Cheap Vacations in San Juan

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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
Isla Verde
Save 100% on your flight
Price was $792, price is now $514 per person
$514
per person
Jan 5 - Jan 9
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
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)
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
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)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $1,622, price is now $950 per person
$950
per person
Jan 5 - Jan 9
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 $1,126, price is now $676 per person
$676
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
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)
Hotel Milano

Hotel Milano

2 out of 5
Old San Juan
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)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,021, price is now $684 per person
$684
per person
Jan 26 - Jan 31
found 20 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
Isla Verde
Save 100% on your flight
Price was $1,451, price is now $986 per person
$986
per person
Jan 5 - Jan 9
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)

3-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was $541, price is now $392 per person
$392
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Price was $1,895, price is now $1,165 per person
$1,165
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $724, price is now $459 per person
$459
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $1,544, price is now $989 per person
$989
per person
Jan 15 - Jan 18
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 $2,063, price is now $1,378 per person
$1,378
per person
Jan 15 - Jan 18
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 $822, price is now $576 per person
$576
per person
Jan 15 - Jan 18
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 $1,186, price is now $837 per person
$837
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,080, price is now $767 per person
$767
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Save 100% on your flight
Price was $1,479, price is now $1,054 per person
$1,054
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $2,213, price is now $1,583 per person
$1,583
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Price was $761, price is now $550 per person
$550
per person
Jan 8 - Jan 11
found 18 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Outsite Puerto Rico - Aguadilla

Outsite Puerto Rico - Aguadilla

3 out of 5
Price was $537, price is now $393 per person
$393
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $640, price is now $432 per person
$432
per person
Jan 13 - Jan 17
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 $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)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Save 100% on your flight
Price was $1,622, price is now $950 per person
$950
per person
Jan 5 - Jan 9
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
Save 100% on your flight
Price was $1,126, price is now $676 per person
$676
per person
Jan 5 - Jan 9
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 $1,357, price is now $848 per person
$848
per person
Jan 5 - Jan 9
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
Save 100% on your flight
Price was $792, price is now $514 per person
$514
per person
Jan 5 - Jan 9
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)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $1,451, price is now $986 per person
$986
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Beachfront Studios

Beachfront Studios

3 out of 5
Price was $706, price is now $491 per person
$491
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Save 100% on your flight
Price was $1,886, price is now $1,319 per person
$1,319
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $1,349, price is now $944 per person
$944
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 20 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)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,500, price is now $873 per person
$873
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 10 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)

6-7 night San Juan vacations

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

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $1,100, price is now $637 per person
$637
per person
Jan 24 - Jan 30
found 18 hours ago
Roundtrip non-stop 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 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 $2,631, price is now $1,529 per person
$1,529
per person
Jan 24 - Jan 31
found 4 hours ago
Roundtrip non-stop 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 $1,123, price is now $681 per person
$681
per person
Jan 24 - Jan 30
found 18 hours 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 $2,949, price is now $1,878 per person
$1,878
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
WALD HAUS by DW

WALD HAUS by DW

4 out of 5
Price was $5,123, price is now $3,356 per person
$3,356
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Numero Uno Beach Apartments

Numero Uno Beach Apartments

3 out of 5
Price was $1,818, price is now $1,194 per person
$1,194
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Segovia Studio Units

Segovia Studio Units

3 out of 5
Save 100% on your flight
Price was $853, price is now $560 per person
$560
per person
Jan 20 - Jan 27
just found
Roundtrip non-stop 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 $1,160, price is now $763 per person
$763
per person
Jan 24 - Jan 30
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,033, price is now $680 per person
$680
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
El Yunque Rainforest

El Yunque Rainforest

3.5 out of 5
Price was $1,096, price is now $725 per person
$725
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip 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.

Sat, Feb 7 - Wed, Feb 11
JFK
New York
SJU
San Juan
$112 Roundtrip, found 23 hours ago
$112
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Sat, Feb 7 from New York to San Juan, returning Wed, Feb 11, priced at $112 found 23 hours ago
Mon, Feb 23 - Tue, Mar 3
EWR
New York
SJU
San Juan
$116 Roundtrip, found 10 hours ago
$116
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Mon, Feb 23 from New York to San Juan, returning Tue, Mar 3, priced at $116 found 10 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.