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
Price was $1,012, price is now $746 per person
$746
per person
Mar 12 - Mar 16
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
Santurce
Save 100% on your flight
Price was $2,168, price is now $1,412 per person
$1,412
per person
Mar 12 - 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
Condado
Save 100% on your flight
Price was $2,502, price is now $1,705 per person
$1,705
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Old San Juan
Save 100% on your flight
Price was $1,172, price is now $858 per person
$858
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 $1,656, price is now $1,217 per person
$1,217
per person
Mar 6 - Mar 9
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 $1,027, price is now $755 per person
$755
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 $1,746, price is now $1,310 per person
$1,310
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Casa Wilson Inn

Casa Wilson Inn

3.5 out of 5
Condado
Price was $1,649, price is now $1,240 per person
$1,240
per person
Mar 14 - Mar 21
found 11 hours 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 $1,572, price is now $1,189 per person
$1,189
per person
Mar 12 - Mar 16
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.
Hotel Milano

Hotel Milano

2 out of 5
Price was $457, price is now $362 per person
$362
per person
Mar 1 - Mar 4
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 $2,502, price is now $1,705 per person
$1,705
per person
Mar 13 - Mar 16
found 1 day ago
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
Price was $1,309, price is now $913 per person
$913
per person
Mar 6 - Mar 9
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 $1,656, price is now $1,217 per person
$1,217
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $631, price is now $468 per person
$468
per person
Mar 3 - Mar 6
found 1 hour ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,746, price is now $1,310 per person
$1,310
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
Price was $486, price is now $367 per person
$367
per person
Mar 3 - Mar 6
found 1 hour ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
San Agustin Apartments

San Agustin Apartments

3 out of 5
Price was $562, price is now $425 per person
$425
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $1,215, price is now $932 per person
$932
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Casa Wilson Inn

Casa Wilson Inn

3.5 out of 5
Price was $608, price is now $467 per person
$467
per person
Mar 4 - Mar 7
just found
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Price was $665, price is now $525 per person
$525
per person
Mar 3 - Mar 6
found 1 hour 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 $1,336, price is now $1,070 per person
$1,070
per person
Mar 5 - Mar 8
found 23 hours 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.
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Price was $923, price is now $582 per person
$582
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 $1,716, price is now $854 per person
$854
per person
Mar 22 - Mar 26
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
Price was $2,307, price is now $1,423 per person
$1,423
per person
Mar 17 - Mar 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 $1,140, price is now $732 per person
$732
per person
Mar 12 - Mar 16
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 $2,168, price is now $1,412 per person
$1,412
per person
Mar 12 - 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
Save 100% on your flight
Price was $1,891, price is now $1,307 per person
$1,307
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $1,352, price is now $962 per person
$962
per person
Mar 19 - Mar 23
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 $1,791, price is now $1,279 per person
$1,279
per person
Mar 16 - Mar 20
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 $2,704, price is now $1,980 per person
$1,980
per person
Mar 18 - Mar 22
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,172, price is now $858 per person
$858
per person
Mar 15 - Mar 19
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.
San Agustin Apartments

San Agustin Apartments

3 out of 5
Price was $688, price is now $483 per person
$483
per person
Mar 22 - Mar 27
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 $1,012, price is now $588 per person
$588
per person
Mar 16 - Mar 21
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
Price was $2,251, price is now $1,471 per person
$1,471
per person
Mar 1 - 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 $1,075, price is now $717 per person
$717
per person
Mar 16 - Mar 21
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 $1,114, price is now $749 per person
$749
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $1,697, price is now $1,150 per person
$1,150
per person
Mar 4 - Mar 9
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
Save 100% on your flight
Price was $2,700, price is now $1,846 per person
$1,846
per person
Mar 17 - Mar 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Numero Uno Beach House

Numero Uno Beach House

3 out of 5
Save 100% on your flight
Price was $1,290, price is now $905 per person
$905
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Piccioni by Otium

Piccioni by Otium

3 out of 5
Save 100% on your flight
Price was $1,139, price is now $800 per person
$800
per person
Mar 16 - Mar 21
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.
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $947, price is now $579 per person
$579
per person
Mar 21 - Mar 27
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 $4,815, price is now $2,523 per person
$2,523
per person
Mar 7 - Mar 14
found 23 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $2,455, price is now $1,335 per person
$1,335
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Price was $1,189, price is now $652 per person
$652
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Hotel Milano

Hotel Milano

2 out of 5
Save 100% on your flight
Price was $2,257, price is now $1,298 per person
$1,298
per person
Mar 7 - Mar 14
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,293, price is now $745 per person
$745
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Price was $1,212, price is now $705 per person
$705
per person
Mar 5 - Mar 11
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 $1,345, price is now $814 per person
$814
per person
Mar 21 - Mar 27
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
Price was $2,396, price is now $1,502 per person
$1,502
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Price was $1,157, price is now $756 per person
$756
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Olimpo Court by Otium

Olimpo Court by Otium

2 out of 5
Save 100% on your flight
Price was $1,102, price is now $727 per person
$727
per person
Mar 1 - Mar 8
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 5 days ago
$95
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Boston to San Juan, returning Fri, Feb 13, priced at $95 found 5 days ago
Sun, Feb 8 - Wed, Feb 11
JFK
New York
SJU
San Juan
$103 Roundtrip, found 1 day ago
$103
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Feb 8 from New York to San Juan, returning Wed, Feb 11, priced at $103 found 1 day ago
Tue, Feb 3 - Wed, Feb 11
EWR
New York
SJU
San Juan
$106 Roundtrip, found 3 days ago
$106
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Feb 3 from New York to San Juan, returning Wed, Feb 11, priced at $106 found 3 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
$528 nightly
The price is $586 total per night
$586 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.
Pool
Hot Tub
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
$324 nightly
The price is $353 total per night
$353 total
Feb 18 - Feb 19
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
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo San Juan San Juan
Free Cancellation
Reserve now, pay when you stay
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.
Breakfast included
Free WiFi
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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.