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Jamaica Beach Holiday Vacation with Pools

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    Travellers to Jamaica Beach are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    27 Matching Rentals in Jamaica BeachView all 92 rentals
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    Barefoot Bungalow1 / 27
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Crabbin' Cabin1 / 43
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Hot Tub
    • Internet Access
    • Terrace
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 26, 2017
    Sunsets and sunrises. You can't beat that. This house has views from each side and located close to all attractions. Our family enjoyed this beach home and look forward to...
    Reviewed June 27, 2016
    This home is cozy and the was located right off the water. Beach is within walking distance, gas station, stores and restaurants are near by. Clean and neat for our weekend...
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    About this property
    Enjoy the beautiful canals in Jamaica Beach from the Crabbin' Cabin. This 3 bedroom 2.5 bath home will accommodate 8 - bring your crab nets and your poles. This quaint canal front home is cozy and inviting with views from living/kitchen area, exterior balcony at the front of the house. Sit back...
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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come be ELSEWHERE, Come and stay at this recently remodeled home on the west end of Galveston Island in the Sea Isle neighborhood. Every surface of the interior and exterior of this 3 bedroom 3 bath home has been professionally remodeled to offer all of the comforts of home just minutes away from...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    The Pelican House1 / 34
    (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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    Suitability
    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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    North Star1 / 50
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This newly renovated and beautifully decorated Jamaica Beach Home is a 2 bedroom and 1 bath...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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 February 19, 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 February 19, 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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sweet Caroline is a 4 bedroom 3 bath home in sunny Jamaica Beach that will accommodate up to 12 people.  Family friendly and only and couple steps to the beach front. Open concept living with large living area featuring good water views from multiple level decks.  Main living area has views on both...
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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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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, jet ski dock 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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    Mimbrosa1 / 33
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 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 October 27, 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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Canal Fun in Jamaica Beach1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 7, 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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    • 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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Sauna
    • Cable/satellite TV
    • 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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the beachfront you can live in bliss!  This amazing 5 bedroom, 2.5 bath home that sleeps 19 people is located in Terramar Beach - west end of Galveston Island - only steps to the water's edge.  The master bedroom has a king bed and 30' television, 2nd bedroom has a full over full bunk bed and...
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    Jamaica Beach, Galveston Island 77554
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 19
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    Fish  Dock /Deck-Fishing Light  TOYS- Kayak - Boards - Beach Close-Golf Cart-1 / 43
    (2)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 9, 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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Canal-Side 4BR w/ Private Pool & Dock, Balconies w/ Bay Views - Near Beach1 / 35
    (1)Very good
    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
    Reviewed August 7, 2018
    We had a lot of fun here and would definitely return. Our extended family from great-grandmother to 6 young children stayed here for 2 nights and would have loved to stay longer...
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    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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your vacation to Galveston Island will be the best it can be at our Better Together home located on the bayside of the island with both beach and bay views.  Oh the views at this 5 bedroom, 3.5 bath home are spectacular.  Expansive views to both sides of Galveston Island where coastal birds make...
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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Something for Everyone..Gorgeous Canal Front. Pool,kitchen,kayaks,fishing,family1 / 21
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Air Conditioning
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    • Wi-Fi
    • Ocean Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2018
    Ann and Malcolm are wonderful hosts, truly concerned with guests having a great vacation. The location of the house is great, right on the bay, with the beach a short drive away...
    Reviewed March 24, 2018
    This house was incredible! The owners have thought of everything! I highly recommend it & We will definitely be back!
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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 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous Condo with great views of the bay You and your guests are sure to enjoy a memorable vacation in this lovely bayside Pointe West Condo. Bay Escape is a spacious residence will comfortably sleep 9 guests. Enjoy the great sunsets off the deck. The living room has plenty of sitting space...
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    Jamaica Beach, Galveston Island 77554
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Balcony
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sea Isle on the west end of Galveston Island - a family friendly community that features a marina, restaurant, swimming pool and proximity to both the beach and the bay side of Galveston! The White House Hideaway is a three bedroom two bath spacious home that will accommodate up to 6...
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    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Terrace
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    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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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Perched on stilts overlooking the water, this canal-front 2BR home provides an idyllic Galveston retreat. Unwind with a cold drink on the large second-floor deck overlooking the canal, or head downstairs to fish and launch a kayak from the private dock. You'll also find an...
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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 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
    Pappy's Folly is waiting for you!  Come join us at this meticulously maintained home in Sea Isle located only a couple of blocks to the marina, swimming pool, restaurant and fishing pier in Sea Isle subdivision of Galveston Island.  This home is newer construction, furnished for comfort and...
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    Location Information
    Jamaica Beach, Galveston Island 77554
    Holiday Rental House - 3 Bedrooms, 2 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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