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 $509, price is now $361 per person
$361
per person
Apr 13 - 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
Isla Verde
Price was $1,172, price is now $749 per person
$749
per person
Apr 25 - Apr 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Janer House

Janer House

3 out of 5
Río Piedras
Save 100% on your flight
Price was $610, price is now $398 per person
$398
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Puerta de Tierra
Save 100% on your flight
Price was $818, price is now $555 per person
$555
per person
May 4 - May 9
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
Puerta de Tierra
Save 100% on your flight
Price was $645, price is now $454 per person
$454
per person
Apr 13 - Apr 16
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 $4,582, price is now $3,248 per person
$3,248
per person
Apr 18 - Apr 25
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 $787, price is now $576 per person
$576
per person
Apr 13 - 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
Condado
Price was $1,115, price is now $818 per person
$818
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
Puerta de Tierra
Price was $1,792, price is now $1,326 per person
$1,326
per person
Apr 18 - Apr 25
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 $1,415, price is now $1,055 per person
$1,055
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop 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 $509, price is now $361 per person
$361
per person
Apr 13 - 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 $1,172, price is now $749 per person
$749
per person
Apr 25 - Apr 28
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 $1,742, price is now $1,196 per person
$1,196
per person
Apr 9 - Apr 12
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 $1,097, price is now $757 per person
$757
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $645, price is now $454 per person
$454
per person
Apr 13 - Apr 16
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 $1,135, price is now $816 per person
$816
per person
Apr 13 - Apr 16
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 $1,563, price is now $1,136 per person
$1,136
per person
May 2 - 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
Price was $787, price is now $576 per person
$576
per person
Apr 13 - 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 $1,115, price is now $818 per person
$818
per person
Apr 13 - 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
Price was $1,822, price is now $1,350 per person
$1,350
per person
May 3 - May 6
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Juan (SJU)
Janer House

Janer House

3 out of 5
Price was $580, price is now $436 per person
$436
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado Ocean Club - Adults Only

Condado Ocean Club - Adults Only

4 out of 5
Price was $820, price is now $621 per person
$621
per person
Apr 13 - Apr 16
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.
RainForest House by Otium

RainForest House by Otium

3 out of 5
Price was $452, price is now $339 per person
$339
per person
Apr 9 - Apr 13
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 $869, price is now $641 per person
$641
per person
May 4 - May 8
found 13 hours 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 $1,495, price is now $918 per person
$918
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Janer House

Janer House

3 out of 5
Save 100% on your flight
Price was $610, price is now $398 per person
$398
per person
Apr 9 - Apr 13
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 $709, price is now $464 per person
$464
per person
Apr 9 - Apr 13
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 $2,047, price is now $1,388 per person
$1,388
per person
Apr 9 - Apr 13
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 $1,825, price is now $1,286 per person
$1,286
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip 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 $1,313, price is now $956 per person
$956
per person
Apr 9 - Apr 13
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 $2,335, price is now $1,705 per person
$1,705
per person
Apr 10 - Apr 14
found 21 hours 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
Price was $1,923, price is now $1,433 per person
$1,433
per person
Apr 28 - May 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
La Calma Poshtel

La Calma Poshtel

2 out of 5
Price was $534, price is now $398 per person
$398
per person
Apr 9 - Apr 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.
Janer House

Janer House

3 out of 5
Price was $675, price is now $480 per person
$480
per person
Apr 11 - Apr 16
found 21 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 $2,861, price is now $1,493 per person
$1,493
per person
May 1 - May 6
found 14 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Price was $1,651, price is now $934 per person
$934
per person
Apr 24 - Apr 29
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $2,809, price is now $1,769 per person
$1,769
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Romeo Hotel

Romeo Hotel

4 out of 5
Save 100% on your flight
Price was $1,005, price is now $679 per person
$679
per person
May 4 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $818, price is now $555 per person
$555
per person
May 4 - May 9
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
Price was $917, price is now $628 per person
$628
per person
May 1 - May 6
found 4 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Save 100% on your flight
Price was $721, price is now $500 per person
$500
per person
May 4 - May 9
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 $1,962, price is now $1,363 per person
$1,363
per person
Apr 16 - Apr 21
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 $1,093, price is now $761 per person
$761
per person
Apr 16 - Apr 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
Save 100% on your flight
Price was $2,433, price is now $1,708 per person
$1,708
per person
Apr 21 - Apr 26
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
Save 100% on your flight
Price was $1,142, price is now $807 per person
$807
per person
Apr 13 - Apr 18
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

6-7 night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Casamares

Casamares

3 out of 5
Save 100% on your flight
Price was $872, price is now $528 per person
$528
per person
Apr 12 - Apr 19
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 $2,180, price is now $1,120 per person
$1,120
per person
Apr 26 - May 2
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 $3,363, price is now $1,856 per person
$1,856
per person
Apr 30 - May 6
just found
Roundtrip 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 $2,892, price is now $1,737 per person
$1,737
per person
Apr 24 - Apr 30
found 23 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,898, price is now $1,166 per person
$1,166
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,522, price is now $957 per person
$957
per person
May 1 - May 8
found 8 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Price was $984, price is now $624 per person
$624
per person
Apr 25 - May 1
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 $1,472, price is now $976 per person
$976
per person
Apr 18 - Apr 25
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 $1,137, price is now $758 per person
$758
per person
Apr 26 - 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 $1,876, price is now $1,269 per person
$1,269
per person
Apr 26 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Janer House

Janer House

3 out of 5
Save 100% on your flight
Price was $872, price is now $596 per person
$596
per person
Apr 12 - Apr 19
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 $1,180, price is now $836 per person
$836
per person
May 2 - May 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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, Apr 14 - Fri, Apr 24
PHL
Philadelphia
SJU
San Juan
$134 Roundtrip, found 5 days ago
$134
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Apr 14 from Philadelphia to San Juan, returning Fri, Apr 24, priced at $134 found 5 days ago
Sat, May 23 - Thu, May 28
BWI
Baltimore
SJU
San Juan
$141 Roundtrip, found 4 days ago
$141
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 23 from Baltimore to San Juan, returning Thu, May 28, priced at $141 found 4 days ago
Sun, Apr 19 - Thu, Apr 23
CLT
Charlotte
SJU
San Juan
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Apr 19 from Charlotte to San Juan, returning Thu, Apr 23, priced at $150 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
$504 nightly
The price is $549 total per night
$549 total
Mar 16 - Mar 17
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
$534 nightly
The price is $593 total per night
$593 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.

^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.