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 $1,017, price is now $516 per person
$516
per person
Feb 28 - Mar 6
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
Condado
Price was $1,920, price is now $1,067 per person
$1,067
per person
Feb 26 - Mar 3
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 $1,367, price is now $781 per person
$781
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Santurce
Save 100% on your flight
Price was $2,085, price is now $1,210 per person
$1,210
per person
Feb 26 - Mar 3
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 $1,030, price is now $600 per person
$600
per person
Feb 26 - Mar 2
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
Save 100% on your flight
Price was $991, price is now $587 per person
$587
per person
Feb 23 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Condado
Price was $1,590, price is now $956 per person
$956
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip 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
Condado
Save 100% on your flight
Price was $2,724, price is now $1,649 per person
$1,649
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Isla Verde
Save 100% on your flight
Price was $1,385, price is now $862 per person
$862
per person
Feb 23 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Santurce
Save 100% on your flight
Price was $1,347, price is now $854 per person
$854
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

3-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Segovia Studio Units

Segovia Studio Units

3 out of 5
Price was $430, price is now $320 per person
$320
per person
Mar 15 - Mar 18
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
Save 100% on your flight
Price was $2,368, price is now $1,448 per person
$1,448
per person
Mar 6 - Mar 9
found 22 hours ago
Roundtrip 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 $1,187, price is now $814 per person
$814
per person
Mar 8 - Mar 11
found 17 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,067, price is now $745 per person
$745
per person
Mar 12 - Mar 15
found 10 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Price was $1,517, price is now $1,069 per person
$1,069
per person
Feb 26 - Mar 1
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 $677, price is now $483 per person
$483
per person
Mar 15 - Mar 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
Save 100% on your flight
Price was $1,414, price is now $1,027 per person
$1,027
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Price was $523, price is now $381 per person
$381
per person
Mar 15 - Mar 18
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
Price was $1,138, price is now $842 per person
$842
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
Price was $482, price is now $366 per person
$366
per person
Mar 15 - Mar 18
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 $695, price is now $452 per person
$452
per person
Feb 26 - Mar 2
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 $1,750, price is now $892 per person
$892
per person
Mar 17 - Mar 21
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 $1,934, price is now $1,090 per person
$1,090
per person
Feb 26 - Mar 2
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 $1,030, price is now $600 per person
$600
per person
Feb 26 - Mar 2
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 $1,407, price is now $842 per person
$842
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Price was $1,792, price is now $1,159 per person
$1,159
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,607, price is now $1,077 per person
$1,077
per person
Mar 6 - Mar 10
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 $917, price is now $616 per person
$616
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Price was $935, price is now $633 per person
$633
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip 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
Price was $1,367, price is now $931 per person
$931
per person
Feb 22 - Feb 26
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 $1,118, price is now $763 per person
$763
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

5-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,164, price is now $573 per person
$573
per person
Feb 26 - Mar 3
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 $2,828, price is now $1,459 per person
$1,459
per person
Mar 1 - Mar 6
just found
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $2,272, price is now $1,228 per person
$1,228
per person
Feb 26 - Mar 3
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 $1,920, price is now $1,067 per person
$1,067
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip 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 $2,452, price is now $1,405 per person
$1,405
per person
Mar 16 - Mar 21
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 $1,028, price is now $593 per person
$593
per person
Feb 26 - Mar 3
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 $1,933, price is now $1,118 per person
$1,118
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Price was $1,002, price is now $581 per person
$581
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Save 100% on your flight
Price was $2,085, price is now $1,210 per person
$1,210
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Price was $978, price is now $577 per person
$577
per person
Mar 2 - Mar 7
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
Price was $1,584, price is now $945 per person
$945
per person
Mar 2 - Mar 7
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.
San Agustin Apartments

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $1,017, price is now $516 per person
$516
per person
Feb 28 - Mar 6
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 $2,569, price is now $1,201 per person
$1,201
per person
Mar 15 - Mar 22
found 10 hours 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 $3,413, price is now $1,812 per person
$1,812
per person
Feb 28 - Mar 6
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 $1,741, price is now $954 per person
$954
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Save 100% on your flight
Price was $2,498, price is now $1,390 per person
$1,390
per person
Feb 28 - Mar 6
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 $1,367, price is now $781 per person
$781
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stunning 3-Bedroom Beachside Apartment

Stunning 3-Bedroom Beachside Apartment

2 out of 5
Save 100% on your flight
Price was $1,897, price is now $1,088 per person
$1,088
per person
Feb 28 - Mar 6
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 $991, price is now $587 per person
$587
per person
Feb 23 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Stunning 3-Br Apt in Condado

Stunning 3-Br Apt in Condado

2 out of 5
Save 100% on your flight
Price was $2,220, price is now $1,324 per person
$1,324
per person
Feb 28 - Mar 6
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
Save 100% on your flight
Price was $2,112, price is now $1,264 per person
$1,264
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,590, price is now $956 per person
$956
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip 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 $2,724, price is now $1,649 per person
$1,649
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Tue, Feb 3 - Wed, Feb 4
BOS
Boston
SJU
San Juan
$103 Roundtrip, found 17 hours ago
$103
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Tue, Feb 3 from Boston to San Juan, returning Wed, Feb 4, priced at $103 found 17 hours ago
Sat, Jan 24 - Thu, Jan 29
EWR
New York
SJU
San Juan
$115 Roundtrip, found 2 hours ago
$115
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Jan 24 from New York to San Juan, returning Thu, Jan 29, priced at $115 found 2 hours ago
Sun, Jan 25 - Sun, Feb 1
JFK
New York
SJU
San Juan
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, Jan 25 from New York to San Juan, returning Sun, Feb 1, priced at $117 found 15 hours ago

Top rated hotels for your San Juan vacation

The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
2.31 mi from city center
$325 nightly
The price is $354 total per night
$354 total
Feb 9 - Feb 10
Total with taxes and fees
The Condado Plaza Hotel is centrally located in San Juan, a 4-minute walk from Condado Beach and 9 minutes by foot from Parque La Ventana al Mar.
Pool
Restaurant
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo San Juan San Juan
2.03 mi from city center
$132 nightly
The price is $144 total per night
$144 total
Jan 26 - Jan 27
Total with taxes and fees
Located in San Juan (San Juan Antiguo), Costa Bahia Hotel Paseo Caribe is within a 15-minute walk of Condado Beach and Escambron Beach.
Breakfast included
Free WiFi
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
2.85 mi from city center
$518 nightly
The price is $574 total per night
$574 total
Jan 25 - Jan 26
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.
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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.