Cheap Vacations in San Juan

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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
Isla Verde
Price was $647, price is now $404 per person
$404
per person
Apr 13 - Apr 17
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
Santurce
Price was $1,404, price is now $893 per person
$893
per person
May 2 - May 9
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 $1,712, price is now $1,100 per person
$1,100
per person
Apr 16 - Apr 19
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
San Juan Antiguo
Price was $1,427, price is now $947 per person
$947
per person
Apr 18 - Apr 21
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 $1,361, price is now $918 per person
$918
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip 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 $1,091, price is now $779 per person
$779
per person
Apr 26 - May 2
found 23 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
Puerta de Tierra
Price was $799, price is now $583 per person
$583
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Janer House

Janer House

3 out of 5
Río Piedras
Price was $738, price is now $543 per person
$543
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Piccioni by Otium

Piccioni by Otium

3 out of 5
Condado
Price was $1,048, price is now $775 per person
$775
per person
Apr 25 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Price was $694, price is now $517 per person
$517
per person
Apr 13 - Apr 17
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.
Casamares

Casamares

3 out of 5
Price was $606, price is now $436 per person
$436
per person
Apr 22 - Apr 25
found 12 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,712, price is now $1,100 per person
$1,100
per person
Apr 16 - Apr 19
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 $1,427, price is now $947 per person
$947
per person
Apr 18 - Apr 21
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 $1,361, price is now $918 per person
$918
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,184, price is now $897 per person
$897
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Price was $1,039, price is now $788 per person
$788
per person
Apr 20 - Apr 23
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 $2,153, price is now $1,656 per person
$1,656
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $885, price is now $685 per person
$685
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop 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 $1,868, price is now $1,453 per person
$1,453
per person
May 2 - May 5
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to San Juan (SJU)
Marbella by Otium

Marbella by Otium

2 out of 5
Price was $886, price is now $690 per person
$690
per person
Apr 27 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Price was $1,054, price is now $824 per person
$824
per person
Apr 22 - Apr 25
found 12 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 $2,353, price is now $1,849 per person
$1,849
per person
Apr 22 - Apr 25
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 $647, price is now $404 per person
$404
per person
Apr 13 - Apr 17
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 $1,449, price is now $872 per person
$872
per person
Apr 24 - Apr 28
found 23 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 $2,171, price is now $1,497 per person
$1,497
per person
Apr 18 - Apr 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
Price was $1,442, price is now $999 per person
$999
per person
Apr 12 - 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 $1,412, price is now $1,004 per person
$1,004
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Price was $1,882, price is now $1,355 per person
$1,355
per person
Apr 18 - Apr 22
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
Price was $2,046, price is now $1,479 per person
$1,479
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
Price was $799, price is now $583 per person
$583
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,334, price is now $976 per person
$976
per person
Apr 22 - Apr 26
found 24 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Price was $694, price is now $517 per person
$517
per person
Apr 13 - Apr 17
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 $1,139, price is now $856 per person
$856
per person
May 7 - May 11
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 $597, price is now $450 per person
$450
per person
Apr 13 - Apr 17
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 Calma Poshtel

La Calma Poshtel

2 out of 5
Price was $642, price is now $446 per person
$446
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
Price was $1,681, price is now $975 per person
$975
per person
Apr 24 - Apr 29
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
Price was $1,545, price is now $926 per person
$926
per person
Apr 26 - May 1
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 $1,554, price is now $943 per person
$943
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Ferreteria Apartments

La Ferreteria Apartments

3 out of 5
Price was $801, price is now $512 per person
$512
per person
Apr 26 - May 1
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 $1,814, price is now $1,218 per person
$1,218
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Casamares

Casamares

3 out of 5
Price was $855, price is now $574 per person
$574
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Price was $2,884, price is now $1,956 per person
$1,956
per person
May 2 - May 7
found 6 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Price was $756, price is now $517 per person
$517
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Wilson Inn

Casa Wilson Inn

3.5 out of 5
Price was $896, price is now $623 per person
$623
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,188, price is now $829 per person
$829
per person
Apr 27 - May 2
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 $1,348, price is now $946 per person
$946
per person
May 4 - May 9
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.
La Calma Poshtel

La Calma Poshtel

2 out of 5
Price was $631, price is now $400 per person
$400
per person
Apr 25 - May 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 $2,482, price is now $1,120 per person
$1,120
per person
Apr 25 - May 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
Price was $1,097, price is now $593 per person
$593
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
Price was $1,426, price is now $781 per person
$781
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,303, price is now $759 per person
$759
per person
Apr 25 - May 1
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 $1,938, price is now $1,135 per person
$1,135
per person
May 4 - May 10
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Price was $1,253, price is now $750 per person
$750
per person
Apr 25 - May 2
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 $1,489, price is now $943 per person
$943
per person
Apr 25 - May 2
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 $1,404, price is now $893 per person
$893
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,059, price is now $678 per person
$678
per person
Apr 11 - Apr 18
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,085, price is now $697 per person
$697
per person
May 3 - May 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Price was $1,320, price is now $855 per person
$855
per person
Apr 25 - May 2
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.

Sat, May 23 - Thu, May 28
BWI
Baltimore
SJU
San Juan
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, May 23 from Baltimore to San Juan, returning Thu, May 28, priced at $141 found 6 days ago
Thu, May 7 - Sun, May 10
CLT
Charlotte
SJU
San Juan
$158 Roundtrip, found 6 days ago
$158
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, May 7 from Charlotte to San Juan, returning Sun, May 10, priced at $158 found 6 days ago
Mon, Mar 16 - Wed, Apr 29
PHL
Philadelphia
SJU
San Juan
$165 Roundtrip, found 3 days ago
$165
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Mar 16 from Philadelphia to San Juan, returning Wed, Apr 29, priced at $165 found 3 days 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
$466 nightly
The price is $508 total per night
$508 total
Apr 4 - Apr 5
Total with taxes and fees
Located in San Juan (Puerta de Tierra), Caribe Hilton is within a 5-minute walk of Luis Muñoz Rivera Park and Fort San Jeronimo.
Pool
Hot Tub
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 (Puerta de Tierra), 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
$489 nightly
The price is $543 total per night
$543 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
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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.