Cheap Vacations in San Juan

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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
Isla Verde
Price was $822, price is now $577 per person
$577
per person
Jun 16 - Jun 20
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
San Juan Antiguo
Save 100% on your flight
Price was $957, price is now $614 per person
$614
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,155, price is now $746 per person
$746
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Santurce
Price was $1,381, price is now $911 per person
$911
per person
Jun 21 - Jun 26
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
Condado
Save 100% on your flight
Price was $1,067, price is now $734 per person
$734
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Old San Juan
Price was $894, price is now $618 per person
$618
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
Condado
Price was $1,499, price is now $1,065 per person
$1,065
per person
Jun 22 - Jun 27
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
Condado
Save 100% on your flight
Price was $1,568, price is now $1,121 per person
$1,121
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
VERDE by DW

VERDE by DW

3.5 out of 5
Santurce
Price was $1,345, price is now $967 per person
$967
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
NOA by DW

NOA by DW

4.5 out of 5
Santurce
Price was $1,329, price is now $958 per person
$958
per person
Jun 21 - Jun 26
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.
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $671, price is now $484 per person
$484
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip 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 $957, price is now $614 per person
$614
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop 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 $1,155, price is now $746 per person
$746
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop 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 $1,361, price is now $930 per person
$930
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 $1,067, price is now $734 per person
$734
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was $736, price is now $514 per person
$514
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $680, price is now $490 per person
$490
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Casa Botanica

Casa Botanica

3.5 out of 5
Price was $804, price is now $581 per person
$581
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
PAZ by DW

PAZ by DW

4.5 out of 5
Price was $1,096, price is now $801 per person
$801
per person
Jun 11 - Jun 14
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 $974, price is now $716 per person
$716
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
APT by DW

APT by DW

4 out of 5
Price was $1,289, price is now $949 per person
$949
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
EcoMar Rentals Apartment 3/2

EcoMar Rentals Apartment 3/2

3 out of 5
Price was $857, price is now $638 per person
$638
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)

4-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 $822, price is now $577 per person
$577
per person
Jun 16 - Jun 20
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 $1,511, price is now $766 per person
$766
per person
Jun 5 - Jun 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 $1,465, price is now $935 per person
$935
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Paradise Villas & Vacations

Paradise Villas & Vacations

3.5 out of 5
Price was $1,469, price is now $944 per person
$944
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,105, price is now $715 per person
$715
per person
Jun 16 - Jun 20
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
Save 100% on your flight
Price was $1,347, price is now $913 per person
$913
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $894, price is now $618 per person
$618
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $1,179, price is now $829 per person
$829
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
WALD HAUS by DW

WALD HAUS by DW

4 out of 5
Save 100% on your flight
Price was $2,502, price is now $1,776 per person
$1,776
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,568, price is now $1,121 per person
$1,121
per person
May 29 - Jun 2
found 1 day 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 $1,116, price is now $807 per person
$807
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Casa Botanica

Casa Botanica

3.5 out of 5
Price was $1,212, price is now $880 per person
$880
per person
Jun 22 - Jun 26
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
Price was $1,010, price is now $632 per person
$632
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $1,162, price is now $705 per person
$705
per person
Jun 12 - Jun 17
found 1 day ago
Roundtrip 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 $1,877, price is now $1,155 per person
$1,155
per person
Jun 21 - Jun 26
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 $1,648, price is now $1,037 per person
$1,037
per person
Jun 14 - Jun 19
found 1 hour 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 $2,027, price is now $1,294 per person
$1,294
per person
Jun 21 - Jun 26
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
Save 100% on your flight
Price was $3,014, price is now $1,969 per person
$1,969
per person
Jun 1 - Jun 6
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
THE BUOY

THE BUOY

3.5 out of 5
Price was $1,381, price is now $911 per person
$911
per person
Jun 21 - Jun 26
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 $1,543, price is now $1,020 per person
$1,020
per person
Jun 11 - Jun 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 $1,856, price is now $1,237 per person
$1,237
per person
Jun 22 - Jun 27
found 1 hour ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Rocamar Resort & Restaurant - All Inclusive

Rocamar Resort & Restaurant - All Inclusive

3 out of 5
Save 100% on your flight
Price was $1,207, price is now $806 per person
$806
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $1,926, price is now $1,303 per person
$1,303
per person
Jun 21 - Jun 26
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.
310Guest-House LaVida

310Guest-House LaVida

4.5 out of 5
Save 100% on your flight
Price was $1,018, price is now $664 per person
$664
per person
Jun 9 - Jun 15
found 22 hours 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
Price was $1,913, price is now $880 per person
$880
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,806, price is now $1,084 per person
$1,084
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Rocamar Resort & Restaurant - All Inclusive

Rocamar Resort & Restaurant - All Inclusive

3 out of 5
Save 100% on your flight
Price was $1,395, price is now $850 per person
$850
per person
May 31 - Jun 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $1,981, price is now $1,271 per person
$1,271
per person
Jun 14 - Jun 20
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
Price was $1,104, price is now $716 per person
$716
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was $1,571, price is now $1,026 per person
$1,026
per person
Jun 18 - Jun 24
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 $1,848, price is now $1,212 per person
$1,212
per person
Jun 22 - Jun 28
found 5 hours 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
Save 100% on your flight
Price was $2,698, price is now $1,787 per person
$1,787
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
VILLA JOYUDA

VILLA JOYUDA

3 out of 5
Save 100% on your flight
Price was $6,925, price is now $4,629 per person
$4,629
per person
Jun 22 - Jun 28
found 5 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
Casa Botanica

Casa Botanica

3.5 out of 5
Save 100% on your flight
Price was $1,858, price is now $1,242 per person
$1,242
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Grand Bay by Otium

Grand Bay by Otium

2.5 out of 5
Save 100% on your flight
Price was $1,385, price is now $929 per person
$929
per person
Jun 21 - Jun 28
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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, May 4 - Fri, May 8
BWI
Baltimore
SJU
San Juan
$146 Roundtrip, found 4 days ago
$146
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, May 4 from Baltimore to San Juan, returning Fri, May 8, priced at $146 found 4 days ago
Sun, May 3 - Wed, May 13
PHL
Philadelphia
SJU
San Juan
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, May 3 from Philadelphia to San Juan, returning Wed, May 13, priced at $150 found 2 days ago
Tue, Jun 2 - Tue, Jun 9
EWR
New York
SJU
San Juan
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 2 from New York to San Juan, returning Tue, Jun 9, priced at $185 found 1 day ago

Top rated hotels for your San Juan vacation

San Juan Marriott Resort and Stellaris Casino

San Juan Marriott Resort and Stellaris Casino

4.5 out of 5
1309 Ashford Avenue San Juan
Free Cancellation
Reserve now, pay when you stay
3.09 mi from city center
$406 nightly
The price is $451 total per night
$451 total
May 12 - May 13
Total with taxes and fees
With a stay at San Juan Marriott Resort and Stellaris Casino in San Juan (Condado), you'll be a short 5-minute walk from Casino del Mar at La Concha Resort and within 5 minutes by car from Distrito T-Mobile.
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
$394 nightly
The price is $437 total per night
$437 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.
Pool
Hot Tub
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
$271 nightly
The price is $295 total per night
$295 total
May 5 - May 6
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
Don't see what you're looking for?
See all available properties in San Juan
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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.