Cheap Vacations in San Juan

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San Juan vacations

Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $675, price is now $354 per person
$354
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was $1,551, price is now $664 per person
$664
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,073, price is now $531 per person
$531
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Price was $1,849, price is now $973 per person
$973
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,096, price is now $587 per person
$587
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Condado
Save 100% on your flight
Price was $1,251, price is now $703 per person
$703
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,024, price is now $581 per person
$581
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Isla Verde
Save 100% on your flight
Price was $849, price is now $487 per person
$487
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Coral Princess Hotel

Coral Princess Hotel

3 out of 5
Condado
Save 100% on your flight
Price was $914, price is now $535 per person
$535
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,392, price is now $815 per person
$815
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

3-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments

San Agustin Apartments

3 out of 5
Price was $527, price is now $404 per person
$404
per person
Jan 25 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $963, price is now $504 per person
$504
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Save 100% on your flight
Price was $1,010, price is now $659 per person
$659
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Save 100% on your flight
Price was $2,209, price is now $1,457 per person
$1,457
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop 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 $1,279, price is now $851 per person
$851
per person
Jan 23 - Jan 26
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 $784, price is now $533 per person
$533
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $730, price is now $508 per person
$508
per person
Jan 14 - Jan 17
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 $696, price is now $495 per person
$495
per person
Jan 25 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
MANSION MIRAFLORES

MANSION MIRAFLORES

3 out of 5
Price was $568, price is now $430 per person
$430
per person
Jan 23 - Jan 26
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 $759, price is now $579 per person
$579
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Price was $969, price is now $739 per person
$739
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Numero Uno Beach Apartments

Numero Uno Beach Apartments

3 out of 5
Save 100% on your flight
Price was $871, price is now $668 per person
$668
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

4-night San Juan 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 $654, price is now $464 per person
$464
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,127, price is now $521 per person
$521
per person
Jan 23 - Jan 27
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
Price was $2,259, price is now $1,197 per person
$1,197
per person
Feb 4 - Feb 8
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 $1,630, price is now $908 per person
$908
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Save 100% on your flight
Price was $938, price is now $587 per person
$587
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $814, price is now $511 per person
$511
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $922, price is now $617 per person
$617
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Price was $1,032, price is now $710 per person
$710
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,134, price is now $1,477 per person
$1,477
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
Save 100% on your flight
Price was $673, price is now $470 per person
$470
per person
Feb 4 - Feb 8
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 $819, price is now $572 per person
$572
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Price was $1,441, price is now $1,019 per person
$1,019
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

5-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $675, price is now $354 per person
$354
per person
Jan 30 - Feb 4
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 $928, price is now $442 per person
$442
per person
Jan 25 - Jan 30
found 4 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,849, price is now $973 per person
$973
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Save 100% on your flight
Price was $1,308, price is now $731 per person
$731
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,251, price is now $703 per person
$703
per person
Jan 17 - Jan 22
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 $1,024, price is now $581 per person
$581
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $849, price is now $487 per person
$487
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Coral Princess Hotel

Coral Princess Hotel

3 out of 5
Save 100% on your flight
Price was $914, price is now $535 per person
$535
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Save 100% on your flight
Price was $937, price is now $558 per person
$558
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop 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 $2,653, price is now $1,608 per person
$1,608
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Embassy Suites by Hilton Dorado del Mar Beach Resort

Embassy Suites by Hilton Dorado del Mar Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,053, price is now $639 per person
$639
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Numero Uno Beach House

Numero Uno Beach House

3 out of 5
Save 100% on your flight
Price was $1,259, price is now $784 per person
$784
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

6-7 night San Juan 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
Save 100% on your flight
Price was $823, price is now $473 per person
$473
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,551, price is now $664 per person
$664
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $1,073, price is now $531 per person
$531
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop 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 $2,771, price is now $1,441 per person
$1,441
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $2,332, price is now $1,226 per person
$1,226
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop 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 $1,096, price is now $587 per person
$587
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Save 100% on your flight
Price was $2,184, price is now $1,222 per person
$1,222
per person
Jan 21 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,440, price is now $824 per person
$824
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Save 100% on your flight
Price was $1,392, price is now $815 per person
$815
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Save 100% on your flight
Price was $1,277, price is now $767 per person
$767
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Save 100% on your flight
Price was $2,248, price is now $1,353 per person
$1,353
per person
Jan 19 - Jan 26
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Numero Uno Beach Apartments

Numero Uno Beach Apartments

3 out of 5
Save 100% on your flight
Price was $1,463, price is now $882 per person
$882
per person
Jan 24 - Jan 31
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

Flight deals to San Juan

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

Sun, Jan 11 - Fri, Jan 16
IAD
Washington
SJU
San Juan
$99 Roundtrip, found 3 days ago
$99
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Jan 11 from Washington to San Juan, returning Fri, Jan 16, priced at $99 found 3 days ago
Thu, Apr 2 - Thu, Apr 9
BOS
Boston
SJU
San Juan
$112 Roundtrip, found 3 days ago
$112
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 2 from Boston to San Juan, returning Thu, Apr 9, priced at $112 found 3 days ago
Sat, Jan 24 - Thu, Feb 12
JFK
New York
SJU
San Juan
$116 Roundtrip, found 15 hours ago
$116
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Jan 24 from New York to San Juan, returning Thu, Feb 12, priced at $116 found 15 hours ago

Top rated hotels for your San Juan vacation

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street San Juan
Free Cancellation
Reserve now, pay when you stay
2 mi from city center
$330 nightly
The price is $360 total per night
$360 total
Dec 14 - Dec 15
Total with taxes and fees
Located in San Juan (San Juan Antiguo), Caribe Hilton is within a 5-minute walk of Luis Muñoz Rivera Park and Fort San Jeronimo.
Pool
Hot Tub
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
2.85 mi from city center
$388 nightly
The price is $430 total per night
$430 total
Dec 14 - Dec 15
Total with taxes and fees
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be a 3-minute walk from Casino del Mar at La Concha Resort and 12 minutes by foot from Condado Beach.
Pool
Hot Tub
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
2.68 mi from city center
$479 nightly
The price is $531 total per night
$531 total
Dec 14 - Dec 15
Total with taxes and fees
A stay at Condado Vanderbilt Hotel places you in the heart of San Juan, within a 10-minute walk of Condado Beach and Casino del Mar at La Concha Resort.
Pool
Hot Tub
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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.