Cheap Vacations in San Juan

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San Juan vacations

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

Hotel Milano

2 out of 5
Old San Juan
Price was $726, price is now $521 per person
$521
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Puerta de Tierra
Price was $1,434, price is now $883 per person
$883
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Price was $7,438, price is now $4,664 per person
$4,664
per person
Dec 12 - Dec 20
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
Price was $1,227, price is now $786 per person
$786
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
WALD HAUS by DW

WALD HAUS by DW

4 out of 5
Price was $5,092, price is now $3,326 per person
$3,326
per person
Dec 12 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Puerta de Tierra
Save 100% on your flight
Price was $1,959, price is now $1,360 per person
$1,360
per person
Dec 8 - Dec 12
found 18 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aura House Isla Verde

Aura House Isla Verde

3 out of 5
Isla Verde
Price was $857, price is now $597 per person
$597
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Isla Verde
Save 100% on your flight
Price was $2,163, price is now $1,531 per person
$1,531
per person
Dec 20 - Dec 25
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 $1,042, price is now $753 per person
$753
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Ciana

Casa Ciana

3.5 out of 5
Santurce
Price was $826, price is now $597 per person
$597
per person
Dec 7 - Dec 11
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.
Park Royal Club Cala managed by Accor

Park Royal Club Cala managed by Accor

3.5 out of 5
Price was $770, price is now $610 per person
$610
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Save 100% on your flight
Price was $1,438, price is now $1,002 per person
$1,002
per person
Dec 8 - Dec 11
found 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Price was $4,921, price is now $3,492 per person
$3,492
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
El Conquistador Resort

El Conquistador Resort

4 out of 5
Price was $1,243, price is now $923 per person
$923
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Margaritaville Vacation Club by Wyndham - Rio Mar

Margaritaville Vacation Club by Wyndham - Rio Mar

4 out of 5
Price was $1,323, price is now $992 per person
$992
per person
Nov 27 - Nov 30
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 $1,173, price is now $883 per person
$883
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Trópica Beach Hotel

Trópica Beach Hotel

3.5 out of 5
Price was $954, price is now $720 per person
$720
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $887, price is now $675 per person
$675
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Castillo Caribe by Otium

Castillo Caribe by Otium

2 out of 5
Price was $1,112, price is now $850 per person
$850
per person
Nov 27 - Nov 30
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 $2,201, price is now $1,692 per person
$1,692
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Armas Hotel

Armas Hotel

2 out of 5
Price was $848, price is now $664 per person
$664
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Ocean Breeze Villa

Ocean Breeze Villa

4 out of 5
Price was $1,099, price is now $861 per person
$861
per person
Nov 27 - Nov 30
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.
Hotel Milano

Hotel Milano

2 out of 5
Price was $726, price is now $521 per person
$521
per person
Dec 7 - Dec 11
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 $1,019, price is now $608 per person
$608
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
310Guest-House LaVida

310Guest-House LaVida

4.5 out of 5
Price was $1,227, price is now $786 per person
$786
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium

3 out of 5
Save 100% on your flight
Price was $2,030, price is now $1,322 per person
$1,322
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $942, price is now $648 per person
$648
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Save 100% on your flight
Price was $1,959, price is now $1,360 per person
$1,360
per person
Dec 8 - Dec 12
found 18 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Save 100% on your flight
Price was $3,591, price is now $2,524 per person
$2,524
per person
Dec 9 - Dec 13
found 22 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Castillo Caribe by Otium

Castillo Caribe by Otium

2 out of 5
Price was $1,228, price is now $882 per person
$882
per person
Dec 8 - Dec 12
found 18 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Rincon Beach Resort

Rincon Beach Resort

3.5 out of 5
Price was $1,162, price is now $835 per person
$835
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $1,648, price is now $1,191 per person
$1,191
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Ciana

Casa Ciana

3.5 out of 5
Price was $826, price is now $597 per person
$597
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Serena Boutique Hotel

Serena Boutique Hotel

3.5 out of 5
Price was $904, price is now $655 per person
$655
per person
Dec 7 - Dec 11
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.
Hotel Milano

Hotel Milano

2 out of 5
Save 100% on your flight
Price was $797, price is now $567 per person
$567
per person
Nov 29 - Dec 4
found 1 day ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Save 100% on your flight
Price was $2,238, price is now $1,639 per person
$1,639
per person
Dec 2 - Dec 7
found 6 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,434, price is now $883 per person
$883
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

