give you all the ingredients for a romantic San Juan weekend getaway.

Recent Romantic Getaways & Hotels Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.