Rolleville Vacations from $737

Book a Hotel + Flight or Car together to unlock savings

Your Rolleville Vacation

There's loads to love about Rolleville, from its coastal scenery to its laid-back lifestyle and beyond. When you're ready to say hi to this lively city, our Rolleville vacation packages will be right up your alley. If your trip to Rolleville includes a little sightseeing, hit up well-known attractions like Emerald Bay Beach, Sandals Emerald Reef Golf Club and Pig Beach. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Rolleville vacation is a piece of cake with Expedia.

The Latest Rolleville vacation packages

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

Legacy Beach Suites

2.5 out of 5
Price was $928, price is now $737 per person
$737
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GGT)
9.6/10 Exceptional! (11 reviews)
Legacy Beach Suites is an excellent place to stay. Firstly, the owner Mr. Mckenzie is extremely accommodating and friendly. I felt right at home immediately. The room was very clean, spacious and well designed. All of the necessary amenities for comfort were available. The icing on the cake was the breathtaking beach within walking distance and in clear view from the room. I would recommend anyone looking for relaxation away from the hustle and bustle of everyday life to book a stay at Legacy Beach Suites. Tell Mckenzie I sent you.

Reviewed on Jul 22, 2025

Grand Isle Resort & Residences

Grand Isle Resort & Residences

4 out of 5
Save 100% on your flight
Price was $2,656, price is now $1,682 per person
$1,682
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GGT)
9.2/10 Wonderful! (394 reviews)
This is the secret jewel of our trip. I’ll never go back to Atlantis, but I will definitely be back to the Exumas. Grand Isle staff are friendly and attentive. We stayed in a 3 bedroom villa and it was perfect. IT perfectly compliments the beauty of the Great Exuma island.

Reviewed on Aug 16, 2025

Saint Francis Resort

Saint Francis Resort

3.5 out of 5
Save 100% on your flight
Price was $1,633, price is now $1,236 per person
$1,236
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GGT)
9/10 Wonderful! (134 reviews)
I didn’t know what to expect. I was s a mixed reviews regarding this property. Now o can see why. This is tru that the place is a fem as some do the reviews say.

Reviewed on Jul 28, 2025

Exuma Beach Point

Exuma Beach Point

2 out of 5
Price was $1,125, price is now $921 per person
$921
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GGT)
No reviews
The Suite Life

The Suite Life

4 out of 5
Price was $1,585, price is now $1,304 per person
$1,304
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GGT)
7.6/10 Good! (12 reviews)
Avie was wonderful to work with during our fabulous trip. He arranged for our rental car to be delivered to his beautiful location we stayed at and made sure we had transportation from airport ready and there to pick us up once we arrived. He also helped get our excursion dreams to happen. Can’t wait to go back!

Reviewed on Aug 17, 2025

Don't see what you're looking for?
See all available trips from Columbus to Rolleville
View all trips

Rolleville Hotel Deals

Cozy, new, beach cottage with a spectacular ocean view - Point of View

Cozy, new, beach cottage with a spectacular ocean view - Point of View

Rolleville
$440 nightly
The price is $440 total per night from Aug 27 to Aug 28
$440 total
Aug 27 - Aug 28
Total with taxes and fees
10/10 Exceptional! (65 reviews)
Beautiful private getaway
"Property eas very clean and right on a private beach as listed. Short drive to the beautiful cocoplum beach and a short walk to exuma point beach. Host was very helpful and easy work with."

Reviewed on Aug 7, 2025

Cozy, new, beach cottage with a spectacular ocean view - Point of View
Exuma Beach Point

Exuma Beach Point

2 out of 5
Queen's Highway ends., Rolleville, Exuma
$274 nightly
The price is $299 total per night from Aug 31 to Sep 1
$299 total
Aug 31 - Sep 1
Total with taxes and fees
Exuma Beach Point
Exuma's Best kept Secret

Exuma's Best kept Secret

Rolleville
$179 nightly
The price is $179 total per night from Aug 26 to Aug 27
$179 total
Aug 26 - Aug 27
Total with taxes and fees
9/10 Wonderful! (35 reviews)
"We have a home on the island, but we needed a place to stay for 2 nights as we had guests at ours. We brought my daughter and her friend for their senior trip and the only request was to see the pigs. So we decided to stay up this way and hope to see the pigs without a tour. We pulled into the place ..."

Reviewed on Jul 18, 2025

Exuma's Best kept Secret
See all 448 properties in Rolleville
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Rolleville vacation package cost?
Offering great value package deals from $737 on Expedia, you'll be pleasantly surprised at how much a vacation to Rolleville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Rolleville?
January, September and October are the best times to search for cheap Rolleville vacation packages. Opting to travel in quieter periods means you can usually find better prices on flights and accommodations.
How many days is enough for Rolleville?
The ideal duration for your Rolleville vacation depends on what you'd like to do. Generally, a few days to a week will give you time to tick off all the major sights and explore some hidden gems along the way.
How to find the best Rolleville package deals?
Bagging a cheap Rolleville package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Rolleville package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Rolleville vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a personalized Rolleville vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Rolleville?
If you're considering a spontaneous Rolleville vacation, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Rolleville?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Rolleville.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Rolleville. Then, select a property that works with your budget, whether that's an economical option or a lavish getaway.
  3. Use our trip planning tool to explore Rolleville: Research every aspect of your trip to Rolleville with this handy planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Rolleville, you can figure out the ideal length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, book the right Rolleville vacation package for you.
  6. Add on excursions and experiences: Read our travel guide to find some fun things to do in Rolleville. Book tickets or make reservations in advance to save time and avoid the stress of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Rolleville vacation packages?
Set off on your dream trip to Rolleville with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.