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
Price was $1,763, price is now $1,351 per person
$1,351
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas. There's a swim-up bar on site, and laundry facilities and concierge services are also provided.
Villa Island Paradise

Villa Island Paradise

4 out of 5
Save 100% on your flight
Price was $5,891, price is now $3,772 per person
$3,772
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
This villa features a terrace, laundry facilities, and free self parking. A garden, a grocery/convenience store, and a virtual front desk are also on offer.
Carina Bay All Inclusive Resort & Casino - Adults Only

Carina Bay All Inclusive Resort & Casino - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $2,184, price is now $1,461 per person
$1,461
per person
Jan 1 - Jan 5
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) 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. Enjoy the gym and free perks like continental breakfast and free self parking.
The Hideaway Hull Bay

The Hideaway Hull Bay

3.5 out of 5
Save 100% on your flight
Price was $8,601, price is now $6,147 per person
$6,147
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the beach bar and enjoy perks like free self parking and free WiFi. A garden, a communal living room, and a picnic area are also on offer.
Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Save 100% on your flight
Price was $3,830, price is now $2,910 per person
$2,910
per person
Dec 18 - Dec 23
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
An outdoor pool, free self parking, and concierge services are featured at this villa. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

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
$436 nightly
The price is $490 total per night
$490 total
Nov 1 - Nov 2
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the gym and visit the 2 bars/lounges and beach bar for drinks.
Pool
Spa
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
Parking included
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
Free Cancellation
Reserve now, pay when you stay
$494 nightly
The price is $556 total per night
$556 total
Oct 25 - Oct 26
Total with taxes and fees
This traditional hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
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
$246 nightly
The price is $277 total per night
$277 total
Oct 24 - Oct 25
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. Luggage storage is provided and the front desk is staffed around-the-clock.
Pool
Breakfast included
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
100 Frenchman's Bay St. Thomas
Get rates
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. Enjoy the gym and conveniences like a coffee shop and laundry facilities.
Pool
Parking included
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

4 out of 5
7338 Estate Bakkeroe St. Thomas
$629 nightly
The price is $708 total per night
$708 total
Oct 22 - Oct 23
Total with taxes and fees
This smoke-free aparthotel 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
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See all available properties in Southside
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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.

Stay near popular Southside attractions

A group of people running into the sea on a beach with clear blue water and a clear sky.

Caribbean Genealogy Library

8.0/10 (7 reviews)
Caribbean Genealogy Library is just one of the places to see in Estate Raphune, so why not enjoy the other things to explore during your travels? Amble around this romantic area's beautiful beaches, or seek out the sailing opportunities.
See properties

Photos of local treasures

Browse Southside vacation photos for more inspiration

A marina with numerous sailboats and yachts docked, surrounded by a coastal town and lush green hills.
A coastal city with cruise ships docked, a marina with sailboats, and lush green hills in the background.
A cable car system, a coastal town, and a cruise ship.
A cable car system over a coastal town with clear blue waters and green hills.
A beach with 'St Thomas' written in the sand and several boats in the water.

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 $1,351. 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.