Cheap Vacations in San Juan

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San Juan vacations

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

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $673, price is now $472 per person
$472
per person
Jan 11 - Jan 14
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 $3,447, price is now $1,963 per person
$1,963
per person
Jan 23 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,350, price is now $785 per person
$785
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop 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 $1,740, price is now $1,111 per person
$1,111
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Outsite Puerto Rico - Ocean Park

Outsite Puerto Rico - Ocean Park

2 out of 5
Santurce
Save 100% on your flight
Price was $1,163, price is now $776 per person
$776
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Isla Verde
Price was $998, price is now $678 per person
$678
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop 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 $1,844, price is now $1,285 per person
$1,285
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
APT by DW

APT by DW

4.5 out of 5
Santurce
Save 100% on your flight
Price was $2,138, price is now $1,513 per person
$1,513
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Condado
Price was $1,095, price is now $777 per person
$777
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Santurce
Price was $1,123, price is now $815 per person
$815
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)

3-night San Juan vacations

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

Placid Suites

3 out of 5
Price was $463, price is now $343 per person
$343
per person
Jan 11 - Jan 14
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 $1,062, price is now $680 per person
$680
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
Save 100% on your flight
Price was $1,036, price is now $698 per person
$698
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Outsite Puerto Rico - Ocean Park

Outsite Puerto Rico - Ocean Park

2 out of 5
Save 100% on your flight
Price was $732, price is now $512 per person
$512
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $673, price is now $472 per person
$472
per person
Jan 11 - Jan 14
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 $853, price is now $607 per person
$607
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Save 100% on your flight
Price was $677, price is now $484 per person
$484
per person
Jan 11 - Jan 14
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 $2,201, price is now $1,577 per person
$1,577
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Trópica Beach Hotel

Trópica Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $780, price is now $572 per person
$572
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Price was $533, price is now $392 per person
$392
per person
Jan 11 - Jan 14
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
Price was $671, price is now $494 per person
$494
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $881, price is now $653 per person
$653
per person
Jan 11 - Jan 14
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.
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $779, price is now $524 per person
$524
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,373, price is now $1,311 per person
$1,311
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $1,350, price is now $785 per person
$785
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop 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 $1,605, price is now $990 per person
$990
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop 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 $1,740, price is now $1,111 per person
$1,111
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Outsite Puerto Rico - Ocean Park

Outsite Puerto Rico - Ocean Park

2 out of 5
Save 100% on your flight
Price was $1,163, price is now $776 per person
$776
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Save 100% on your flight
Price was $1,470, price is now $983 per person
$983
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip non-stop 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 $1,634, price is now $1,109 per person
$1,109
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $998, price is now $678 per person
$678
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop 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 $1,844, price is now $1,285 per person
$1,285
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,095, price is now $777 per person
$777
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Price was $1,062, price is now $766 per person
$766
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)

5-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $943, price is now $567 per person
$567
per person
Jan 8 - Jan 13
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 $2,157, price is now $1,063 per person
$1,063
per person
Jan 8 - Jan 13
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 $1,380, price is now $695 per person
$695
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,554, price is now $813 per person
$813
per person
Jan 26 - Jan 31
found 15 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Save 100% on your flight
Price was $1,174, price is now $648 per person
$648
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $1,028, price is now $600 per person
$600
per person
Jan 8 - Jan 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 $1,646, price is now $978 per person
$978
per person
Jan 8 - Jan 13
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 $1,909, price is now $1,143 per person
$1,143
per person
Jan 26 - Jan 31
found 4 hours ago
Roundtrip non-stop 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 $1,798, price is now $1,082 per person
$1,082
per person
Jan 8 - Jan 13
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 $1,021, price is now $626 per person
$626
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,616, price is now $992 per person
$992
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to San Juan (SJU)
Hyatt Place Bayamon

Hyatt Place Bayamon

3.5 out of 5
Save 100% on your flight
Price was $1,112, price is now $704 per person
$704
per person
Jan 8 - Jan 13
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.
Segovia Studio Units

Segovia Studio Units

3 out of 5
Save 100% on your flight
Price was $772, price is now $478 per person
$478
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $2,307, price is now $1,051 per person
$1,051
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $2,013, price is now $1,048 per person
$1,048
per person
Jan 23 - Jan 30
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 $3,104, price is now $1,685 per person
$1,685
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Casa Wilson Inn

Casa Wilson Inn

3.5 out of 5
Save 100% on your flight
Price was $1,345, price is now $736 per person
$736
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Save 100% on your flight
Price was $1,687, price is now $942 per person
$942
per person
Jan 23 - Jan 30
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
Price was $1,767, price is now $1,025 per person
$1,025
per person
Jan 17 - Jan 24
found 20 hours 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 $1,452, price is now $885 per person
$885
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,691, price is now $1,040 per person
$1,040
per person
Jan 24 - Jan 30
found 12 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Outsite Puerto Rico - Aguadilla

Outsite Puerto Rico - Aguadilla

3 out of 5
Save 100% on your flight
Price was $848, price is now $531 per person
$531
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Price was $1,138, price is now $714 per person
$714
per person
Jan 26 - Feb 1
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $1,479, price is now $938 per person
$938
per person
Jan 23 - Jan 30
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 - Wed, Feb 11
JFK
New York
SJU
San Juan
$112 Roundtrip, found 18 hours ago
$112
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sat, Feb 7 from New York to San Juan, returning Wed, Feb 11, priced at $112 found 18 hours ago
Mon, Feb 23 - Tue, Mar 3
EWR
New York
SJU
San Juan
$116 Roundtrip, found 5 hours ago
$116
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Feb 23 from New York to San Juan, returning Tue, Mar 3, priced at $116 found 5 hours ago
Mon, Dec 8 - Tue, Dec 9
PHL
Philadelphia
SJU
San Juan
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Philadelphia to San Juan, returning Tue, Dec 9, priced at $117 found 3 days ago

Top rated hotels for your San Juan vacation

The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
2.31 mi from city center
$197 nightly
The price is $214 total per night
$214 total
Dec 14 - Dec 15
Total with taxes and fees
The Condado Plaza Hotel is centrally located in San Juan, a 4-minute walk from Condado Beach and 9 minutes by foot from Parque La Ventana al Mar.
Pool
Restaurant
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
$467 nightly
The price is $518 total per night
$518 total
Dec 9 - Dec 10
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
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
$348 nightly
The price is $386 total per night
$386 total
Dec 14 - Dec 15
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
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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.