Cheap Vacations in San Juan

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San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Old San Juan
Price was $797, price is now $542 per person
$542
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Save 100% on your flight
Price was $1,342, price is now $904 per person
$904
per person
Jun 5 - Jun 8
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
Isla Verde
Price was $1,434, price is now $968 per person
$968
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Price was $1,110, price is now $760 per person
$760
per person
May 29 - Jun 1
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 $837, price is now $580 per person
$580
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Santurce
Save 100% on your flight
Price was $1,496, price is now $1,043 per person
$1,043
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
New York (NYC) 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
Price was $1,445, price is now $1,015 per person
$1,015
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Lucienne - Adults Only

Casa Lucienne - Adults Only

3 out of 5
Old San Juan
Price was $965, price is now $678 per person
$678
per person
May 31 - Jun 5
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 $1,117, price is now $799 per person
$799
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
La Calma Poshtel

La Calma Poshtel

2 out of 5
Santurce
Price was $756, price is now $553 per person
$553
per person
Jun 11 - Jun 15
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.
Casa Lucienne - Adults Only

Casa Lucienne - Adults Only

3 out of 5
Price was $691, price is now $503 per person
$503
per person
Jun 6 - Jun 9
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Save 100% on your flight
Price was $1,342, price is now $904 per person
$904
per person
Jun 5 - Jun 8
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 $1,052, price is now $709 per person
$709
per person
Jun 6 - Jun 9
found 21 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 $1,434, price is now $968 per person
$968
per person
May 29 - Jun 1
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 $1,110, price is now $760 per person
$760
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Save 100% on your flight
Price was $1,496, price is now $1,043 per person
$1,043
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $1,445, price is now $1,015 per person
$1,015
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $912, price is now $660 per person
$660
per person
Jun 18 - Jun 21
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
Save 100% on your flight
Price was $2,131, price is now $1,547 per person
$1,547
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Ocean Breeze Villa

Ocean Breeze Villa

4 out of 5
Price was $1,023, price is now $743 per person
$743
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Paradise Villas & Vacations

Paradise Villas & Vacations

3.5 out of 5
Price was $1,267, price is now $940 per person
$940
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Botanica

Casa Botanica

3.5 out of 5
Price was $753, price is now $562 per person
$562
per person
Jun 6 - Jun 9
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.
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $797, price is now $542 per person
$542
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Save 100% on your flight
Price was $1,821, price is now $1,122 per person
$1,122
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Price was $2,270, price is now $1,431 per person
$1,431
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Price was $1,353, price is now $889 per person
$889
per person
May 25 - May 29
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
Price was $1,508, price is now $997 per person
$997
per person
Jun 16 - Jun 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 $837, price is now $580 per person
$580
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
La Terraza de San Juan

La Terraza de San Juan

3.5 out of 5
Price was $887, price is now $628 per person
$628
per person
May 24 - May 28
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 $1,618, price is now $1,155 per person
$1,155
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Price was $2,069, price is now $1,500 per person
$1,500
per person
Jun 11 - Jun 15
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
La Calma Poshtel

La Calma Poshtel

2 out of 5
Price was $756, price is now $553 per person
$553
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Botanica

Casa Botanica

3.5 out of 5
Price was $855, price is now $626 per person
$626
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $1,036, price is now $761 per person
$761
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

5-night San Juan vacations

Price found within the past 48 hours. Click for updated prices.
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,024, price is now $667 per person
$667
per person
Jun 2 - Jun 7
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
Save 100% on your flight
Price was $1,621, price is now $969 per person
$969
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Save 100% on your flight
Price was $1,939, price is now $1,195 per person
$1,195
per person
Jun 18 - Jun 23
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,141, price is now $705 per person
$705
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Price was $2,232, price is now $1,379 per person
$1,379
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,217, price is now $756 per person
$756
per person
May 29 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
NOA by DW

NOA by DW

4.5 out of 5
Save 100% on your flight
Price was $2,791, price is now $1,788 per person
$1,788
per person
May 31 - Jun 5
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 $1,600, price is now $1,030 per person
$1,030
per person
May 31 - Jun 5
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 $1,722, price is now $1,117 per person
$1,117
per person
May 31 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Save 100% on your flight
Price was $1,272, price is now $841 per person
$841
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Paradise Villas & Vacations

Paradise Villas & Vacations

3.5 out of 5
Save 100% on your flight
Price was $1,411, price is now $939 per person
$939
per person
May 26 - May 31
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
Save 100% on your flight
Price was $1,044, price is now $701 per person
$701
per person
May 31 - Jun 5
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 $952, price is now $565 per person
$565
per person
Jun 1 - Jun 7
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 $1,587, price is now $829 per person
$829
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Save 100% on your flight
Price was $1,893, price is now $1,068 per person
$1,068
per person
Jun 6 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,997, price is now $1,127 per person
$1,127
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $2,300, price is now $1,377 per person
$1,377
per person
Jun 9 - Jun 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Grand Reserve by Otium

Grand Reserve by Otium

3 out of 5
Save 100% on your flight
Price was $2,602, price is now $1,571 per person
$1,571
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Ocean Breeze Villa

Ocean Breeze Villa

4 out of 5
Save 100% on your flight
Price was $1,707, price is now $1,077 per person
$1,077
per person
Jun 9 - Jun 16
found 3 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $999, price is now $636 per person
$636
per person
May 25 - May 31
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Serenity by Otium

Serenity by Otium

2 out of 5
Save 100% on your flight
Price was $1,492, price is now $952 per person
$952
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Trópica Beach Hotel

Trópica Beach Hotel

3.5 out of 5
Price was $1,502, price is now $969 per person
$969
per person
Jun 1 - Jun 7
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
Save 100% on your flight
Price was $1,176, price is now $761 per person
$761
per person
May 31 - Jun 6
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 $3,803, price is now $2,522 per person
$2,522
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop 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.

Sat, Apr 25 - Thu, Apr 30
PHL
Philadelphia
SJU
San Juan
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Apr 25 from Philadelphia to San Juan, returning Thu, Apr 30, priced at $123 found 1 day ago
Mon, May 4 - Fri, May 8
BWI
Baltimore
SJU
San Juan
$146 Roundtrip, found 1 day ago
$146
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, May 4 from Baltimore to San Juan, returning Fri, May 8, priced at $146 found 1 day ago
Sat, May 30 - Thu, Jun 4
EWR
New York
SJU
San Juan
$169 Roundtrip, found 23 hours ago
$169
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Sat, May 30 from New York to San Juan, returning Thu, Jun 4, priced at $169 found 23 hours 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
$254 nightly
The price is $277 total per night
$277 total
May 10 - May 11
Total with taxes and fees
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
$384 nightly
The price is $426 total per night
$426 total
May 3 - May 4
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.
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
$259 nightly
The price is $282 total per night
$282 total
May 7 - May 8
Total with taxes and fees
With a stay at The Condado Plaza Hotel, you'll be centrally located in San Juan, steps from Condado Beach and within a 10-minute walk of Parque La Ventana al Mar.
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.

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.