Cheap Vacations in Puerto Rico Island

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Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
Las Casitas de Village

Las Casitas de Village

3 out of 5
Save 100% on your flight
Price was $880, price is now $619 per person
$619
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
Higuillar
Price was $2,847, price is now $1,348 per person
$1,348
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
Sabana
Save 100% on your flight
Price was $1,594, price is now $916 per person
$916
per person
Feb 26 - Mar 3
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 9 hours 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 9 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
Cabezas
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)
Luxurious Beachside 3-Br Apt

Luxurious Beachside 3-Br Apt

2 out of 5
Santurce
Save 100% on your flight
Price was $2,069, price is now $1,395 per person
$1,395
per person
Feb 21 - Feb 28
found 5 hours 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)
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 9 hours 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 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)

3-night Puerto Rico Island 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 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 $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)
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)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Save 100% on your flight
Price was $1,885, price is now $1,328 per person
$1,328
per person
Feb 13 - 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 $2,421, price is now $1,717 per person
$1,717
per person
Feb 13 - Feb 16
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 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
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 $1,772, price is now $1,301 per person
$1,301
per person
Feb 28 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $949, price is now $710 per person
$710
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Price was $755, price is now $573 per person
$573
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
N1 Condos

N1 Condos

4.5 out of 5
Save 100% on your flight
Price was $1,572, price is now $1,194 per person
$1,194
per person
Feb 20 - Feb 23
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)

4-night Puerto Rico Island 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 $794, price is now $551 per person
$551
per person
Feb 12 - Feb 16
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 $1,341, price is now $808 per person
$808
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop 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)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $1,241, price is now $804 per person
$804
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)
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)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $844, price is now $580 per person
$580
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
Save 100% on your flight
Price was $2,874, price is now $1,985 per person
$1,985
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Price was $1,032, price is now $723 per person
$723
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
The Weekender by Otium

The Weekender by Otium

4 out of 5
Save 100% on your flight
Price was $1,282, price is now $908 per person
$908
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Price was $1,009, price is now $722 per person
$722
per person
Feb 13 - 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
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)

5-night Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
Segovia Studio Units

Segovia Studio Units

3 out of 5
Save 100% on your flight
Price was $659, price is now $418 per person
$418
per person
Feb 22 - Feb 27
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 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 $1,132, price is now $561 per person
$561
per person
Feb 26 - Mar 3
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 $979, price is now $527 per person
$527
per person
Feb 26 - Mar 3
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
Price was $2,177, price is now $1,177 per person
$1,177
per person
Feb 26 - Mar 3
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 1 day 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 $997, price is now $569 per person
$569
per person
Feb 26 - Mar 3
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 $1,594, price is now $916 per person
$916
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Embassy Suites by Hilton Dorado del Mar Beach Resort

Embassy Suites by Hilton Dorado del Mar Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,265, price is now $743 per person
$743
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $1,038, price is now $661 per person
$661
per person
Feb 26 - Mar 3
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 $2,211, price is now $1,426 per person
$1,426
per person
Feb 27 - Mar 4
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)

6-7 night Puerto Rico Island vacations

Price found within the past 48 hours. Click for updated prices.
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 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $2,288, price is now $1,247 per person
$1,247
per person
Mar 1 - Mar 7
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 $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)
Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Save 100% on your flight
Price was $2,689, price is now $1,587 per person
$1,587
per person
Feb 21 - Feb 28
found 5 hours 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 1 day 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 23 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 $2,376, price is now $1,509 per person
$1,509
per person
Feb 21 - Feb 28
found 5 hours 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 $1,941, price is now $1,239 per person
$1,239
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Save 100% on your flight
Price was $1,538, price is now $1,015 per person
$1,015
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Breathtaking 3-Br Beachside Apt

Breathtaking 3-Br Beachside Apt

2 out of 5
Save 100% on your flight
Price was $2,428, price is now $1,624 per person
$1,624
per person
Feb 21 - Feb 28
found 5 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
Luxurious Beachside 3-Br Apt

Luxurious Beachside 3-Br Apt

2 out of 5
Save 100% on your flight
Price was $2,069, price is now $1,395 per person
$1,395
per person
Feb 21 - Feb 28
found 5 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)

Flight deals to Puerto Rico Island

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 10 hours ago
$103
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Sun, Jan 25 from Boston to San Juan, returning Fri, Jan 30, priced at $103 found 10 hours ago
Sat, Jan 31 - Sat, Feb 7
MCO
Orlando
PSE
Ponce
$104 Roundtrip, found 2 days ago
$104
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jan 31 from Orlando to Ponce, returning Sat, Feb 7, priced at $104 found 2 days ago
Thu, Feb 19 - Fri, Feb 20
MIA
Miami
SJU
San Juan
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Miami to San Juan, returning Fri, Feb 20, priced at $105 found 5 days ago

Top rated hotels for your Puerto Rico Island 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
11.29 mi from city center
$498 nightly
The price is $552 total per night
$552 total
Feb 8 - Feb 9
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
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
11.22 mi from city center
$635 nightly
The price is $705 total per night
$705 total
Jan 25 - Jan 26
Total with taxes and fees
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
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
5961 Isla Verde Avenue Carolina
Free Cancellation
Reserve now, pay when you stay
14.06 mi from city center
$597 nightly
The price is $650 total per night
$650 total
Jan 13 - Jan 14
Total with taxes and fees
With a stay at The Royal Sonesta San Juan in Carolina (Isla Verde), you'll be a 4-minute walk from Isla Verde Beach and 6 minutes by foot from Carolina Beach.
Pool
Spa
Don't see what you're looking for?
See all available properties in Puerto Rico Island
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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.