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Vacation Rentals in Sarasota-bradenton

  1. SPECTACULAR DIRECT BEACH FRONT LIVING (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  2. Lido Towers
    $100
    Sarasota
  3. Views are Outstanding! Open Floor Plan
    $125
    Sarasota
  4. Charming and exclusive Winding Oaks community on Longboat Key
    $140
    Longboat Key
  5. LaCosta is a direct gulf front complex with a gulf front heated pool
    $120
    Bradenton Beach
  6. Ideal haven for those seeking both luxury and tranquility
    $125
    Nokomis
  7. Holmes Beach is a place where sunrises awaken behind Tampa Bay
    $135
    Holmes Beach
  8. Happiest Seaside Towns” by Coastal Living, Anna Maria Island!
    $130
    Holmes Beach
  9. Conveniently accessible to Downtown Sarasota!
    $120
    Longboat Key
  10. Spacious and open ambiance, as a straight-on view
    $162
    Longboat Key
  11. Seasonal WEEKLY: Furnished-Util.Incl-Art Deco Home
    $825
    Sarasota
  12. Waterfront home Villas of Deer Creek sarasota
    $100
    Sarasota
  13. Move-in ready pool home with a huge back yard in Kensington Park
    $100
    Sarasota
  14. Stunning Sunsets over the Gulf on Siesta Key
    $7,995
    Siesta Key _ near Sarasota Hospital
  15. Fully furnished corner unit at Lemon Bay View Villas
    $195
    Englewood
  16. Short Term Rental Jan - Mar 2025
    $185
    Venice
  17. Views of Lemon Bay & the Inter-coastal Waterway from the kitchen
    $195
    Englewood
  18. Condo offers Gulf of Mexico and Intracoastal Waterway views
    $2,850
    Venice
  19. Sarasota National
    $160
    Venice
  20. SPOIL YOURSELF-DIRECT BEACH FRONT LIVING (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  21. Baby, it's cold outside!...pet friendly!!
    $0
    Venice, Florida
  22. JANUARY 2025 ONLY
    $3,900
    West Bradenton
  23. VENICE FLORIDA VILLA 2 BED/2 BATH
    $4,995
    VENICE FLORIDA
  24. Island Daze Charming Old Florida House Close To The Beach!!!
    $150
    N Bradenton Beach
  25. Endless Summer: 3 BR / 3 BA House on Longboat Key
    $150
    Longboat Key
  26. Beautiful, Updated 2 bedroom 2-bathroom Villa in The Preserves
    $150
    Sarasota
  27. SPECTACULAR DIRECT BEACH FRONT LIVING (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  28. 2 BR/2BA Condo Rental
    $0
    Sarasota
  29. 2 BR/2BA Seasonal Rental/Short Term 55+ Gated Community
    $0
    Sarasota
  30. Room for rent
    $300
    Sarasota
  31. $2,400 / 1br - 1000ft2 - SELF CHECK-IN TO YOUR SECLUDED OASIS
    $0
    Sarasota
  32. Island Walk 3-bedroom, 3-bathroom vacation pool home
    $6,500
  33. With only a five min walk to the famous Siesta Key beachand Village
    $150
    Siesta Key Beach
  34. BEST DIRECT BEACH FRONT LIVING (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  35. 2 Bedroom Waterview Condo at
    $2,690
    Palm Aire Country Club
  36. Monthly shared home for rent
    $1,500
    Sarasota
  37. SPOIL YOURSELF-LIVING DIRECT BEACH FRONT (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  38. Weekly Stay - Florida Beach Villa -Venice/Casey Key White Sand Beach
    $1,785
    Nokomis Beach
  39. $2,800 / 2br 1bth - SELF CHECK-IN TO YOUR SECLUDED OASIS
    $0
    Sarasota
  40. Charming 2BR Home with Pool & Extended Lanai Near Shamrock Park
    $115
    Venice
  41. Cozy 3BR Beach House with Garden Oasis, Hot Tub & Gulf Views
    $120
    Venice
  42. Perfect 2bedroom 2 bathroom Lucurious Home
    $100
    Sarasota
  43. END-UNIT that feels like home
    $100
    Sarasota
  44. Coral Cottage Near The Beach Venice Fl
    $1,950
    Bay Indies Resort 55+ Community
  45. snowbird housing available in Bradenton fl
    $2,000
    Bradenton
  46. Snowbird rental
    $2,000
    Bradenton Florida
  47. LUXURIOUS FURNISHED CONDO WITH WATER VIEW IN GATED COMMUNITY
    $1,900
    HERITAGE HARBOR
  48. SPECTACULAR DIRECT BEACH FRONT LIVING (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  49. Anna Maria Island Rentals - Beach Front - "Angels Envy"