4 out of 5
Price was $1,328, price is now $878 per person
$878
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villa Gaviota with private pool by Otium

Villa Gaviota with private pool by Otium

3 out of 5
Save 100% on your flight
Price was $2,329, price is now $1,594 per person
$1,594
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $1,143, price is now $784 per person
$784
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aura House Isla Verde

Aura House Isla Verde

3 out of 5
Price was $857, price is now $597 per person
$597
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Save 100% on your flight
Price was $2,163, price is now $1,531 per person
$1,531
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Jardin al Bosque

Jardin al Bosque

2 out of 5
Price was $905, price is now $647 per person
$647
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Ciana

Casa Ciana

3.5 out of 5
Price was $1,315, price is now $942 per person
$942
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Anchors Hotel

Anchors Hotel

2.5 out of 5
Price was $989, price is now $709 per person
$709
per person
Dec 12 - Dec 17
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Price was $1,042, price is now $753 per person
$753
per person
Dec 20 - Dec 25
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 $882, price is now $587 per person
$587
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,983, price is now $1,046 per person
$1,046
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Price was $14,123, price is now $8,819 per person
$8,819
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Condado Lagoon by Otium

Condado Lagoon by Otium

3 out of 5
Save 100% on your flight
Price was $2,587, price is now $1,648 per person
$1,648
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
WALD HAUS by DW

WALD HAUS by DW

4 out of 5
Save 100% on your flight
Price was $5,407, price is now $3,506 per person
$3,506
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aura House Isla Verde

Aura House Isla Verde

3 out of 5
Price was $1,061, price is now $697 per person
$697
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Paradise Villas & Vacations

Paradise Villas & Vacations

3.5 out of 5
Save 100% on your flight
Price was $4,151, price is now $2,728 per person
$2,728
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Villas De Playa 2

Villas De Playa 2

3.5 out of 5
Price was $1,307, price is now $878 per person
$878
per person
Dec 1 - Dec 8
found 14 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Picuas Village

Picuas Village

3 out of 5
Save 100% on your flight
Price was $1,254, price is now $852 per person
$852
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Castillo Caribe by Otium

Castillo Caribe by Otium

2 out of 5
Price was $1,711, price is now $1,163 per person
$1,163
per person
Dec 16 - Dec 22
found 15 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Margaritaville Vacation Club by Wyndham - Rio Mar

Margaritaville Vacation Club by Wyndham - Rio Mar

4 out of 5
Price was $2,992, price is now $2,037 per person
$2,037
per person
Dec 5 - Dec 12
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 $1,844, price is now $1,256 per person
$1,256
per person
Dec 6 - Dec 13
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.

Mon, Mar 8 - Thu, Mar 11
PHL
Philadelphia
SJU
San Juan
$118 Roundtrip, found 3 hours ago
$118
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Mar 8 from Philadelphia to San Juan, returning Thu, Mar 11, priced at $118 found 3 hours ago
Sat, Dec 5 - Wed, Dec 9
CLT
Charlotte
SJU
San Juan
$155 Roundtrip, found 13 hours ago
$155
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Dec 5 from Charlotte to San Juan, returning Wed, Dec 9, priced at $155 found 13 hours ago
Mon, Jan 11 - Wed, Jan 20
BWI
Baltimore
SJU
San Juan
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jan 11 from Baltimore to San Juan, returning Wed, Jan 20, priced at $185 found 2 days ago

Top rated hotels for your San Juan vacation

AC Hotel by Marriott San Juan Condado

AC Hotel by Marriott San Juan Condado

4 out of 5
1369 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
3.29 mi from city center
$265 nightly
The price is $289 total per night
$289 total
Nov 25 - Nov 26
Total with taxes and fees
With a stay at AC Hotel by Marriott San Juan Condado in San Juan (Condado), you'll be within a 5-minute drive of Condado Beach and Pan American Pier.
Pool
Pet friendly
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
$112 nightly
The price is $122 total per night
$122 total
Nov 2 - Nov 3
Total with taxes and fees
Located in San Juan (Puerta de Tierra), Costa Bahia Hotel Paseo Caribe is within a 15-minute walk of Condado Beach and Escambron Beach.
Breakfast included
Free WiFi
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
$358 nightly
The price is $397 total per night
$397 total
Oct 29 - Oct 30
Total with taxes and fees
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be steps 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.

Top Picks

^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.