Good morning Baltimore! Home of the Baltimore Ravens and the Chesapeake Bay, Maryland is an absolutely gorgeous place to vacation no matter what time of year. Visit some of the most beautiful beaches and breathtaking mountains in the country, or enjoy some live theatre and some o' Maryland's famous blue crabs. Whatever tickles your fancy, RedAwning has the vacation rental for you. Browse your favorite Baltimore region using the blue location links below, or filter your preferences using the panel on the side. With our simplified booking process you'll have the most important part of your trip buttoned in no time.

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  1. $171 to $262/night

    The Lodge at Wisp-Standard Apt 1 BDRM Q Sleeps 4

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
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  3. $191 to $282/night

    The Lodge at Wisp-1 BDRM King Apartment Sleeps 4

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
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  5. $150 to $241/night

    The Lodge at Wisp-Studio Apt Efficiency Sleeps 4

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
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  7. $193 to $336/night

    Beachcrest 17

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  9. $130 to $210/night

    Surf Haven 202

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  11. $251 to $473/night

    Tunnel Avenue Home

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  13. $109 to $308/night

    Polynesian 502

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  15. $175 to $414/night

    Oceana II 406

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  17. $184 to $386/night

    Holiday Cottage

    3 Bedrooms BathroomSleeps 10
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $388 to $728/night

    Braemar 1801S

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
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  21. $155 to $343/night

    Four Winds 4

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  23. $127 to $251/night

    Old Wharf 15

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  25. $204 to $1,160/night

    Harbour Island 45G

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  27. $193 to $429/night

    Thunder Island 139D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  29. $243 to $501/night

    Thunder Island 15A

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  31. $245 to $782/night

    Waterfront Bliss: Ultimate Tilghman Retreat

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $192 to $685/night

    Ocean Hideaway 607

    Multiple Units Available
    2 nights minstay
    FREE CANCELLATION
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  35. $140 to $428/night

    Capri 1908

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  37. $155 to $320/night

    Club Ocean Villas II 182

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  39. $224 to $728/night

    Seal Beach 13N

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
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  41. $194 to $320/night

    Club Ocean Villas II 108

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  43. $118 to $270/night

    Beachmark 4K

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  45. $213 to $797/night

    Salty Sands I 101

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
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  47. $146 to $564/night

    Marigot Beach 103

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $146 to $274/night

    Ocean Pines-Sandyhook Road 106

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  51. $271 to $797/night

    High Point North 7A

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  53. $165 to $581/night

    2BR Furnished Apartment in Baltimore Downtown

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $175 to $320/night

    Harbour Club G7

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  57. $167 to $575/night

    Towers 201

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  59. $93 to $274/night

    Ocean Princess 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  61. $136 to $274/night

    Sea Point 6

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
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  63. $136 to $297/night

    Sea Mark 308

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  65. $358 to $1,002/night

    Carousel 2206

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  67. $194 to $490/night

    Oceana II 109

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  69. $237 to $659/night

    Ocean Hideaway 205

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  71. $136 to $290/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  73. $110 to $336/night

    High Point South 3F

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  75. $164 to $631/night

    Diamond Beach 414

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  77. $175 to $554/night

    Ocean Hideaway 211

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  79. $153 to $493/night

    Constellation House 510

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  81. $175 to $377/night

    Gullway Townhouse 2821

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  83. $163 to $317/night

    Harbour Club B16

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  85. $110 to $344/night

    Harbour Bay 23

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    FREE CANCELLATION
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  87. $197 to $460/night

    Thunder Island 161D

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
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  89. $113 to $301/night

    Jamaica Bay 307A

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  91. $175 to $470/night

    Surfside 60 Unit 303

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $109 to $253/night

    Seatime 303S

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $84 to $197/night

    Westward Ho 408

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $175 to $570/night

    Atlantis 1608

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  99. $140 to $488/night

    Marigot Beach 209

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $130 to $253/night

    Jamaica II 208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  103. $76 to $381/night

    Barge Road 136O5

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $194 to $365/night

    Ocean Pines-Borderlinks 48

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $152 to $478/night

    Bimini 106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $194 to $614/night

    Sea Bright 205

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $155 to $377/night

    Marigot Beach 207

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $87 to $320/night

    Jada 2B- Ocean City, MD

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $164 to $524/night

    Marigot Beach 303

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $184 to $677/night

    Harbour Island 204M

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $146 to $320/night

    The Chateau 101B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $146 to $490/night

    Wight Bay 233

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $170 to $291/night

    Tranquil Getaway In Gated Community- Free Wifi and lapto...

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pets OK
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $139 to $485/night

    Hobbit House on a Gentleman's Farm

    3 Bedrooms BathroomSleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $118 to $254/night

    Inner Harbor's Best Luxury Furnished Apartments

    Studio BathroomSleeps 2
    1 night minstay
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $129 to $297/night

    Inner Harbor's Best Furnished Luxury Apartments

    1 Bedroom BathroomSleeps 2
    1 night minstay
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $165 to $581/night

    2 Bedroom Fully Furnished APT over Camden Yards

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $211 to $332/night

    The Lodge at Wisp-1 BDRM Luxury Apartment Sleeps 4

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $363 to $1,502/night

    The Charleston 201

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $152 to $454/night

    Sandpiper Dunes 605

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $155 to $286/night

    Harbour Bay 19

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $164 to $478/night

    Crab Cove On The Bay 406

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $204 to $467/night

    Sungate 402

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $115 to $240/night

    Fountainhead 702

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $194 to $411/night

    Thunder Island 43B

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $104 to $304/night

    Worcester House 302

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $140 to $304/night

    Ann Elizabeth 305

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $145 to $427/night

    Bimini 107

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $179 to $320/night

    Atlantic View 101

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $329 to $797/night

    Amber Waves 300

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $150 to $241/night

    The Lodge at Wisp-Deluxe Apartment Sleeps 4

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $399 to $948/night

    Leo Farm Villa- Beautiful Country Retreat

    5 BedroomsBathroomsSleeps 10
    1 night minstay
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $164 to $398/night

    Dune Mist I 102

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $182 to $414/night

    Beach Place 7

    2 Bedrooms BathroomSleeps 8
    3 nights minstay
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $213 to $670/night

    Ocean Hideaway 503

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $153 to $321/night

    Club Ocean Villas II 88

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $127 to $294/night

    Montego Bay-South Ocean Drive 203

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $204 to $1,610/night

    Harbour Island 21C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $184 to $558/night

    Towers 402

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $116 to $297/night

    Bridgepoint II 5D

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $581 to $1,297/night

    Pilot House 5

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $285 to $1,332/night

    Ocean Club 4011

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $76 to $220/night

    Shore Lea 102

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $108 to $358/night

    Severn I 208

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $194 to $869/night

    Ocean's Edge 401

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $204 to $524/night

    Alameda 5- Ocean City, MD

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $232 to $1,570/night

    Harbour Island 305L

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $164 to $426/night

    Parrot Bay-Key Lime 7

    3 Bedrooms1.5  BathroomSleeps 10
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $175 to $462/night

    Thunder Island 10A

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $104 to $351/night

    Ocean Trail 102

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $155 to $400/night

    Thunder Island 61B

    2 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations