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.
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Old San Juan
Price was $918, price is now $637 per person
$637
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Puerta de Tierra
Save 100% on your flight
Price was $1,242, price is now $789 per person
$789
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium

3 out of 5
Zarzal
Price was $2,638, price is now $1,721 per person
$1,721
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Old San Juan
Price was $1,900, price is now $1,266 per person
$1,266
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Condado Hotel & Residences

Casa Condado Hotel & Residences

3 out of 5
Condado
Price was $2,406, price is now $1,632 per person
$1,632
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

4 out of 5
Santurce
Save 100% on your flight
Price was $1,171, price is now $800 per person
$800
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Sandy Beach Hotel

Sandy Beach Hotel

3 out of 5
Condado
Price was $1,091, price is now $759 per person
$759
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
EcoMar Rentals Full House

EcoMar Rentals Full House

3.5 out of 5
Save 100% on your flight
Price was $2,477, price is now $1,733 per person
$1,733
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was $991, price is now $711 per person
$711
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop 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.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $665, price is now $483 per person
$483
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $974, price is now $639 per person
$639
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium

3 out of 5
Save 100% on your flight
Price was $1,711, price is now $1,225 per person
$1,225
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Price was $1,763, price is now $1,282 per person
$1,282
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

4 out of 5
Price was $826, price is now $611 per person
$611
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Margaritaville Vacation Club by Wyndham - Rio Mar

Margaritaville Vacation Club by Wyndham - Rio Mar

4 out of 5
Price was $1,409, price is now $1,049 per person
$1,049
per person
Nov 20 - Nov 23
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 $1,033, price is now $773 per person
$773
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villa Bohemia I

Villa Bohemia I

3.5 out of 5
Save 100% on your flight
Price was $2,960, price is now $2,217 per person
$2,217
per person
Dec 4 - Dec 7
just found
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Price was $1,151, price is now $871 per person
$871
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Picuas Village

Picuas Village

3 out of 5
Price was $914, price is now $704 per person
$704
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 out of 5
Price was $1,540, price is now $1,190 per person
$1,190
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $880, price is now $681 per person
$681
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip 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.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $893, price is now $565 per person
$565
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Price was $3,964, price is now $2,580 per person
$2,580
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Save 100% on your flight
Price was $1,386, price is now $945 per person
$945
per person
Nov 26 - Nov 30
found 16 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

4 out of 5
Save 100% on your flight
Price was $1,171, price is now $800 per person
$800
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $918, price is now $637 per person
$637
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium

3 out of 5
Save 100% on your flight
Price was $1,767, price is now $1,229 per person
$1,229
per person
Nov 30 - Dec 4
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,042, price is now $726 per person
$726
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
EcoMar Rentals Full House

EcoMar Rentals Full House

3.5 out of 5
Save 100% on your flight
Price was $2,477, price is now $1,733 per person
$1,733
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
310Guest-House LaVida

310Guest-House LaVida

4.5 out of 5
Price was $1,108, price is now $779 per person
$779
per person
Nov 26 - Nov 30
found 16 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Price was $2,008, price is now $1,411 per person
$1,411
per person
Dec 3 - Dec 7
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $1,179, price is now $838 per person
$838
per person
Dec 14 - Dec 18
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.
La Calma Poshtel

La Calma Poshtel

2 out of 5
Price was $722, price is now $534 per person
$534
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop 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 $1,002, price is now $595 per person
$595
per person
Dec 6 - Dec 11
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 $1,242, price is now $789 per person
$789
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Price was $4,462, price is now $3,018 per person
$3,018
per person
Dec 13 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $1,172, price is now $813 per person
$813
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Price was $2,541, price is now $1,765 per person
$1,765
per person
Nov 25 - Nov 30
found 18 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Save 100% on your flight
Price was $1,608, price is now $1,120 per person
$1,120
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
Ocean Breeze Villa

Ocean Breeze Villa

4 out of 5
Price was $1,270, price is now $901 per person
$901
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Jardin al Bosque

Jardin al Bosque

2 out of 5
Price was $1,021, price is now $749 per person
$749
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Rosalina Ocean Park

Rosalina Ocean Park

3 out of 5
Price was $866, price is now $635 per person
$635
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hacienda Elena Paraiso Tropical

Hacienda Elena Paraiso Tropical

3.5 out of 5
Save 100% on your flight
Price was $1,510, price is now $1,112 per person
$1,112
per person
Dec 8 - Dec 13
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $786, price is now $583 per person
$583
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop 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.
Aura House Isla Verde

Aura House Isla Verde

3 out of 5
Save 100% on your flight
Price was $1,003, price is now $639 per person
$639
per person
Nov 26 - Dec 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
Price was $1,519, price is now $775 per person
$775
per person
Nov 26 - Dec 3
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 $2,056, price is now $1,251 per person
$1,251
per person
Nov 19 - Nov 26
found 3 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Park Royal Club Cala managed by Accor

Park Royal Club Cala managed by Accor

3.5 out of 5
Price was $1,205, price is now $771 per person
$771
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Save 100% on your flight
Price was $1,451, price is now $946 per person
$946
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Save 100% on your flight
Price was $2,877, price is now $1,876 per person
$1,876
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium

3 out of 5
Price was $2,638, price is now $1,721 per person
$1,721
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Price was $1,900, price is now $1,266 per person
$1,266
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Trópica Beach Hotel

Trópica Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,525, price is now $1,025 per person
$1,025
per person
Dec 9 - Dec 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 $1,104, price is now $745 per person
$745
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
Casa Condado Hotel & Residences

Casa Condado Hotel & Residences

3 out of 5
Price was $2,406, price is now $1,632 per person
$1,632
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
DREAMCATCHER by DW - ADULTS ONLY

DREAMCATCHER by DW - ADULTS ONLY

3.5 out of 5
Price was $1,834, price is now $1,276 per person
$1,276
per person
Nov 26 - Dec 3
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.

Wed, Nov 4 - Sat, Nov 7
MIA
Miami
SJU
San Juan
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Miami to San Juan, returning Sat, Nov 7, priced at $78 found 3 hours ago
Mon, Oct 26 - Fri, Oct 30
PHL
Philadelphia
SJU
San Juan
$78 Roundtrip, found 12 hours ago
$78
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Oct 26 from Philadelphia to San Juan, returning Fri, Oct 30, priced at $78 found 12 hours ago
Wed, Oct 21 - Sat, Oct 24
FLL
Fort Lauderdale
SJU
San Juan
$82 Roundtrip, found 5 days ago
$82
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Fort Lauderdale to San Juan, returning Sat, Oct 24, priced at $82 found 5 days ago

Top rated hotels for your Puerto Rico Island vacation

AC Hotel by Marriott San Juan Condado

AC Hotel by Marriott San Juan Condado

4 out of 5
1369 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
11.58 mi from city center
$252 nightly
The price is $275 total per night
$275 total
Oct 22 - Oct 23
Total with taxes and fees
With a stay at AC Hotel by Marriott San Juan Condado in San Juan (Condado), you'll be within a 5-minute drive of Condado Beach and Pan American Pier.
Pool
Pet friendly
San Juan Airport Hotel

San Juan Airport Hotel

3 out of 5
LMM International Airport Carolina
14.89 mi from city center
$203 nightly
The price is $219 total per night
$219 total
Oct 20 - Oct 21
Total with taxes and fees
A stay at San Juan Airport Hotel places you in the heart of Carolina, within a 15-minute drive of Puerto Rico Convention Center and Pier 1.
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
5961 Isla Verde Avenue Carolina
Free Cancellation
Reserve now, pay when you stay
14.06 mi from city center
$339 nightly
The price is $370 total per night
$370 total
Oct 26 - Oct 27
Total with taxes and fees
With a stay at The Royal Sonesta San Juan in Carolina (Isla Verde), you'll be a 3-minute drive from Isla Verde Beach and 6 minutes from Casino del Mar at La Concha Resort.
Don't see what you're looking for?
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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.

Top Picks

^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.