    $1
    Anna Maria, FL
  50. Crows Nest Rustic Gulf Front 3/2 Elevated Cottage With Amazing Views!!
    $1
    Bradenton Beach, FL
  51. Pirates Bay| Saturday-Saturday||Summer!!!
    $1
    Anna Maria, FL
  52. Canal home with private dock and heated pool!
    $1
    Holmes Beach, FL
  53. SPOIL YOURSELF-LIVING DIRECT BEACH FRONT (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  54. Waterfront home Villas of Deer Creek sarasota
    $100
    Sarasota
  55. SPOIL YOURSELF-LIVING DIRECT BEACH FRONT (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  56. Captivating views of New Pass and the Gulf of Mexico through a wall of glass
    $124
    Longboat Key
  57. A RARELY AVAILABLE BEACH FRONT END UNIT CONDO With Gulf Views
    $125
    Venice
  58. Rustic Lodge
    $250
    Sarasota
  59. "Punta Gorda Isles Waterfront Retreat"
    $147
    Punta Gorda
  60. SPOIL YOURSELF-LIVING DIRECT BEACH FRONT (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞
  61. Memorial Day week rental hyatt residence club siesta key
    $2,800
    Siesta Key FL
  62. Extra Large RV Lot Shady
    $70
    Sarasota
  63. SPOIL YOURSELF-DIRECT BEACH FRONT LIVING (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA
  64. Lemon Bay View Villas, a quaint 8-unit complex on Manasota Key
    $195
    Sarasota
  65. SPOIL YOURSELF DIRECT BEACH FRONT LIVING (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA
  66. 1 bed 1 bathroom living room.. Manatee Memorial Hospital
    $550
    Bradenton
  67. Small House sleeps up to 8 Guests and RV Parking with hookups
    $1,900
    North Port
  68. SPOIL YOURSELF DIRECT BEACH FRONT LIVING (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA
  69. Regency House
    $127
    Sarasota
  70. Beautiful Siesta Key Fully Furnished Condo with breathtaking water views
    $150
    Siesta Key
  71. One Bedroom Waterfront on Lemon Bay
    $1,800
    Manasota Key
  72. Hyatt Siesta Key - 2 Bedroom (July 13th & July 20th)
    $4,998
  73. Hyatt Siesta Key - 2Bedroom (July 20th)
    $4,998
  74. 1 bedroom bay/ocean view
    $650
    Sarasota/Lido Key
  75. 1 bedroom 1 bathroom Directly on Riverwalk in Downtown Bradenton
    $79
    Bradenton
  76. BEST LIVING! DIRECT🌞SPECTACULAR BEACH FRONT (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  77. Renovated 3BR Home Near Beaches & Shopping
    $109
    Englewood
  78. Waterfront Getaway with Boat Ramp Access! Perfect for Fishing
    $95
    Englewood
  79. Vacation Home Minutes to Nokomis Beach Updated and Spacious
    $120
    Nokomis
  80. Siesta Key Luxurious & Elegant renovated 3 Bdr, 2 Bath-Fab Views
    $6,000
    Siesta Key, FL
  81. SNOWBIRDS RENTALS in Sarasota, Holmes Beach, Venice, Bradenton Beach
    $0
    Sarasota, Holmes Beach, Venice and Bradenton Beach
  82. Beautiful house to rent
    $6,000
    Sarasota
  83. Tatum Ridge
    $195
    Sarasota
  84. Desoto Lakes Country Club Colony 2a
    $167
    Sarasota
  85. 55 Plus 2 Bed 2 Bath Resort Community
    $1,950
    Ellenton Bradenton
  86. SPOIL YOURSELF LIVING DIRECT BEACH FRONT (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  87. 2024 MAY - DECEMBER in 55+ park 2/2 mobile home
