Cheap Vacations in San Juan

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San Juan vacations

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

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,010, price is now $546 per person
$546
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $1,478, price is now $636 per person
$636
per person
Feb 22 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,029, price is now $592 per person
$592
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,323, price is now $780 per person
$780
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,928, price is now $1,169 per person
$1,169
per person
Mar 8 - Mar 14
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
Save 100% on your flight
Price was $1,405, price is now $852 per person
$852
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Luxurious Beachside 3-Br Apt

Luxurious Beachside 3-Br Apt

2 out of 5
Santurce
Save 100% on your flight
Price was $1,968, price is now $1,255 per person
$1,255
per person
Feb 28 - Mar 6
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
Santurce
Save 100% on your flight
Price was $1,345, price is now $859 per person
$859
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Isla Verde
Save 100% on your flight
Price was $1,069, price is now $685 per person
$685
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
310Guest-House LaVida

310Guest-House LaVida

4.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,111, price is now $731 per person
$731
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $461, price is now $338 per person
$338
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Save 100% on your flight
Price was $851, price is now $483 per person
$483
per person
Mar 2 - Mar 5
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
Save 100% on your flight
Price was $1,212, price is now $779 per person
$779
per person
Mar 13 - Mar 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
Save 100% on your flight
Price was $1,187, price is now $814 per person
$814
per person
Mar 8 - Mar 11
found 3 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $940, price is now $656 per person
$656
per person
Mar 12 - Mar 15
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 $731, price is now $514 per person
$514
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Price was $1,517, price is now $1,069 per person
$1,069
per person
Feb 26 - Mar 1
found 21 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 $1,555, price is now $1,099 per person
$1,099
per person
Mar 13 - Mar 16
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 $1,591, price is now $1,151 per person
$1,151
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
DADA JAJA by DW

DADA JAJA by DW

3.5 out of 5
Price was $708, price is now $523 per person
$523
per person
Mar 2 - Mar 5
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.
Santurtzi Complex

Santurtzi Complex

3 out of 5
Price was $596, price is now $423 per person
$423
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $1,679, price is now $848 per person
$848
per person
Mar 15 - Mar 19
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
Save 100% on your flight
Price was $1,421, price is now $863 per person
$863
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $1,067, price is now $678 per person
$678
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $2,393, price is now $1,578 per person
$1,578
per person
Mar 17 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $963, price is now $653 per person
$653
per person
Feb 26 - Mar 2
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 $1,182, price is now $821 per person
$821
per person
Feb 26 - Mar 2
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 $834, price is now $581 per person
$581
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,456, price is now $1,020 per person
$1,020
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
DADA JAJA by DW

DADA JAJA by DW

3.5 out of 5
Save 100% on your flight
Price was $886, price is now $626 per person
$626
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Price was $627, price is now $444 per person
$444
per person
Mar 15 - Mar 19
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.
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $1,010, price is now $546 per person
$546
per person
Feb 26 - Mar 3
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
Save 100% on your flight
Price was $1,921, price is now $1,066 per person
$1,066
per person
Feb 26 - Mar 3
found 1 day 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
Price was $1,953, price is now $1,110 per person
$1,110
per person
Feb 22 - Feb 27
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
Save 100% on your flight
Price was $1,630, price is now $931 per person
$931
per person
Feb 26 - Mar 3
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
Save 100% on your flight
Price was $2,452, price is now $1,405 per person
$1,405
per person
Mar 16 - Mar 21
found 20 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $1,029, price is now $592 per person
$592
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $2,085, price is now $1,210 per person
$1,210
per person
Feb 26 - Mar 3
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 $2,946, price is now $1,760 per person
$1,760
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,082, price is now $674 per person
$674
per person
Mar 1 - Mar 6
found 9 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $983, price is now $628 per person
$628
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $1,069, price is now $685 per person
$685
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

6-7 night San Juan vacations

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

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $1,011, price is now $516 per person
$516
per person
Feb 28 - Mar 6
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 $3,386, price is now $1,812 per person
$1,812
per person
Feb 28 - Mar 6
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
Save 100% on your flight
Price was $1,728, price is now $954 per person
$954
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $2,498, price is now $1,390 per person
$1,390
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,963, price is now $1,122 per person
$1,122
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $1,323, price is now $780 per person
$780
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $2,220, price is now $1,324 per person
$1,324
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,928, price is now $1,169 per person
$1,169
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,405, price is now $852 per person
$852
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $1,216, price is now $743 per person
$743
per person
Mar 2 - Mar 9
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 $2,679, price is now $1,684 per person
$1,684
per person
Mar 14 - Mar 20
found 1 day 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 $2,393, price is now $1,513 per person
$1,513
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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, Feb 3 - Wed, Feb 4
BOS
Boston
SJU
San Juan
$103 Roundtrip, found 3 hours ago
$103
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Feb 3 from Boston to San Juan, returning Wed, Feb 4, priced at $103 found 3 hours ago
Mon, Feb 23 - Fri, Feb 27
IAD
Washington
SJU
San Juan
$116 Roundtrip, found 6 days ago
$116
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Washington to San Juan, returning Fri, Feb 27, priced at $116 found 6 days ago
Sun, Jan 25 - Sun, Feb 1
JFK
New York
SJU
San Juan
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Jan 25 from New York to San Juan, returning Sun, Feb 1, priced at $117 found 1 hour 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
$323 nightly
The price is $352 total per night
$352 total
Feb 9 - Feb 10
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.
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
$132 nightly
The price is $144 total per night
$144 total
Jan 26 - Jan 27
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.
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
$503 nightly
The price is $558 total per night
$558 total
Feb 4 - Feb 5
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.
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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.