Cheap Vacations in San Juan

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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
Santurce
Save 100% on your flight
Price was $758, 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 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)
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
Price was $3,096, price is now $2,074 per person
$2,074
per person
Apr 20 - Apr 25
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)
N1 Condos

N1 Condos

4.5 out of 5
Santurce
Save 100% on your flight
Price was $1,793, price is now $1,221 per person
$1,221
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Price was $2,192, price is now $1,533 per person
$1,533
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Condado
Price was $1,141, price is now $810 per person
$810
per person
Apr 23 - 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 15 hours 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 $2,482, price is now $1,776 per person
$1,776
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip non-stop 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)

3-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
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)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $966, price is now $701 per person
$701
per person
May 1 - May 4
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
Save 100% on your flight
Price was $900, price is now $659 per person
$659
per person
Apr 11 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,341, price is now $1,013 per person
$1,013
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop 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)
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 $1,313, price is now $995 per person
$995
per person
Apr 19 - Apr 22
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 $944, price is now $732 per person
$732
per person
Apr 16 - Apr 19
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)
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)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Price was $1,053, price is now $821 per person
$821
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Save 100% on your flight
Price was $1,793, price is now $1,221 per person
$1,221
per person
May 4 - May 8
found 1 day 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
Save 100% on your flight
Price was $2,000, price is now $1,388 per person
$1,388
per person
Apr 30 - May 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 $2,192, price is now $1,533 per person
$1,533
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,141, price is now $810 per person
$810
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Crescent Beach by Otium

Crescent Beach by Otium

2 out of 5
Save 100% on your flight
Price was $1,250, price is now $890 per person
$890
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
New York (NYC) 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 Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
Price was $1,905, price is now $1,379 per person
$1,379
per person
Apr 23 - Apr 27
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)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,092, price is now $823 per person
$823
per person
Apr 24 - Apr 28
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 $1,784, price is now $1,346 per person
$1,346
per person
Apr 30 - May 4
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)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Save 100% on your flight
Price was $2,899, price is now $1,629 per person
$1,629
per person
Apr 30 - May 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
La Ferreteria Apartments

La Ferreteria Apartments

3 out of 5
Save 100% on your flight
Price was $802, 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)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Price was $3,638, price is now $2,372 per person
$2,372
per person
Apr 20 - Apr 25
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 $942, price is now $616 per person
$616
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
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)
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 $3,096, price is now $2,074 per person
$2,074
per person
Apr 20 - Apr 25
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)
The Weekender by Otium

The Weekender by Otium

4 out of 5
Save 100% on your flight
Price was $1,041, price is now $703 per person
$703
per person
Apr 26 - May 1
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
Save 100% on your flight
Price was $758, 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
Save 100% on your flight
Price was $889, 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)

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 24 hours 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 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,385, price is now $915 per person
$915
per person
May 2 - May 8
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 13 hours 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
Price was $1,171, price is now $778 per person
$778
per person
Apr 26 - May 2
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 $3,370, price is now $2,255 per person
$2,255
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Save 100% on your flight
Price was $2,926, price is now $2,002 per person
$2,002
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Weekender by Otium

The Weekender by Otium

4 out of 5
Price was $1,304, price is now $895 per person
$895
per person
Apr 26 - May 2
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 $945, price is now $669 per person
$669
per person
Apr 26 - 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, 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.