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. $172 to $368/night

    Thunder Island 64B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  3. $109 to $562/night

    Eagle Bay 204

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
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  5. $368 to $713/night

    Harbour Island 403M

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  7. $120 to $271/night

    Beachmark 4K

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
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  9. $206 to $777/night

    Harbour Island 303L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  11. $146 to $382/night

    Thunder Island 157D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  13. $99 to $256/night

    Wight Bay 460

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
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  15. $164 to $562/night

    Ocean Hideaway 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  17. $121 to $285/night

    Barracuda 4

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  19. $141 to $357/night

    Thunder Island 132C

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  21. $217 to $433/night

    Our Place At The Beach 103B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  23. $152 to $687/night

    Beachwalk II 12

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
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  25. $185 to $663/night

    Ocean Hideaway 111

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  27. $109 to $421/night

    Century I 702

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
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  29. $99 to $256/night

    Frogs F1

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pets OK
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  31. $109 to $269/night

    103 79th Street

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pets OK
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  33. $136 to $306/night

    Seascape-Heron Harbour 206-10

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  35. $109 to $344/night

    Sunrise Sea 308

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  37. $132 to $334/night

    Marigot Beach 407

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Hot Tub
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  39. $140 to $757/night

    Harbour Island 302L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  41. $99 to $248/night

    Breakaway East 109

    1 Bedroom BathroomSleeps 6
    3 nights minstay
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  43. $195 to $396/night

    Silver Shell 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
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  45. $184 to $713/night

    Surf Watch 405

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
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  47. $614/night

    Beach House | Units 5 & 6 | 2.5 Blocks to Beach

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    FREE CANCELLATION
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  49. $614/night

    Beach House | Units 7 & 8 | Entire Top 2 Floors

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $351 to $613/night

    New Listing! Seaside Village Gem w/ Balcony & Pool

    3 Bedrooms3.5 BathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
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  53. $161 to $654/night

    Diamond Head Condo- Beachfront Locale & Pool!

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $339 to $824/night

    Spacious Coastal Getaway | Bikes | Walk to Beach

    4 Bedrooms3.5 BathroomsSleeps 12
    3 nights minstay
    Pets OK
    FREE CANCELLATION
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  57. $225 to $313/night

    New Downtown Hideaway | 2 Blocks to Beach & Bay

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
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  59. $381/night

    Downtown Getaway | Private Patio | Walk to Beach

    2 Bedrooms BathroomSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  61. $381/night

    Downtown Escape with Balcony- Walk to Beach!

    2 Bedrooms BathroomSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  63. $205 to $579/night

    Renovated Sherwood West Condo – 400' to Beach!

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $169 to $405/night

    Jocelyn Manor Gem with Pool | Stroll to Beach

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  67. $1,225/night

    Beach House | 4 Separate Units | Ocean Peek

    8 BedroomsBathroomsSleeps 26
    2 nights minstay
    FREE CANCELLATION
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  69. $208 to $289/night

    Downtown 2BR Apartment near Convention Center

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
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  71. $180 to $665/night

    Roomy Beach Retreat with Pool | Walk to Boardwalk

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  73. $109 to $311/night

    Jamaican Sun 104

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  75. $152 to $320/night

    Fantasea 3W

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  77. $164 to $427/night

    Barefoot Country 508

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  79. $130 to $307/night

    Worcester House 503

    1 Bedroom BathroomSleeps 6
    2 nights minstay
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  81. $262 to $488/night

    Gullway Townhouse 2833

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  83. $116 to $383/night

    English Towers 506

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  85. $140 to $448/night

    Sea Watch 1319

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
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  87. $152 to $522/night

    Bimini 105

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
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  89. $206 to $736/night

    Ocean's Edge 402

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  91. $499 to $1,067/night

    Bel Mare 100

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
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  93. $121 to $285/night

    Barracuda 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  95. $195 to $430/night

    Wright View 3

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
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  97. $369 to $1,414/night

    Harbour Island 79J

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
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  99. $389 to $838/night

    Mariner's Watch 404

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
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  101. $508 to $1,167/night

    Harbour Island 207K

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  103. $320 to $984/night

    Contemporary Bayfront Condo with Pool-View Balcony

    4 BedroomsBathroomsSleeps 15
    3 nights minstay
    Pool
    FREE CANCELLATION
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  105. $426 to $758/night

    Upscale Condo w/ Balcony- 2 Blocks to Beach!

