
Deals on vacations and trips to Playa
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Playa flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was $947, price is now $531 per person
$531
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
This hotel features luggage storage, concierge services, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Dorado Beach 5 Bedroom Villa
Higuillar
Price was $2,550, price is now $856 per person
$856
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
This villa features a private beach, a golf course, and a casino. Relax with sun loungers and enjoy a refreshing drink at one of the 2 beach bars. Bring the family and enjoy the water park, lazy river, and children's club.

Ola Boutique Hotel
Condado
Price was $5,331, price is now $2,267 per person
$2,267
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
This luxury hotel features a full-service spa and a restaurant. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $1,114, price is now $644 per person
$644
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Save 100% on your flight
Price was $1,899, price is now $1,124 per person
$1,124
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
This hotel features a restaurant, an indoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking is offered and multilingual staff can provide around-the-clock assistance.
Top Playa hotels deals

Wyndham Palmas Beach and Golf Boutique Resort
170 Candelero Drive, Palmas del Mar, Humacao
$233 nightly
The price is $254 total per night
$254 total
Oct 12 - Oct 13
Total with taxes and fees
A marina, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 15 outdoor tennis courts.
Pool
Hot Tub

Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard, Caguas
Free Cancellation
Reserve now, pay when you stay
$227 nightly
The price is $252 total per night
$252 total
Oct 19 - Oct 20
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free WiFi.
Pool
Free WiFi

Park Royal Homestay Club Cala Puerto Rico
50 Club Cala Drive, Humacao
Free Cancellation
Reserve now, pay when you stay
$227 nightly
The price is $242 total per night
$242 total
Nov 6 - Nov 7
Total with taxes and fees
This hotel features 2 outdoor pools and a poolside bar. Families will appreciate the children's pool and onsite laundry facilities. Self parking, a 24-hour business center, and a coffee shop are also offered.
Pool
Air conditioning

Parador MaunaCaribe
901 Panoramic Road, Km. 1.9, Bo. Emajagua, Maunabo
$163 nightly
The price is $172 total per night
$172 total
Oct 10 - Oct 11
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. There's a poolside bar on site, and laundry facilities and wedding services are also provided.
Pool
Parking included

RainForest House by Otium
133 Cam Rio Abajo, Ceiba, Ceiba
$99 nightly
The price is $108 total per night
$108 total
Nov 6 - Nov 7
Total with taxes and fees
This apartment features a virtual front desk.
Kitchen
Free WiFi
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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