Where the Fun Starts - From the moment you arrive at Jolly Roger, you’ll be able to relax and enjoy your precious vacation days to the full.Fresh Air - The deck is the perfect place to sit outside and enjoy the crisp air. Grab a book, a drink, or a friend and just relax!Designed for Maximum Comfort - Inside and out, every element was designed and built with your comfort in mind.Settle In - Everything you need in a vacation rental is provided. Settle into your home away from home and rest easy knowing everything is taken care of.Stretch Out and Relax! - Afternoon nap? Why not?! You are on vacation after all!Talk About Your Dream Kitchen - The lavish kitchen is fully equipped with everything you need to prepare and serve great food to your loved ones.Full Kitchen - The full kitchen will appease any picky chef.Coffee Anyone? - Pull up a stool to the breakfast bar and drink a morning cup of joe. It’s a great place to plan your day’s activities, gather your wits, and get ready for more quality time!Dinner Time! - Enjoy a meal with your crew! Lots of bonding time will be had at this table.Dine Alfresco - How can you resist dining out on the balcony in the fresh, warm air? Switch things up a bit during your vacation!Primary Suite - Spacious and gorgeously decorated, the primary bedroom ensures that you’ll enjoy a wonderful night’s sleep.Late Night TV - Can’t sleep? No problem. Just turn on some late night TV and you’ll be drifting off to dreamland in no time.Getting Ready For The Day -  You’ll enjoy all the comforts of home in this bathroom, it makes getting ready each day quick and easy.Take a Rinse! - Getting that early morning shower will be a memorable experience in this bathroom.Second Bedroom - The second bedroom is a welcome retreat for a second couple or any children who may accompany you to Jolly Roger.Late Night TV - The flat-screen TV in your bedroom is perfectly situated for late night viewing. Take in a few minutes of your favorite show before you drift off to dreamland.The third bedroom features a foldaway sofa/bed, large TV, and open space living.Multiple Bathrooms - With multiple bathrooms, you can get ready on your own time without the hassle of fighting over the shower.Dine Al Fresco - Bring dinner outside and enjoy it in the fresh air.Beach Fun Finale - After a long walk on the beach, stop at the outdoor showers to rinse your feet before heading inside.Wish You Were Here? - You can be. Book today to reserve your preferred vacation dates!Jamaica Beach is a large community on Galveston Island, with plenty of homes with great views of the water.Jamaica Beach, Galveston is also perfect for those wanting to stay on a canal or on the bayside. There are plenty of vacation homes right on the water!Enjoy the Jamaica Beach community pool while you stay here!There is a relaxing water feature in the public pool area, perfect for kids!The Jamaica Beach City Park has a great playground for your kiddos!While you're here, head on over to the Jamaica Beach City Park! Great family-friendly environment while you take a break from the beach!

Jolly Roger


4.36/5 (19)


4.36/5 | 19 reviews

Jolly Roger, 3 Bedroom, 2 Bath, Sleeps 8, Bayside, in Jamaica Beach

3 BR | 2 Full Baths | Sleeps 8 | Community View

Jamaica Beach, TX


Property type

Community View


Across From Beach


Pool - Community


Where you'll be


Jolly Roger is located in the heart of much sought-after Jamaica Beach on the west end of Galveston Island. This charming three bedroom two bath home will accommodate up to 8 guests and offers guests close proximity to the local community swimming pool (op...
Jolly Roger is located in the heart of much sought-after Jamaica Beach on the west end of Galveston Island. This charming three bedroom two bath home will accommodate up to 8 guests and offers guests close proximity to the local community swimming pool (open in the summer) and the community boat launch. This home has been very well maintained and is updated throughout, giving guests the ideal vacation rental.

This home has an extra-large driveway (yes, you can park your boat in the driveway), walking distance to Jamaica Beach pool and park or a short golf cart ride to the beach (ask about our concierge services). Beyond the expanded concrete driveway is a screened-in porch at ground level, large outdoor shower and charcoal grill (to be used on ground level away from the house).

When guests enter the home they are greeted by a full-size kitchen with Corian kitchen counters, large refrigerator, oven, dishwasher and more than enough kitchen tools and supplies to prepare meals for the whole group. The living area features a large flat-screen television and two sofas. The living area is large enough to use one of the two twin roll-away beds that are tucked into the bedroom closets. The roll away beds move where you want them - if children like sleeping nearby or if they want more autonomy and want to sleep in the living area. No sleeper sofa in this property. The primary bedroom features a large storage closet with sliding barn doors and an all new primary bath with custom cabinetry. The primary bedroom has a queen bed, ceiling fan and television. The second bedroom features a queen bed and the third bedroom features a full-size futon that folds out to sleep 2.

Jamaica Beach Texas is one of the most popular beaches and sought-after neighborhoods when it comes to vacation rentals – what it lacks in size, it makes up for action during the summer months, holidays and event weekends! Jamaica Beach is far enough out to be away from the hustle and bustle of Seawall (8 miles), and but not too far away from most of the island attractions (10 miles from 61st Street). Jamaica Beach also has it’s own community pool and private marina and boat ramp, Regatta Basin, a community pavilion and playground.

Ryson partners exclusively with Gulf Coast Concierge to make your time on the island unforgettable! Gulf Coast Concierge understands it's the little things that count. Create your own adventures with beach gear and golf cart rentals, a sunset cruise or a bonfire and smores on the beach. Gulf Coast Concierge also offers fishing charters, photo sessions, and a variety of in-home services. If you can dream it, we will do our best to make it happen!

All Ryson properties are non-smoking.

This home is pet-friendly. All pets must be registered, and pet fee ($100/pet) must be paid upfront. Outside the home, dogs must be leashed at all times, and owners are responsible for picking up after dogs. Please review Ryson’s 'Tips for Traveling with Pets' for additional information.

It is recommended to review Ryson's Packing List when planning your vacation. If there are any questions, please contact us.

This vacation home should accommodate up to 4 vehicles to be parked at the property. Carpooling is highly recommended. Vehicles should be parked in the driveway or designated parking space. At no time should any vehicle be parked on lawns, yards or dune. Many HOAs do not allow parking for trailers, RVs, boats, etc. Please contact Ryson with any questions.

Jamaica Beach is a residential neighborhood, and quiet hours are enforced between 10 pm and 7 am.

Even if listed as a provided amenities, Ryson is unable to guarantee specific cable package, network or channels or cable and internet signal quality and cable may not be available on all TVs. Oftentimes additional TVs are available for guests wanting to hook up their own game systems or streaming devices.

All reservations require a completed Ryson Rental Agreement, and the agreement holder must be at least 25 years of age to rent this property and provide a valid ID at check-in. Check-in time is 4 pm and check-out time is at 10 am.

Monthly rentals are considered in the off-season - Winter Texans, snowbirds, retirees, corporate stays, medical professionals, university students and plant workers are welcome. Extended stays or monthly rentals require a stay of 30+ nights, and these reservations are tax exempt. This is an immediate savings of 15%! Although most extended stay reservations are between the middle of November through February, extended stays may be considered anytime between Labor Day and Memorial Day. Extended stay reservations may not be placed online, but a Ryson Vacation Planner would love to answer any questions you may have and help you reserve your extended stay.

Ryson, established in 2006, is the largest local vacation rental provider on Galveston Island, offering close to 300 vacation rentals, including Ryson's Luxury Collection, in-house maintenance, housekeeping, inspection, laundry and property management. Ryson’s team of Vacation Planners are Certified Tourism Ambassadors and more than happy to work with guests interested in renting multiple homes, as they offer expansive local knowledge and know Ryson's vacation homes.

Where you'll sleep

2nd Bedroom
3rd Bedroom
Primary Bedroom
Living Room
Rollaway Rollaway


Community View
Across From Beach
Beach Access
Pool - Community
Property Features
TV (s)
Smoke Detector
Linens Provided
Private Entrance
Fire Extinguisher
Air Conditioning
Wireless Internet
Washing Machine
Living Room
Pet Friendly
Grill - Charcoal
Laptop Friendly
Outdoor Shower
Dining Area
Hot Water
Dishes and Utensils
Coffee Maker
Bath Towels Provided
Nearby Activities
Medical Services
Miniature Golf
State Parks
Beach (Cars Allowed)


Reviews and guest comments are collected from verified guests that have filled out a survey regarding their stay or provided a review via a third party booking site.

Jessica R.
Verified Guest Comment

Cindy K.
Too small for 10 people...we just had 6 show and were well packed. Nice property. Only 1 roll of...

Too small for 10 people...we just had 6 show and were well packed. Nice property. Only 1 roll of toilet paper. Nothing really provided. I thought maybe because of COVID

Anonymous Author
Thank you for the cleanliness of the place.

Thank you for the cleanliness of the place.

Kenneth D.
Just a rollaway and an air mattress in the 3rd bedroom. Rollaway was too uncomfortable to sleep...

Just a rollaway and an air mattress in the 3rd bedroom. Rollaway was too uncomfortable to sleep on. Air mattress cover was soiled. One dish towel in the kitchen. BBQ grill is falling apart. Flooring in living area is coming up. All-together way too much money for the quality of the place. We've rented through VRBO many times. This was the most expensive, yet the cheapest-looking place we've encountered. We were very disappointed.

Natalie H.
This house was clean. The 2 queen beds where comfortable. The futon was not. It was broken but the...

This house was clean. The 2 queen beds where comfortable. The futon was not. It was broken but the property manager replaced with an air mattress asap. This house is located on the Bay side not the beach side. It is located in a nice neighbor hood and getting to the beach is easy by car. There is a nice pool right down the street and you can fish off the dock. They have lots of sand toys for the kids. They have an extra refrigerator down stairs that was very handy. There are some miner repairs needed. The biggest issue we had was with the Kitchen. There are hardly any pots, pans, dishes, silver ware, cups and so on. The add said they had spices. Nope. We found one salt shaker way back in a cabinet. Over all we had a great time.


Important things to know



Check-In: 4:00 PM

Check-Out: 10:00 AM

Minimum age to rent: 25

Max pets: 2

  • 46+ Days Prior to Arrival, 30% is due at the time of Booking.
  • Within 45 Days Prior to Arrival, 100% is due at the time of Booking.
  • Arrival window within 30 days or less, all payments are non-refundable.
  • Arrival window is within 31 days or more, a partial refund of 50% will be provided.