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  1. $2,712 to $8,839/night

    Knickerbocker Estate of Naples

    9 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pool Pets OK
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  3. $2,670 to $9,559/night

    Wailea Beach Villa B202

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $2,366 to $3,490/night

    108 Tidal Bridge Way

    5 Bedrooms5.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  7. $2,130 to $4,969/night

    Buckeye On the Beach | 2288 E Co Hwy 30a

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  9. $1,686 to $2,958/night

    Blue View | 2308 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  11. $1,650/night

    Sunshine Traveler- 55+ Only Vacation Rental!

    2 Bedrooms1.5  BathroomSleeps 4
    27 nights minstay
    Pool Hot Tub
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  13. $1,426 to $3,490/night

    All Decked Out | 1942 E Co Hwy 30A

    5 BedroomsBathroomsSleeps 13
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $1,420 to $2,846/night

    Park Place | 89 Watercolor Blvd

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  17. $1,306 to $2,007/night

    Inviting Vacation Home Directly on Beach

    7 Bedrooms5.5 BathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  19. $1,212 to $5,289/night

    Tuckers Cove

    9 Bedrooms8.5 BathroomsSleeps 25
    1 night minstay
    Pool
    FREE CANCELLATION
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  21. $1,183 to $3,609/night

    Rees on Wiregrass | 144 Wiregrass Way

    5 BedroomsBathroomsSleeps 18
    3 nights minstay
    Pool
    FREE CANCELLATION
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  23. $1,183 to $3,402/night

    Sea Dream | 1960 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  25. $1,183 to $3,485/night

    Rees on Western Lake | 605 Western Lake Drive

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  27. $1,183 to $3,325/night

    Stress Free | 197 Scrub Oak Circle

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  29. $1,173/night

    Ritz Carlton Coconut Grove Waterview 2 BR Apt

    2 Bedrooms2.5 BathroomsSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
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  31. $1,142 to $4,248/night

    Mansion in the Sky

    11 Bedrooms11.5 BathroomsSleeps 34
    2 nights minstay
    Pool Hot Tub
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  33. $1,124 to $3,100/night

    Second Sandbar | 1946 E. Co Hwy 30A

    3 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  35. $1,065 to $3,674/night

    Outside the Box | 2112 E Co Hwy 30A

    4 Bedrooms6.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  37. $1,035 to $1,495/night

    Stunning Gulf Front 3 BR- steps away from the beach- com...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $1,020 to $2,362/night

    Come seek a Higher Porpoise!

    6 Bedrooms6.5 BathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  41. $1,010 to $4,572/night

    Aspen Alps Apartment #809

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $1,010 to $2,904/night

    Ritz Carlton Vail #212

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $962 to $1,375/night

    Screened porches, decks, rockers, hammocks and an upstai...

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $960 to $4,577/night

    Aspen Alps Apartment #804

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $947 to $2,958/night

    Bella Vita | 2132 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
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  51. $887 to $2,491/night

    109 Vermillion Way

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  53. $887 to $2,514/night

    93 Vermillion Way

    6 Bedrooms6.5 BathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  55. $808 to $2,929/night

    Ritz Carlton Vail #112

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  57. $808 to $5,232/night

    Snowcloud 203

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $808 to $2,908/night

    Aspen Alps Apartment #806

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  61. $780 to $2,102/night

    ERN854- Wagon Wheel Lodge

    9 Bedrooms11 BathroomsSleeps 24
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  63. $769 to $2,426/night

    Highboy Hideaway | 64 Venice Circle

    6 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  65. $769 to $2,159/night

    57 Western Lake Drive

    6 Bedrooms6.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  67. $769 to $2,100/night

    South of 30A | Close to the Beach & WaterColor Beach...

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  69. $769 to $2,278/night

    Sapphire Sunset- 6BR/6.5BTH & 6 Seater Golf Cart in ...

    6 Bedrooms6.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  71. $769 to $1,923/night

    Mirasol House | 41 Sunflower Street

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  73. $769 to $2,491/night

    High Cotton | 105 Spartina Circle

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  75. $769 to $2,396/night

    169 Scrub Oak Circle

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  77. $769 to $2,018/night

    102 Vermillion Way

    4 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  79. $758 to $4,626/night

    Lionsquare North Tower #402

    5 Bedrooms5.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $734 to $1,575/night

    Memories Await, A Beautiful, Ocean View Villa featuring ...

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $729 to $2,064/night

    Margarita Villas A

    8 BedroomsBathroomsSleeps 24
    2 nights minstay
    Pool
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  85. $716 to $1,781/night

    66 WaterColor Blvd

    5 Bedrooms4.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  87. $716 to $1,896/night

    Here Comes the Sun | 447 E. Royal Fern Way

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  89. $710 to $1,651/night

    Crabbin' House South | 116 Bluejack Street

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  91. $710 to $2,018/night

    Villa Menthe | 126 Bluejack Street

    4 Bedrooms5.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $704 to $1,408/night

    Waterfront Luxury Villa (62) with sunset views and boat ...

