Cheap Vacations in San Juan

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San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was $1,126, price is now $728 per person
$728
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Price was $1,827, price is now $1,304 per person
$1,304
per person
Apr 30 - May 4
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
Price was $1,231, price is now $887 per person
$887
per person
Apr 18 - Apr 22
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
Condado
Save 100% on your flight
Price was $2,083, price is now $1,521 per person
$1,521
per person
Apr 30 - May 4
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 $1,062, price is now $781 per person
$781
per person
May 9 - May 12
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 $1,235, price is now $925 per person
$925
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Condado del Mar by Otium

Condado del Mar by Otium

2 out of 5
Condado
Price was $1,180, price is now $900 per person
$900
per person
May 1 - May 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Stunning 2-Bedroom Apartment

Stunning 2-Bedroom Apartment

2 out of 5
Santurce
Price was $1,288, price is now $991 per person
$991
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
San Juan Antiguo
Price was $1,189, price is now $918 per person
$918
per person
Apr 23 - Apr 27
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.
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $893, price is now $602 per person
$602
per person
May 2 - May 5
found 1 day ago
Roundtrip non-stop 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 $1,126, price is now $728 per person
$728
per person
May 7 - May 10
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 $2,109, price is now $1,496 per person
$1,496
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Price was $1,513, price is now $1,108 per person
$1,108
per person
May 2 - May 5
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 $1,062, price is now $781 per person
$781
per person
May 9 - May 12
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 $2,029, price is now $1,545 per person
$1,545
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Marbella by Otium

Marbella by Otium

2 out of 5
Save 100% on your flight
Price was $893, price is now $682 per person
$682
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to San Juan (SJU)
Condado del Mar by Otium

Condado del Mar by Otium

2 out of 5
Price was $819, price is now $628 per person
$628
per person
Apr 24 - Apr 27
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Crescent Beach by Otium

Crescent Beach by Otium

2 out of 5
Price was $952, price is now $732 per person
$732
per person
Apr 16 - Apr 19
found 17 hours ago
Roundtrip flight included
Philadelphia (PHL) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $804, price is now $621 per person
$621
per person
May 2 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Price was $1,489, price is now $1,154 per person
$1,154
per person
May 7 - May 10
found 1 hour ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Price was $1,327, price is now $1,033 per person
$1,033
per person
Apr 23 - Apr 26
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)

4-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Condado del Mar by Otium

Condado del Mar by Otium

2 out of 5
Price was $848, price is now $633 per person
$633
per person
May 1 - May 5
found 17 hours 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 $1,332, price is now $818 per person
$818
per person
May 5 - May 9
found 17 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 $1,911, price is now $1,359 per person
$1,359
per person
Apr 18 - Apr 22
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 $1,827, price is now $1,304 per person
$1,304
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,231, price is now $887 per person
$887
per person
Apr 18 - Apr 22
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 $2,083, price is now $1,521 per person
$1,521
per person
Apr 30 - May 4
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 $1,641, price is now $1,213 per person
$1,213
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Marbella by Otium

Marbella by Otium

2 out of 5
Save 100% on your flight
Price was $1,095, price is now $815 per person
$815
per person
Apr 26 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Save 100% on your flight
Price was $1,763, price is now $1,313 per person
$1,313
per person
May 3 - May 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,235, price is now $925 per person
$925
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
Price was $1,189, price is now $918 per person
$918
per person
Apr 23 - Apr 27
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.
La Ferreteria Apartments

La Ferreteria Apartments

3 out of 5
Price was $1,053, price is now $756 per person
$756
per person
May 1 - May 6
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 $1,572, price is now $918 per person
$918
per person
May 5 - May 10
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 $1,358, price is now $866 per person
$866
per person
May 1 - May 6
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 $3,480, price is now $2,298 per person
$2,298
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Save 100% on your flight
Price was $1,426, price is now $970 per person
$970
per person
May 1 - May 6
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
Save 100% on your flight
Price was $2,346, price is now $1,608 per person
$1,608
per person
Apr 20 - Apr 25
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
Price was $1,696, price is now $1,169 per person
$1,169
per person
Apr 25 - Apr 30
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 $1,098, price is now $759 per person
$759
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop 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 $1,187, price is now $840 per person
$840
per person
Apr 27 - May 2
found 23 hours ago
Roundtrip non-stop 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
Price was $1,734, price is now $1,227 per person
$1,227
per person
Apr 25 - Apr 30
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 $1,139, price is now $811 per person
$811
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Price was $2,167, price is now $1,556 per person
$1,556
per person
May 4 - May 9
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to San Juan (SJU)

6-7 night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
La Ferreteria Apartments

La Ferreteria Apartments

3 out of 5
Price was $1,019, price is now $718 per person
$718
per person
Apr 26 - May 2
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 $4,190, price is now $2,573 per person
$2,573
per person
Apr 27 - May 3
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 $2,343, price is now $1,534 per person
$1,534
per person
Apr 27 - May 3
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 $1,798, price is now $1,181 per person
$1,181
per person
May 9 - May 15
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 $1,288, price is now $856 per person
$856
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,558, price is now $1,037 per person
$1,037
per person
Apr 25 - May 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
Price was $1,517, price is now $1,017 per person
$1,017
per person
Apr 27 - May 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 $2,080, price is now $1,419 per person
$1,419
per person
Apr 26 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Price was $1,475, price is now $1,013 per person
$1,013
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Margaritaville Vacation Club by Wyndham - Rio Mar

Margaritaville Vacation Club by Wyndham - Rio Mar

4 out of 5
Price was $1,407, price is now $984 per person
$984
per person
May 2 - May 8
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $2,129, price is now $1,515 per person
$1,515
per person
Apr 27 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Save 100% on your flight
Price was $2,948, price is now $2,103 per person
$2,103
per person
May 4 - May 11
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) 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, Mar 29 - Sun, Apr 5
BOS
Boston
SJU
San Juan
$181 Roundtrip, found 4 days ago
$181
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sun, Mar 29 from Boston to San Juan, returning Sun, Apr 5, priced at $181 found 4 days ago
Tue, Apr 14 - Wed, Apr 22
PHL
Philadelphia
SJU
San Juan
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Apr 14 from Philadelphia to San Juan, returning Wed, Apr 22, priced at $182 found 6 days ago
Fri, May 8 - Mon, May 11
CLT
Charlotte
SJU
San Juan
$182 Roundtrip, found 16 hours ago
$182
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, May 8 from Charlotte to San Juan, returning Mon, May 11, priced at $182 found 16 hours ago

Top rated hotels for your San Juan vacation

Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo San Juan San Juan
Free Cancellation
Reserve now, pay when you stay
2.03 mi from city center
$149 nightly
The price is $162 total per night
$162 total
Mar 23 - Mar 24
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
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
$374 nightly
The price is $408 total per night
$408 total
Apr 14 - Apr 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
$481 nightly
The price is $534 total per night
$534 total
Apr 5 - Apr 6
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
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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.