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Holiday Rentals with Pools in Jamaica Beach

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    Travellers to Jamaica Beach are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    27 Matching Rentals in Jamaica BeachView all 66 rentals
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    Barefoot Bungalow1 / 27
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Crabbin' Cabin1 / 43
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    North Star1 / 50
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just what a family of 13 needs 4 bedrooms 4 baths open to views of the canal and bay far from the chaos relaxing sitting on the deck after tying off the boat for the day. Living room with added sitting area and kitchen open to dining room while master on 2nd floor has vaulted ceiling quiet sitting...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 13
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    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The beautiful 'Texas Star' is the canal front home in Jamaica Beach that your family will never forget this very special time spent together.  The four bedroom, three full baths will accommodate up to 14 guests.   Texas Star is located on a cove in the much sought after Jamaica Beach subdivision....
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    NEW LISTING!  Unique 2 for 1 Set-Up ! Canal,Pool,Kitchen,Kayaks Jamaica beac....1 / 25
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2018
    It is in a Great Location. My family has stayed in Galveston many times before, this time we thought to get out of the Busy part of Galveston and so we Settled for Jamaica Beach...
    Reviewed 20 February 2018
    Had a wonderful stay at this property!!! We had 2 families stay for several days!! The upstairs and downstairs kitchens were perfect for this arrangement!!! We used the grill...
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    About this property
    THIS IS THE PERFECT LOCATION FOR THAT SPECIAL FAMILY VACATION away from the crowds yet close enough to go mingle with other vacationers on the beach...if you feel like it. Whether you want to just lay around with the warm gulf breezes, spend time fishing off the docks, hang out in the man cave...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 17 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION, LOCATION, LOCATION! Livin' the Dream in Jamaica Beach with over 400' of water frontage!  This home features 6 bedrooms and 4 full baths, private swimming pool with a huge palapa/tiki hut, covered decks, hot tub, underwater fishing lights, twin jets docks with a kayak launch and an outdoor...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 17
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    Fish  Dock /Deck-Fishing Light  TOYS- Kayak - Boards - Beach Close-Golf Cart-1 / 43
    (1)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Grill
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2015
    We stayed here for my 30th birthday weekend. The house was great! My only regret is that we needed more time! We can't wait to come back in the summer to try out all the fun...
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    About this property
    ABOUT OUR LOCATION: Our home, 'Seas The Day' is the ultimate canal home in the premier West End community of Jamaica Beach. The location gives it the added benefit of having a breeze on the large covered deck no matter which direction the breeze flows. There is a fan on the deck to insure the...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    The Pelican House1 / 36
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our modern canal retreat features tons of amenities and spacious rooms for relaxing after long days on the water.  Master bedroom is furnished with a king size bed and a 42' flat screen TV.  Secondary bedroom is furnished with a full bed with a twin trundle pullout and a 32' flat screen TV.  Living...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • Washer
    • Sauna
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    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Pura Vida! A rarity among Jamaica Beach homes, this new construction 3BR/3.5BA vacation spot features gated entry for added privacy. Swim laps in the private pool, soak in the hot tub, play a game of horse or one-on-one with a convenient basketball goal, gather around the fire...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Canal Fun in Jamaica Beach1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2015
    Beautiful home in a great location. More than we could have asked for. Plenty of space inside and out, lots to do and see. Very clean and comfortable. Would recommend to...
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    About this property
    COMFORTABLE...COMFORTABLE...COMFORTABLE... Waterfront Property in Jamaica Beach! Relax with your family in this nicely appointed bay house that sits on a wide canal on a corner lot right behind the bird and fish sanctuary, and is less than ½ mile to the bay from your boat. The house is located...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Mimbrosa1 / 33
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    My family and I spent a week at this beautiful home. We were a skip away from the beach. Church across the street as well as the store. We had problems with the hot tub.it went...
    Reviewed 27 October 2015
    This place was nice, weather was awful. But we still enjoyed house. Will definitely rent again when weather is better. Thought we were going to have to evacuate Saturday, but a...
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    About this property
    Lots of love has gone into our house that makes it a home. Warm and cozy with lots to do your family will love all the conveniences of Jamaica Beach and it's close proximity to Pirates Beach and all that Galveston has to offer. Mimbrosa has an open floor plan from dining, kitchen and living as well...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Something for Everyone..Gorgeous Canal Front. Pool,kitchen,kayaks,fishing,family1 / 21
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    This house was incredible! The owners have thought of everything! I highly recommend it & We will definitely be back!
    Reviewed 13 March 2017
    Let me start off by noting that the pictures of this home don't do it justice. It truly is gorgeous and has all the amenities that we needed.I thought we were just renting a...
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    About this property
    Pirates Paradise truly has something for everyone in your group and is the place where memories are made. Like us on FaceBook at Malcolm's Pirates Paradise. This spacious home offers a clean, private, bright and airy interior with great views of the bay and wide canals at the rear. Underwater...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Why stay inside? Our 3-bedroom, 2-bath Jamaica Beach canal house features boat access, a private pool and an exciting outdoor living area complete with TV and bar, so you can soak up the sun as much as possible! INSIDE THE HOUSE You’ll feel like you’re on the beach all the time with the cheery...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4BR/4BA home sits directly on the canal with fantastic views of West Bay and a sparkling private pool. Catch your dinner off the private dock just outside your back door! With two balconies and a patio, your group will have plenty of outdoor spots to hang out and relax. With two living...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Discover the true meaning of relaxation at this dreamy 3BR/3.5BA home in Jamaica Beach with 2,278 square-feet of luxe indoor/outdoor living space. This gorgeous three-story property features vaulted ceilings, hardwood floors, plantation shutters, and stylish furnishings....
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Terrace
    • Balcony
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and rejuvenate by the ocean at this Jamaica Beach vacation rental house. Set along the Gulf Coast on Galveston Island, this charming beach home boasts 3 bedrooms and 3 bathrooms to accommodate 6 guests. Sit on the deck each morning to watch the sunrise over the water, or stroll down to the...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All your worries will melt away the moment you arrive at 'SunShine,' a charming 3-bedroom, 2-bathroom vacation rental home! With new central air conditioning, an outdoor shower, and partial beach and bay views, this breezy getaway is ideal for groups of 7 seeking a carefree escape. Take advantage...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Isle Retreat is located in Galveston's West End Subdivision, Sea Isle with a community pool, tennis courts, restaurants and marina. This amazing canal front home features an outstanding screened front porch and an open floor plan. Entering the home, the large living area gives plenty of seating...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • DVD Player
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE TURNKEY ADVANTAGE Our property is TurnKey Rental Certified. All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The best of Galveston awaits you at this charming 3-bedroom, 2-bath vacation rental cottage which sleeps 8 in the Beach Club Villas of Pointe West Resort. From the beautiful coastal decor with original paintings and metalwork inside, to the expansive deck and patio with ocean views, this beach...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    Fall in love with the Gulf Coast from the comfort of this 2-bedroom, 1-bathroom vacation rental home in Jamaica Beach. Located just steps from the beach and minutes from Galveston's many attractions, this spacious home for 6-8 is perfect for beach bums and fishermen alike. Whether you spend your...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Escape to the island of Galveston and stay at this newly built 3-bedroom, 3-bathroom vacation rental condo! Sleeping up to 8 guests, this spectacular home provides travelers with modern amenities and an ideal location within walking distance of a 3-mile private beach. Relish your favorite pastimes...
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    Jamaica Beach, Galveston Island 77554
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Ocean Views
    • Patio
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dive into a great Galveston getaway at this 4-bed, 3.5-bath vacation rental house that sleeps 12! Boasting a 2,000-square-foot interior and plenty of outdoor space, this home is the perfect spot for entertaining family and friends on the edge of the Gulf. With drinks at the palapa bar, burgers on...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Under the Palms! Your Personal Oasis is situated on half an acre in Sea Isle, Galveston, Texas. The private pool with rock waterfall is surrounded by towering palm trees and lush landscaping. The pool area includes outdoor stereo system, lounge chairs, flat-screen TV, landscaping...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your ideal Galveston retreat begins at this 3-bedroom, 3-bathroom vacation rental condo! Just a 10-minute walk from the white sand beach, your group of up to 9 guests will love this blissful location. Wake up with a cup of coffee on the balcony and soak up the stunning view or head to the community...
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    Jamaica Beach, Galveston Island 77554
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soak up the Southern sun in this breathtaking 4-bedroom, 3-bath vacation rental home in Galveston. Located on the canal just steps from the bay, this newly renovated home for 16 boasts a private dock, 3 decks, and a furnished patio, making it perfect for fishermen and beach bunnies alike. Whether...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 18
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