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $704 to $1,684/night

    ER305- Bear Right Inn

    9 BedroomsBathroomsSleeps 30
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  97. $689 to $1,613/night

    Lazy Bear Lodge

    5 Bedrooms5.5 BathroomsSleeps 20
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  99. $657 to $3,589/night

    Enclave #217

    5 Bedrooms5.5 BathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $651 to $1,533/night

    445 West Lake Forest Drive

    5 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $651 to $1,449/night

    More Grayter | 12 Garfield

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $651 to $1,337/night

    The Silver Sand Dollar | 88 Bluejack Street

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $651 to $1,444/night

    1302 Western Lake Drive

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $646/night

    Ritz Carlton Coconut Grove Two Bedroom Luxury Apartment

    2 Bedrooms2.5 BathroomsSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $633 to $1,955/night

    Breakers

    6 Bedrooms5.5 BathroomsSleeps 16
    3 nights minstay
    Pool
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $625 to $2,241/night

    G3 Amelia South

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $621 to $1,544/night

    Sippin on Sunshine | 260 Needlerush Drive

    5 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $619 to $2,054/night

    ERN840- Splashin' Chalet

    6 Bedrooms6.5 BathroomsSleeps 32
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $612 to $1,275/night

    Penthouse Oasis- Sanibel Harbour Resort Community

    4 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $612 to $1,371/night

    This villa offers stunning views of the ocean and the ca...

    4 Bedrooms5.5 BathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $606 to $1,172/night

    1386 Shipwatch Circ.

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  125. $606 to $3,375/night

    Ritz Carlton Vail #410

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $592 to $1,194/night

    213 Scrub Oak Circle

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $592 to $1,497/night

    Rendezvous | 29 E. Ruskin Street

    4 Bedrooms3.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $588 to $2,400/night

    2BR- The Hepburn Suite

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $580 to $1,242/night

    39 Bluestem Lane

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $580 to $1,189/night

    Vista del Mare | 45 Seapointe Lane

    5 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $575 to $1,163/night

    Waterview Towers 732

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $575 to $2,505/night

    Seabreeze- Stunning Modern 5 BR Home with pool- amazing ...

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $575 to $1,084/night

    Hemlock Haven- Just Flying in for the Day? Hanger with T...

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $567 to $907/night

    South Beach 501

    3 Bedrooms3.5 BathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $565 to $3,940/night

    Luxury 2Br+Den Ritz-Carlton Residence- Wraparound balcon...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $562 to $1,107/night

    164 Pond Cypress Way

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $556 to $20,200/night

    Luxury Two Bedroom Residence steps from Heavenly Village...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $541 to $2,275/night

    OT 250ALL Love and Sunsets

    10 Bedrooms8.5 BathroomsSleeps 40
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $536 to $1,355/night

    Beach House-Paradise with Screened Porches, decks, libra...

    6 Bedrooms6.5 BathroomsSleeps 12
    2 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $534 to $5,860/night

    Beaver Creek Lodge 324

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $532 to $1,331/night

    Taste & Sea | 128 Tupelo

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $530 to $1,228/night

    Cozy beach house just steps to the Ocean

    5 Bedrooms5.5 BathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $522 to $1,004/night

    Relaxing Beach House, featuring a pool table, elevator a...

    7 Bedrooms5.5 BathroomsSleeps 13
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $521 to $1,154/night

    Sun Haven | 257 Scrub Oak Cir

    4 Bedrooms3.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $514 to $3,636/night

    Exclusive 2Br Residence at the Ritz-Carlton with Valley ...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $503 to $1,006/night

    Playing Hooky | 705 Western Lake Drive

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $500 to $1,084/night

    Historic Boyd Harvey Main House and Grounds

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $495 to $1,145/night

    Casa Bella

    5 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $495 to $1,265/night

    Casamigos

    6 Bedrooms5.5 BathroomsSleeps 15
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $489 to $1,424/night

    Beach Witch

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $489 to $1,139/night

    Stella By The Sea

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $484 to $2,231/night

    Luxury King's Crown Condo Ski-In/Out

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $480 to $1,818/night

    Enormous condo with stunning mountain views

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $478 to $1,210/night

    Villa By The Sea

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $477 to $1,572/night

    C5 Amelia South

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $477 to $1,185/night

    Deluxe Condo at the heart of Main Beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $475 to $1,068/night

    425A WaterSound Crossings

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $468 to $1,112/night

    Island Escape

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $468 to $842/night

    Bay Side Retreat

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  195. $462 to $887/night

    229 Gulf Bridge Lane

    3 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $462 to $1,094/night

    420B WaterSound Crossings

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $462 to $1,003/night

    Serendipity | 21 Running Oak

    3 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations