Caimito Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Caimito Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Don Rafa Boutique Hotel & Residences
Santurce
$782
per person
Oct 16 - Oct 24
just found
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stay at this hotel in San Juan. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Condado Beach and Casino del Mar at La Concha Resort are located nearby.
ESJ Beach Hotel
Isla Verde
$875
per person
Oct 16 - Oct 24
just found
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this family-friendly aparthotel in Carolina. Enjoy a fitness center, a 24-hour front desk, and a pool table. Our guests praise the clean rooms in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Worst trip by far our family has ever had to endure. Room service there wasn’t any until the last day microwave didn’t work oven didn’t work bathtub stopped up Internet didn’t work.
Reviewed on Sep 11, 2026
Hotel Puerto Valdes
Puerta de Tierra
$939
per person
Oct 17 - Oct 24
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
Clean and comfortable!
Reviewed on Sep 10, 2026
Ola Boutique Hotel
Condado
$1,096
per person
Oct 16 - Oct 24
just found
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this luxury hotel in San Juan. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Ayana Inn PR
Santurce
$876
per person
Oct 16 - Oct 24
just found
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Book a stay at this business-friendly guesthouse in San Juan. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Casino del Mar at La Concha Resort and Condado Beach are located nearby.
Rooms cleaned daily, beach right behind, plenty of parking and lots of local shops within walking distance was very convenient.
Reviewed on Sep 7, 2026
Hyatt Vacation Club at Hacienda del Mar, Dorado
Sabana
$1,528
per person
Nov 22 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Book a stay at this beach resort in Vega Alta. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Dorado Beach and Playa de los Tocones are located nearby.
Top Hotel Deals
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
Book a stay at this luxury resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
Book a stay at this family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our reviews. ...
The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
Book a stay at this spa resort in Carolina. Enjoy a full-service spa, 6 restaurants, and 2 beach bars. Our guests praise the pool and the helpful staff in our ...
San Juan Airport Hotel
LMM International Airport Carolina
Book a stay at this business-friendly hotel in Carolina. Enjoy free breakfast, free WiFi, and 10 beach bars. Our guests praise the breakfast and the restaurant ...
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Book a stay at this spa resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Book a stay at this beach hotel in Fajardo. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Hyatt Centric San Juan - Isla Verde
8020 Tartak Street, Isla Verde Carolina
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Book a stay at this luxury resort in Río Grande. Enjoy 5 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
Bali Hotel Adults Only Isla Verde, a Trademark by Wyndham
1167 Calle Marginal, Villa Mar Carolina
Stay at this hotel in Carolina. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Casino del Mar at La Concha Resort and ...
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Residence Inn by Marriott San Juan Isla Verde
6500 Isla Verde Avenue, Isla Verde Carolina
Book a stay at this business-friendly hotel in Carolina. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and ...
TRYP by Wyndham Isla Verde
4820 Isla Verde Ave Carolina
Book a stay at this beach hotel in Carolina. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our ...
DoubleTree by Hilton San Juan
105 Avenida de Diego San Juan
Book a stay at this spa resort in San Juan. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in ...
Marriott Isla Verde Beach Resort
7012 Boca De Cangrejos Avenue Carolina
Book a stay at this beach hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Hampton Inn & Suites San Juan
6530 Isla Verde Avenue Carolina
Book a stay at this business-friendly hotel in Carolina. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Oct 17 - Sun, Oct 18
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$143
Roundtrip
found 5 days ago
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$192
Roundtrip
found 6 days ago
Sat, Oct 17 - Tue, Oct 20
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$237
Roundtrip
found 5 days ago
Thu, Oct 8 - Mon, Oct 12
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$241
Roundtrip
found 6 hours ago
Tue, Sep 22 - Tue, Sep 29
PHL
Philadelphia Intl.
SJU
Luis Munoz Marin Intl.
$265
Roundtrip
found 4 days ago
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