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 $968, price is now $718 per person
$718
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was $1,355, price is now $730 per person
$730
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $3,042, price is now $1,982 per person
$1,982
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $1,993, price is now $1,369 per person
$1,369
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Save 100% on your flight
Price was $2,155, price is now $1,526 per person
$1,526
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Piccioni by Otium

Piccioni by Otium

3 out of 5
Condado
Save 100% on your flight
Price was $1,334, price is now $947 per person
$947
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Isla Verde
Price was $1,516, price is now $1,111 per person
$1,111
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Price was $1,128, price is now $859 per person
$859
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Isla Verde
Price was $1,185, price is now $906 per person
$906
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)

3-night San Juan vacations

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

Fortaleza Suites

3.5 out of 5
Price was $568, price is now $410 per person
$410
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,355, price is now $730 per person
$730
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $980, price is now $683 per person
$683
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $1,084, price is now $802 per person
$802
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $1,549, price is now $1,156 per person
$1,156
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $2,719, price is now $2,030 per person
$2,030
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,627, price is now $1,227 per person
$1,227
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Save 100% on your flight
Price was $1,278, price is now $971 per person
$971
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Price was $882, price is now $672 per person
$672
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Save 100% on your flight
Price was $1,430, price is now $1,094 per person
$1,094
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Stunning 2-Bedroom Apartment

Stunning 2-Bedroom Apartment

2 out of 5
Save 100% on your flight
Price was $1,065, price is now $815 per person
$815
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Hyatt Place Bayamon

Hyatt Place Bayamon

3.5 out of 5
Price was $772, price is now $596 per person
$596
per person
Mar 10 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $832, price is now $578 per person
$578
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $1,716, price is now $854 per person
$854
per person
Mar 22 - Mar 26
found 17 hours ago
Roundtrip flight included
Hartford (BDL) 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 $1,491, price is now $934 per person
$934
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Save 100% on your flight
Price was $2,168, price is now $1,412 per person
$1,412
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $3,042, price is now $1,982 per person
$1,982
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $1,420, price is now $1,008 per person
$1,008
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $1,265, price is now $902 per person
$902
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Price was $964, price is now $693 per person
$693
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Condado Ocean Club - Adults Only

Condado Ocean Club - Adults Only

4 out of 5
Save 100% on your flight
Price was $1,495, price is now $1,075 per person
$1,075
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $1,696, price is now $1,223 per person
$1,223
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)

5-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
El Conquistador Resort

El Conquistador Resort

4 out of 5
Save 100% on your flight
Price was $1,641, price is now $1,156 per person
$1,156
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Save 100% on your flight
Price was $2,874, price is now $1,855 per person
$1,855
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $2,199, price is now $1,428 per person
$1,428
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Stunning 3-Br Apt in Condado

Stunning 3-Br Apt in Condado

2 out of 5
Save 100% on your flight
Price was $2,700, price is now $1,846 per person
$1,846
per person
Mar 17 - Mar 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $1,993, price is now $1,369 per person
$1,369
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Price was $2,213, price is now $1,521 per person
$1,521
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Stunning 3-Bedroom Beachside Apartment

Stunning 3-Bedroom Beachside Apartment

2 out of 5
Price was $1,690, price is now $1,185 per person
$1,185
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $2,155, price is now $1,526 per person
$1,526
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)

6-7 night San Juan vacations

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

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,295, price is now $729 per person
$729
per person
Mar 22 - Mar 28
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $2,741, price is now $1,655 per person
$1,655
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $1,250, price is now $773 per person
$773
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Save 100% on your flight
Price was $3,504, price is now $2,303 per person
$2,303
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,629, price is now $1,089 per person
$1,089
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Save 100% on your flight
Price was $1,726, price is now $1,184 per person
$1,184
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
310Guest-House LaVida

310Guest-House LaVida

4.5 out of 5
Price was $1,370, price is now $952 per person
$952
per person
Mar 4 - Mar 11
found 15 hours ago
Roundtrip flight included
Hartford (BDL) 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 $2,605, price is now $1,829 per person
$1,829
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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, Feb 7 - Fri, Feb 13
BOS
Boston
SJU
San Juan
$95 Roundtrip, found 5 days ago
$95
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Boston to San Juan, returning Fri, Feb 13, priced at $95 found 5 days ago
Sun, Feb 8 - Wed, Feb 11
JFK
New York
SJU
San Juan
$103 Roundtrip, found 17 hours ago
$103
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sun, Feb 8 from New York to San Juan, returning Wed, Feb 11, priced at $103 found 17 hours ago
Tue, Feb 3 - Wed, Feb 11
EWR
New York
SJU
San Juan
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Feb 3 from New York to San Juan, returning Wed, Feb 11, priced at $106 found 2 days ago

Top rated hotels for your San Juan vacation

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
$528 nightly
The price is $586 total per night
$586 total
Feb 2 - Feb 3
Total with taxes and fees
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be a 3-minute walk from Casino del Mar at La Concha Resort and 12 minutes by foot from Condado Beach.
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
$128 nightly
The price is $139 total per night
$139 total
Feb 24 - Feb 25
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
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
2.68 mi from city center
$635 nightly
The price is $705 total per night
$705 total
Feb 2 - Feb 3
Total with taxes and fees
A stay at Condado Vanderbilt Hotel places you in the heart of San Juan, within a 10-minute walk of Condado Beach and Casino del Mar at La Concha Resort.
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.