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.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $959, price is now $438 per person
$438
per person
Mar 2 - Mar 5
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.
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,272, price is now $616 per person
$616
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Luggage storage is provided and the front desk is staffed around-the-clock.
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,227, price is now $633 per person
$633
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip 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.
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Price was $2,816, price is now $1,526 per person
$1,526
per person
Feb 8 - Feb 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
This luxury hotel features 2 restaurants, a bar/lounge, and an outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, limo/town car service, and dry cleaning are also offered.
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,107, price is now $621 per person
$621
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, luggage storage, and concierge services are also on offer.

Top Playa hotels deals

Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort

4 out of 5
170 Candelero Drive, Palmas del Mar Humacao
Free Cancellation
Reserve now, pay when you stay
$342 nightly
The price is $372 total per night
$372 total
Jan 5 - Jan 6, 2026
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

Four Points by Sheraton Caguas Real Hotel & Casino

3.5 out of 5
500 Alhambra En Granada Boulevard Caguas
Free Cancellation
Reserve now, pay when you stay
$305 nightly
The price is $338 total per night
$338 total
Jan 4 - Jan 5, 2026
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

Park Royal Homestay Club Cala Puerto Rico

3.5 out of 5
50 Club Cala Drive Humacao
$340 nightly
The price is $364 total per night
$364 total
Jan 14 - Jan 15, 2026
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

Parador MaunaCaribe

3 out of 5
901 Panoramic Road, Km. 1.9 Maunabo
$153 nightly
The price is $162 total per night
$162 total
Jan 14 - Jan 15, 2026
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

RainForest House by Otium

2.5 out of 5
133 Cam Rio Abajo Ceiba Ceiba
$112 nightly
The price is $120 total per night
$120 total
Dec 26 - Dec 27
Total with taxes and fees
This apartment features a virtual front desk.
Kitchen
Free WiFi
Casa Parcha

Casa Parcha

3.5 out of 5
Carr 191 km 27.9 Naguabo Naguabo
$185 nightly
The price is $197 total per night
$197 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Kitchen
Parking included
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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.

Frequently asked questions

How much are vacation packages to Playa?
Get ready to be surprised — you can recharge your batteries in Playa for only $438. Allow Travelocity to save you time and stress with our awesome vacation package deals. With flights, hotels and tours all in one place, why put it off?
Where can I get the best vacation package deals for Playa?
It's hard to beat Travelocity when it comes to finding your Playa package deal. There are at least 400 air carriers and 1,000,000 properties around the world to choose from. Book your trip now and get ready to cross another exciting place off your must-visit list.
Why should I purchase my Playa vacation package via Travelocity?
With exceptional service, customer support available 24/7 and some of the most incredible escapes imaginable, you'll never roam alone. And if you find a cheaper price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Playa car rental if I book it with my hotel or flight?
Certainly — and if you also add an experience or a tour to your Playa vacation package, you'll save some more. With an affordable package from Travelocity, you can find things to do in the area that are just right for you. Then, jump in your rental car and work your way through the list. The Baths is one renowned attraction to key into your GPS. You'll find it 95 mi from Playa.

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