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 $830, price is now $563 per person
$563
per person
Mar 1 - Mar 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Stunning 3-Br Apt in Condado

Stunning 3-Br Apt in Condado

2 out of 5
Santurce
Save 100% on your flight
Price was $2,725, price is now $1,653 per person
$1,653
per person
Feb 20 - Feb 28
found 1 hour ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Breathtaking 3-Br Beachside Apt

Breathtaking 3-Br Beachside Apt

2 out of 5
Santurce
Save 100% on your flight
Price was $2,724, price is now $1,788 per person
$1,788
per person
Feb 20 - Feb 28
found 1 hour 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 $1,911, price is now $1,292 per person
$1,292
per person
Feb 20 - Feb 24
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 $2,766, price is now $1,903 per person
$1,903
per person
Feb 13 - Feb 17
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 $1,806, price is now $1,251 per person
$1,251
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Breathtaking 2-Br Beachside Apartment

Breathtaking 2-Br Beachside Apartment

2 out of 5
Santurce
Save 100% on your flight
Price was $2,013, price is now $1,404 per person
$1,404
per person
Feb 20 - Feb 28
found 1 hour ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Lofts At Santurce

The Lofts At Santurce

2 out of 5
Santurce
Save 100% on your flight
Price was $1,279, price is now $899 per person
$899
per person
Mar 3 - Mar 8
found 24 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

2.5 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,827, price is now $1,291 per person
$1,291
per person
Feb 15 - Feb 21
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 $1,068, price is now $758 per person
$758
per person
Feb 13 - Feb 17
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.
San Agustin Apartments

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $613, price is now $445 per person
$445
per person
Feb 28 - Mar 3
found 24 hours 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 $1,896, price is now $1,247 per person
$1,247
per person
Feb 13 - Feb 16
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 $654, price is now $453 per person
$453
per person
Feb 23 - Feb 26
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 $1,806, price is now $1,251 per person
$1,251
per person
Feb 12 - Feb 15
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 $1,607, price is now $1,125 per person
$1,125
per person
Feb 14 - Feb 17
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 $2,269, price is now $1,593 per person
$1,593
per person
Feb 12 - Feb 15
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 $1,074, price is now $776 per person
$776
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Price was $734, price is now $531 per person
$531
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $731, price is now $533 per person
$533
per person
Mar 4 - Mar 7
found 17 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Price was $1,115, price is now $815 per person
$815
per person
Feb 14 - Feb 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 $1,804, price is now $1,319 per person
$1,319
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $861, price is now $638 per person
$638
per person
Feb 12 - Feb 15
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.
Segovia Studio Units

Segovia Studio Units

3 out of 5
Price was $448, price is now $317 per person
$317
per person
Feb 25 - Mar 1
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 $2,368, price is now $1,449 per person
$1,449
per person
Feb 13 - Feb 17
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
Save 100% on your flight
Price was $854, price is now $534 per person
$534
per person
Mar 1 - Mar 5
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 $1,911, price is now $1,292 per person
$1,292
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop 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 $830, price is now $563 per person
$563
per person
Mar 1 - Mar 5
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 $2,206, price is now $1,500 per person
$1,500
per person
Feb 12 - Feb 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
Save 100% on your flight
Price was $2,766, price is now $1,903 per person
$1,903
per person
Feb 13 - Feb 17
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 $1,806, price is now $1,277 per person
$1,277
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $1,068, price is now $758 per person
$758
per person
Feb 13 - Feb 17
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 $829, price is now $593 per person
$593
per person
Feb 25 - Mar 1
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
Price was $2,293, price is now $1,644 per person
$1,644
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to San Juan (SJU)
Mata e' Platano Guesthouse

Mata e' Platano Guesthouse

3 out of 5
Save 100% on your flight
Price was $940, price is now $679 per person
$679
per person
Feb 25 - Mar 1
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 $744, price is now $453 per person
$453
per person
Mar 3 - Mar 8
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
Price was $2,847, price is now $1,348 per person
$1,348
per person
Mar 3 - Mar 8
found 24 hours 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 $1,117, price is now $554 per person
$554
per person
Mar 3 - Mar 8
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 $1,004, price is now $533 per person
$533
per person
Feb 22 - Feb 27
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 $957, price is now $516 per person
$516
per person
Mar 3 - 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
Save 100% on your flight
Price was $2,035, price is now $1,112 per person
$1,112
per person
Mar 3 - Mar 8
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 $1,400, price is now $774 per person
$774
per person
Mar 3 - Mar 8
found 24 hours 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 $976, price is now $559 per person
$559
per person
Mar 3 - Mar 8
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 $937, price is now $547 per person
$547
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $862, price is now $521 per person
$521
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,162, price is now $711 per person
$711
per person
Mar 3 - 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
Save 100% on your flight
Price was $1,075, price is now $659 per person
$659
per person
Mar 3 - Mar 8
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.
Gorgeous 1-Bedroom Beachside Suite

Gorgeous 1-Bedroom Beachside Suite

2.5 out of 5
Save 100% on your flight
Price was $771, price is now $506 per person
$506
per person
Mar 6 - Mar 12
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 $2,070, price is now $1,029 per person
$1,029
per person
Feb 28 - Mar 6
found 18 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Price was $1,789, price is now $926 per person
$926
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Segovia Studio Units

Segovia Studio Units

3 out of 5
Save 100% on your flight
Price was $1,226, price is now $681 per person
$681
per person
Mar 3 - Mar 10
found 19 hours 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
Price was $3,377, price is now $1,889 per person
$1,889
per person
Mar 3 - Mar 9
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $3,297, price is now $1,898 per person
$1,898
per person
Feb 15 - Feb 21
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 $1,527, price is now $909 per person
$909
per person
Feb 15 - Feb 21
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
Save 100% on your flight
Price was $1,234, price is now $743 per person
$743
per person
Mar 1 - Mar 7
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 $2,019, price is now $1,218 per person
$1,218
per person
Feb 21 - Feb 28
found 22 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,433, price is now $871 per person
$871
per person
Feb 22 - Feb 28
found 15 hours ago
Roundtrip flight included
Hartford (BDL) 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 $2,116, price is now $1,344 per person
$1,344
per person
Feb 26 - Mar 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Price was $1,378, price is now $879 per person
$879
per person
Feb 15 - Feb 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.

Sun, Jan 25 - Fri, Jan 30
BOS
Boston
SJU
San Juan
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sun, Jan 25 from Boston to San Juan, returning Fri, Jan 30, priced at $103 found 2 hours ago
Sun, Jan 18 - Thu, Jan 29
JFK
New York
SJU
San Juan
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Jan 18 from New York to San Juan, returning Thu, Jan 29, priced at $109 found 4 days ago
Sun, Jan 25 - Thu, Jan 29
EWR
New York
SJU
San Juan
$110 Roundtrip, found 2 days ago
$110
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jan 25 from New York to San Juan, returning Thu, Jan 29, priced at $110 found 2 days ago

Top rated hotels for your San Juan vacation

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street San Juan
Free Cancellation
Reserve now, pay when you stay
2 mi from city center
The price is $405 total per night
$405 total
per night
Jan 26 - Jan 27
Located in San Juan (San Juan Antiguo), Caribe Hilton is within a 5-minute walk of Luis Muñoz Rivera Park and Fort San Jeronimo.
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
The price is $552 total per night
$552 total
per night
Feb 8 - Feb 9
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
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
The price is $705 total per night
$705 total
per night
Jan 25 - Jan 26
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
Don't see what you're looking for?
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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.