Cheap Vacations in Puerto Rico Island

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Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
Casamares

Casamares

3 out of 5
Save 100% on your flight
Price was $885, price is now $541 per person
$541
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Higuillar
Save 100% on your flight
Price was $2,860, price is now $1,687 per person
$1,687
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was $1,356, price is now $820 per person
$820
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Santurce
Save 100% on your flight
Price was $1,411, price is now $862 per person
$862
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Price was $2,698, price is now $1,711 per person
$1,711
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Cabezas
Price was $2,550, price is now $1,645 per person
$1,645
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Isla Verde
Price was $1,369, price is now $935 per person
$935
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Santurce
Price was $1,133, price is now $776 per person
$776
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Isla Verde
Price was $1,173, price is now $810 per person
$810
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Save 100% on your flight
Price was $1,755, price is now $1,222 per person
$1,222
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

3-night Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $496, price is now $348 per person
$348
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Price was $1,351, price is now $905 per person
$905
per person
Apr 24 - Apr 27
found 10 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $627, price is now $438 per person
$438
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Save 100% on your flight
Price was $687, price is now $484 per person
$484
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $958, price is now $683 per person
$683
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Price was $937, price is now $695 per person
$695
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado Ocean Club - Adults Only

Condado Ocean Club - Adults Only

4 out of 5
Save 100% on your flight
Price was $716, price is now $535 per person
$535
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $1,338, price is now $1,010 per person
$1,010
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Save 100% on your flight
Price was $746, price is now $565 per person
$565
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Save 100% on your flight
Price was $1,340, price is now $1,015 per person
$1,015
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

4-night Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
Placid Suites

Placid Suites

3 out of 5
Price was $618, price is now $435 per person
$435
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Price was $1,356, price is now $820 per person
$820
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,874, price is now $1,767 per person
$1,767
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,136, price is now $717 per person
$717
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $669, price is now $443 per person
$443
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
Price was $1,338, price is now $899 per person
$899
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,486, price is now $1,030 per person
$1,030
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Price was $971, price is now $677 per person
$677
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Price was $652, price is now $456 per person
$456
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $1,838, price is now $1,295 per person
$1,295
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casamares

Casamares

3 out of 5
Price was $922, price is now $651 per person
$651
per person
Apr 16 - Apr 20
found 2 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Price was $2,444, price is now $1,746 per person
$1,746
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

5-night Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
Casamares

Casamares

3 out of 5
Save 100% on your flight
Price was $746, price is now $431 per person
$431
per person
Apr 10 - Apr 15
found 1 hour ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,799, price is now $961 per person
$961
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Save 100% on your flight
Price was $1,685, price is now $960 per person
$960
per person
Apr 23 - Apr 28
found 5 hours ago
Roundtrip flight included
Philadelphia (PHL) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Save 100% on your flight
Price was $1,880, price is now $1,080 per person
$1,080
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $853, price is now $502 per person
$502
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Save 100% on your flight
Price was $2,860, price is now $1,687 per person
$1,687
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Save 100% on your flight
Price was $789, price is now $467 per person
$467
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,093, price is now $648 per person
$648
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $993, price is now $589 per person
$589
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Save 100% on your flight
Price was $1,131, price is now $683 per person
$683
per person
Apr 24 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Price was $2,582, price is now $1,583 per person
$1,583
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

6-7 night Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
Casamares

Casamares

3 out of 5
Save 100% on your flight
Price was $885, price is now $541 per person
$541
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,660, price is now $877 per person
$877
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $1,211, price is now $684 per person
$684
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Save 100% on your flight
Price was $1,343, price is now $794 per person
$794
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,461, price is now $876 per person
$876
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Save 100% on your flight
Price was $1,411, price is now $862 per person
$862
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Save 100% on your flight
Price was $3,097, price is now $1,940 per person
$1,940
per person
Apr 26 - May 3
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $2,698, price is now $1,711 per person
$1,711
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $2,550, price is now $1,645 per person
$1,645
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $2,299, price is now $1,495 per person
$1,495
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,654, price is now $1,100 per person
$1,100
per person
Apr 17 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

Flight deals to Puerto Rico Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Apr 20 - Fri, Apr 24
PHL
Philadelphia
SJU
San Juan
$98 Roundtrip, found 9 hours ago
$98
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Philadelphia to San Juan, returning Fri, Apr 24, priced at $98 found 9 hours ago
Sun, Apr 26 - Thu, May 14
FLL
Fort Lauderdale
SJU
San Juan
$110 Roundtrip, found 20 hours ago
$110
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sun, Apr 26 from Fort Lauderdale to San Juan, returning Thu, May 14, priced at $110 found 20 hours ago
Thu, Apr 23 - Wed, May 6
MCO
Orlando
BQN
Aguadilla
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Apr 23 from Orlando to Aguadilla, returning Wed, May 6, priced at $118 found 1 day ago

Top rated hotels for your Puerto Rico Island vacation

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
Free Cancellation
Reserve now, pay when you stay
11.29 mi from city center
$534 nightly
The price is $593 total per night
$593 total
Mar 22 - Mar 23
Total with taxes and fees
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be steps from Casino del Mar at La Concha Resort and 12 minutes by foot from Condado Beach.
Pool
Hot Tub
Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

3.5 out of 5
8000 Tartak Street Carolina
Free Cancellation
Reserve now, pay when you stay
13.84 mi from city center
$338 nightly
The price is $376 total per night
$376 total
Mar 22 - Mar 23
Total with taxes and fees
With a stay at Embassy Suites by Hilton San Juan Hotel & Casino in Carolina (Isla Verde), you'll be a 3-minute drive from Isla Verde Beach and 7 minutes from Condado Beach.
Pool
Hot Tub
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue Fajardo
38.81 mi from city center
$434 nightly
The price is $473 total per night
$473 total
Mar 8 - Mar 9
Total with taxes and fees
Located in Fajardo (Cabezas), El Conquistador Resort is within a 15-minute drive of Laguna Grande and Cayo Icacos.
Don't see what you're looking for?
See all available properties in Puerto Rico Island
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.