    4 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  107. $279 to $646/night

    Canal-Front Gem | 2 Pools, Private Dock, Boat Slip

    3 BedroomsBathroomsSleeps 13
    3 nights minstay
    Pool
    FREE CANCELLATION
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  109. $107 to $458/night

    Tranquil Canal-Front Getaway- 3 Blocks to Beach

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
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  111. $110 to $352/night

    New Listing! Corner Condo w/ Pool, Walk to Beach!

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $135 to $405/night

    New Listing! Beachside Bliss Condo- Walk to Waves

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $189 to $424/night

    New Listing! Choice Getaway- 5 Pools & Beach Club

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $273 to $320/night

    Bay-View Beach Condo w/ Pool, Deck & Balcony

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $146 to $363/night

    Updated End Unit w/ Ocean Views- Pools, Cinema

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $153 to $377/night

    Renovated Coastal Escape: Pools, Golf, Beach Club

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $177 to $575/night

    Renovated Beachfront Penthouse- Steps to Sand

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $120 to $230/night

    Gullway Villas 2628-202A

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $180 to $406/night

    Thunder Island 161D

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $175 to $562/night

    Ocean Hideaway 211

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $175 to $383/night

    Gullway Townhouse 2834

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
    Pool
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $158 to $357/night

    Thunder Island 16A

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $130 to $211/night

    Surf Haven 202

    1 Bedroom BathroomSleeps 4
    3 nights minstay
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  137. $121 to $285/night

    Barracuda 2

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $154 to $344/night

    Thunder Island 75B

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $109 to $256/night

    Seatime 303S

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $175 to $356/night

    Barge Road 13609

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $175 to $383/night

    Gullway Townhouse 2821

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $98 to $217/night

    Bayshore West 24

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $141 to $433/night

    Capri 1908

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $164 to $320/night

    Harbour Club B16

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $130 to $256/night

    Jamaica II 208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $153 to $272/night

    Seabay Vista II 304

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $163 to $319/night

    Tiffanie by the Sea 319D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $152 to $306/night

    Club Ocean Villas II 182

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $129 to $332/night

    Summer Winds 202E

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $136 to $294/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $76 to $179/night

    Westward Ho 408

    Studio BathroomSleeps 5
    2 nights minstay
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $109 to $351/night

    Harbour Bay 23

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $109 to $314/night

    Polynesian 502

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $152 to $484/night

    Bimini 106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $99 to $356/night

    Kelly Road 710

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pets OK
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $87 to $256/night

    Ocean Princess 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $623/night

    Beach House | Unit 7 | 2.5 Blocks to Pier & Beach

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $506/night

    Sparkling Bayfront Condo w/ Pool- Walk to Beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $159 to $488/night

    Bayfront Condo with Updated Decor, Balcony & Shared ...

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $115 to $451/night

    Coastal Getaway at the Vintage with Ocean Views

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $142 to $474/night

    Updated Oceanfront Patio Condo at the Colonial

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $105 to $359/night

    Bayside Getaway with Pool | Walk to Beach & Dining

    2 Bedrooms BathroomSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $344 to $1,087/night

    Oceanfront Oasis with 3 Big Decks | Steps to Beach

    4 BedroomsBathroomsSleeps 13
    3 nights minstay
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $1,821/night

    9th Street Beach Retreat | 4 Private Units

    10 BedroomsBathroomsSleeps 32
    2 nights minstay
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $165 to $563/night

    Canvasback | Beachside Getaway | Stroll to Dining

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $223/night

    Beach House | Unit 8 | Top-Floor Ocean Peek

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $196 to $289/night

    2BR Furnished Apartment in Baltimore Downtown

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $276 to $438/night

    Top-Floor Corner Condo | Balcony & Ocean Views

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations