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 $563, price is now $381 per person
$381
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Condado
Price was $1,114, price is now $667 per person
$667
per person
Apr 25 - Apr 30
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 $1,400, price is now $854 per person
$854
per person
May 2 - May 9
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
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)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Condado
Price was $1,637, price is now $1,162 per person
$1,162
per person
Apr 23 - Apr 30
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 19 hours 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 $1,168, price is now $835 per person
$835
per person
Apr 12 - Apr 15
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 $742, price is now $536 per person
$536
per person
Apr 12 - Apr 15
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)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $1,993, price is now $1,522 per person
$1,522
per person
Apr 12 - Apr 15
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.
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $563, price is now $381 per person
$381
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casamares

Casamares

3 out of 5
Price was $805, price is now $542 per person
$542
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
New York (JFK) 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)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,168, price is now $835 per person
$835
per person
Apr 12 - Apr 15
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 $742, price is now $536 per person
$536
per person
Apr 12 - Apr 15
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
Price was $1,993, price is now $1,522 per person
$1,522
per person
Apr 12 - Apr 15
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
Save 100% on your flight
Price was $1,675, price is now $1,299 per person
$1,299
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Weekender by Otium

The Weekender by Otium

4 out of 5
Price was $783, price is now $608 per person
$608
per person
Apr 12 - Apr 15
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 $1,868, price is now $1,453 per person
$1,453
per person
May 2 - May 5
found 18 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)

4-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Price was $699, price is now $494 per person
$494
per person
Apr 14 - Apr 18
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 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $3,127, price is now $2,126 per person
$2,126
per person
Apr 20 - Apr 24
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 $1,285, price is now $883 per person
$883
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Save 100% on your flight
Price was $1,075, price is now $769 per person
$769
per person
Apr 14 - Apr 18
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)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $915, price is now $681 per person
$681
per person
Apr 14 - Apr 18
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)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Price was $1,166, price is now $877 per person
$877
per person
May 1 - May 5
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
Save 100% on your flight
Price was $2,350, price is now $1,779 per person
$1,779
per person
May 1 - May 5
found 17 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Condado del Mar by Otium

Condado del Mar by Otium

2 out of 5
Price was $766, price is now $581 per person
$581
per person
May 2 - May 6
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Picuas Village

Picuas Village

3 out of 5
Price was $833, price is now $636 per person
$636
per person
Apr 14 - Apr 18
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 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,114, price is now $667 per person
$667
per person
Apr 25 - Apr 30
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 $2,291, price is now $1,502 per person
$1,502
per person
Apr 16 - Apr 21
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
Price was $952, price is now $625 per person
$625
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip 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 2 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Elena by Otium

Casa Elena by Otium

3 out of 5
Save 100% on your flight
Price was $1,258, price is now $883 per person
$883
per person
Apr 14 - Apr 19
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 $1,509, price is now $1,074 per person
$1,074
per person
Apr 22 - Apr 27
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 $1,086, price is now $775 per person
$775
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip 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
Price was $1,445, price is now $1,052 per person
$1,052
per person
Apr 16 - Apr 21
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
Save 100% on your flight
Price was $2,373, price is now $1,744 per person
$1,744
per person
Apr 30 - May 5
found 24 hours ago
Roundtrip flight included
New York (JFK) 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 $1,021, price is now $666 per person
$666
per person
Apr 26 - May 2
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)
Placid Suites

Placid Suites

3 out of 5
Price was $1,346, price is now $811 per person
$811
per person
Apr 24 - Apr 30
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 $1,400, price is now $854 per person
$854
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop 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 17 hours 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 $2,786, price is now $1,798 per person
$1,798
per person
Apr 19 - Apr 25
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 $2,544, price is now $1,649 per person
$1,649
per person
Apr 26 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Price was $1,049, price is now $688 per person
$688
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip 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 $1,648, price is now $1,092 per person
$1,092
per person
Apr 11 - Apr 18
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $1,656, price is now $1,119 per person
$1,119
per person
May 2 - May 8
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 $1,430, price is now $977 per person
$977
per person
Apr 15 - Apr 22
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 $1,369, price is now $938 per person
$938
per person
Apr 24 - Apr 30
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, May 11 - Thu, May 14
PHL
Philadelphia
SJU
San Juan
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, May 11 from Philadelphia to San Juan, returning Thu, May 14, priced at $159 found 6 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.