Deals on vacations and trips to Southside

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Southside flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $1,448, price is now $969 per person
$969
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.
Carina Bay Boutique All Inclusive Resort & Casino

Carina Bay Boutique All Inclusive Resort & Casino

3.5 out of 5
Price was $2,787, price is now $1,450 per person
$1,450
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Christiansted (STX)
A casino, 2 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and free self parking.
Oceans at Divi Carina Bay Adults Only

Oceans at Divi Carina Bay Adults Only

4 out of 5
Save 100% on your flight
Price was $2,933, price is now $1,590 per person
$1,590
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Christiansted (STX)
A casino, 3 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
St John Inn

St John Inn

3 out of 5
Save 100% on your flight
Price was $1,549, price is now $980 per person
$980
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
An outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $2,678, price is now $1,783 per person
$1,783
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Dine at the beachfront restaurant and relax with sun loungers. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Top Southside hotels deals

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
$698 nightly
The price is $784 total per night
$784 total
Jan 22 - Jan 23
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy a day at the beach kayaking, or relax with beach cabanas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Spa
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

3.5 out of 5
2 Estate Bakkeroe St. Thomas VI
$882 nightly
The price is $989 total per night
$989 total
Feb 3 - Feb 4
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and outdoor pool are some of the featured amenities. Relax with a drink at the poolside bar and enjoy perks like free WiFi. Valet parking, dry cleaning, and luggage storage are also offered.
Pool
Free WiFi
Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

3 out of 5
Havensight Mall Parcel 2 Charlotte Amalie St. Thomas
Free Cancellation
Reserve now, pay when you stay
$365 nightly
The price is $411 total per night
$411 total
Jan 30 - Jan 31
Total with taxes and fees
This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.
Pool
Breakfast included
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

3 out of 5
7150 Bolongo St. Thomas St. Thomas
Get rates
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. There's a poolside bar on site, and concierge services and wedding services are also provided.
Pool
All inclusive
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

4 out of 5
7338 Estate Bakkeroe St. Thomas
$1,019 nightly
The price is $1,146 total per night
$1,146 total
Jan 18 - Jan 19
Total with taxes and fees
This smoke-free condo resort features 2 outdoor pools, a 24-hour gym, and a restaurant. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site. Enjoy the hot tub and perks like free WiFi.
Pool
Hot Tub
Boundless Bliss Hotel

Boundless Bliss Hotel

2.5 out of 5
4044 Raphune Hill Rd St. Thomas St Thomas
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $219 total per night
$219 total
Jan 19 - Jan 20
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A terrace and a garden are also provided.
Pet friendly
Parking included
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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.

Photos of local treasures

Browse Southside vacation photos for more inspiration

Saint Thomas Skyride which includes general coastal views
Skyride to Paradise Point featuring landscape views and a bay or harbor
Saint Thomas Skyride showing island views
Saint Thomas Skyride featuring island images
Saint Thomas Skyride showing a bay or harbor and a coastal town

Frequently asked questions

How much are vacation packages to Southside?
Enjoy a one-of-a-kind experience in Southside with a vacation package starting at just $969. Locking in your hotels, flights and tours through Travelocity is a breeze. On top of that, our great deals will leave you with more cash in your pocket for plenty of fun activities.
Where can I get the best vacation package deals for Southside?
With around 400 airline partners and 1,000,000 properties around the world, it's hard to top Travelocity. Take advantage of our impressive range and grab an affordable Southside vacation package. Don't you love it when organizing a trip is that easy?
Why should I purchase my Southside vacation package with Travelocity?
Whether you're on the hunt for the ultimate unplugged getaway or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to comb through hundreds of websites to find the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available round-the-clock.
Can I save on my Southside car rental if I book it with my hotel or flight?
You certainly can with our Southside vacation packages. With one of these, there are lots of ways to stretch your travel budget further. Combine any two or more car, flight, hotel and tour bookings and watch the savings grow. With your own ride, all the popular sights around Southside are an unforgettable road trip away.
Which airport is best for Southside?
Cyril E. King Airport (STT), Terrance B. Lettsome Intl. Airport (EIS) and Antonio Rivera Rodriguez Airport (VQS) are the main airports for people heading in and out of Southside.