Cheap Vacations in San Juan

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San Juan vacations

Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Price was $567, price is now $422 per person
$422
per person
Mar 22 - Mar 26
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
Price was $1,474, price is now $743 per person
$743
per person
Mar 22 - Mar 26
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)
Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Price was $1,911, price is now $1,252 per person
$1,252
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Old San Juan
Price was $2,010, price is now $1,410 per person
$1,410
per person
Mar 7 - Mar 12
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 $898, price is now $634 per person
$634
per person
Mar 15 - Mar 19
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
Price was $1,914, price is now $1,402 per person
$1,402
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was $1,272, price is now $952 per person
$952
per person
Mar 13 - Mar 16
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 $859, price is now $656 per person
$656
per person
Mar 15 - 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.
Santurtzi Complex

Santurtzi Complex

3 out of 5
Price was $546, price is now $402 per person
$402
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
New York (NYC) 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)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,911, price is now $1,252 per person
$1,252
per person
Mar 13 - Mar 16
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 $1,540, price is now $1,081 per person
$1,081
per person
Mar 13 - 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
Price was $1,914, price is now $1,402 per person
$1,402
per person
Mar 13 - 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 $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)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Save 100% on your flight
Price was $1,869, price is now $1,397 per person
$1,397
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,272, price is now $952 per person
$952
per person
Mar 13 - Mar 16
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)
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 22 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)

4-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
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 $869, price is now $525 per person
$525
per person
Mar 22 - Mar 26
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 $1,474, price is now $743 per person
$743
per person
Mar 22 - Mar 26
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 $1,629, price is now $952 per person
$952
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 out of 5
Save 100% on your flight
Price was $2,162, price is now $1,273 per person
$1,273
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,177, price is now $696 per person
$696
per person
Mar 15 - Mar 19
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 $1,338, price is now $866 per person
$866
per person
Mar 15 - 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
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)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $939, price is now $625 per person
$625
per person
Mar 15 - Mar 19
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 $1,778, price is now $1,221 per person
$1,221
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Save 100% on your flight
Price was $1,232, price is now $855 per person
$855
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Caribe Hilton

Caribe Hilton

4.5 out of 5
Save 100% on your flight
Price was $1,156, price is now $814 per person
$814
per person
Mar 22 - Mar 26
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.
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Save 100% on your flight
Price was $875, price is now $545 per person
$545
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $1,149, price is now $601 per person
$601
per person
Mar 7 - Mar 12
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 $2,215, price is now $1,242 per person
$1,242
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $999, price is now $574 per person
$574
per person
Mar 7 - Mar 12
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 $1,018, price is now $616 per person
$616
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Coral Princess Hotel

Coral Princess Hotel

3 out of 5
Save 100% on your flight
Price was $1,179, price is now $734 per person
$734
per person
Mar 7 - Mar 12
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 $2,251, price is now $1,471 per person
$1,471
per person
Mar 1 - Mar 6
found 5 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
Save 100% on your flight
Price was $2,082, price is now $1,398 per person
$1,398
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

2.5 out of 5
Save 100% on your flight
Price was $1,333, price is now $896 per person
$896
per person
Mar 7 - Mar 12
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 $1,423, price is now $959 per person
$959
per person
Mar 7 - Mar 12
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.
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)
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)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,674, price is now $1,039 per person
$1,039
per person
Mar 22 - Mar 29
found 24 hours 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
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)
Stunning 3-Bedroom Beachside Apartment

Stunning 3-Bedroom Beachside Apartment

2 out of 5
Save 100% on your flight
Price was $2,075, price is now $1,369 per person
$1,369
per person
Mar 3 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 3 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 4 days ago
$95
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Boston to San Juan, returning Fri, Feb 13, priced at $95 found 4 days ago
Sun, Feb 8 - Wed, Feb 11
JFK
New York
SJU
San Juan
$103 Roundtrip, found 4 hours ago
$103
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Feb 8 from New York to San Juan, returning Wed, Feb 11, priced at $103 found 4 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
$548 nightly
The price is $608 total per night
$608 total
Feb 1 - Feb 2
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.
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo San Juan San Juan
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.
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
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.