    $1,500
    Venice
  88. Walk to Manasota Beach 2BR/2BA Condo- Reduced Price!!
    $0
    Englewood, Florida
  89. SPECTACULAR DIRECT🌞BEACH🏖FRONT🌴LIVING (May-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  90. FLORIDA WINTER RENTAL
    $4,000
    BRADENTON, FL
  91. Hyatt Siesta Key 4 weeks
    $4,998
    Siesta Key
  92. Hyatt Siesta Key Summer and NOV/DEC
    $4,998
    Siesta Key
  93. SPECTACULAR DIRECT🌞BEACH🏖FRONT🌴LIVING (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  94. Camper? Boat? Bring'em -best beaches On The planet! The most Tikis!
    $795
    Osprey Fl
  95. Stay different! Mid Century Modern! Best Beaches Water Sports Tikis
    $595
    Osprey Fl
  96. Near some of the best beaches On The planet! Live Like A Local!
    $695
    Osprey Fl
  97. SPECTACULAR DIRECT BEACH FRONT (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  98. Directly on the Beach! Make Your Plans Now for June, July, & August!
    $0
    Manasota Key
  99. Summer Vacation on Manasota Key! Weeks Available June, July & August!!
    $0
    Manasota Key
  100. Great 2 Bedroom Home on a quiet street in Englewood!
    $0
  101. BEST DIRECT🌞BEACH🏖FRONT LIVING (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  102. Englewood - Beach Condo - Summer Availability
    $0
    Manasota Key
  103. 2 BEDROOM NEAR BEACH
    $120
    Nokomis
  104. BEST DIRECT BEACH🌞FRONT LIVING! (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  105. Meticulously cared for and maintained. Beautiful Capri floor plan - two bedroom
    $100
    Sarasota
  106. Summer, Fall &Winter vacation, Venice Florida
    $1,500
    Venice,Florida (Bay Indies Resort Community)
  107. SPOIL YOURSELF LIVING BEACH-RESORT STYLE (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏝⛱❤️
  108. Tiny Vacation Rental Cottage
    $125
    Bradenton
  109. $600 weekly short term rental
    $600
    Sarasota
  110. $700 weekly 2/1 spacious house
    $700
    Sarasota
  111. Remodeled Mobile Home Available for this summer and 2025 winter season
    $2,300
    Englewood
  112. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May15-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  113. Exquisite Oasis with Private Pool & Spa near Beaches and Downtown
    $115
    Venice
  114. Serene 3BR Oasis with Heated Pool - Proximity to Beach & Amenities
    $120
    Venice
  115. RV Lot in Sarasota Lake RV Park Shady Lot
    $70
    Sarasota
  116. A Dream Home Awaits You
    $160
    Sarasota
  117. SPOIL YOURSELF in BEACH🌞FRONT LIVING (May15-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  118. SCAM ALERT from the OWNER:CONTACT THE PARK DIRCTLY
    $1,600
    Nokomis
  119. RESORT STYLE LIVING🌞DIRECT🌴BEACH🏖FRONT (May15-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  120. Fabulous Seasonal Home in Wellington Chase - 2024 Availability!
    $220
    Sarasota
  121. The attention to detail found in this 4000 square foot John Cannon est
    $200
    Sarasota
  122. Harbor cove , 55 or older
    $1,100
    North Port
  123. RESORT STYLE-LIVING! DIRECT🌞BEACH🏖FRONT (May15-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  124. RESORT STYLE BEACH🏖FRONT🌞LIVING!(May15-November30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  125. Extended Stay--FURNISHED Condo..Avail. TODAY thru Dec--No lease req.
    $2,160
    NO Application or extra cleaning fees..Pets Ok.
  126. A Dream Home Awaits You
    $0
    Sarasota
  127. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May15-November 30)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  128. Regency House
    $153
    Sarasota
  129. Luxurious Condo on Venice Island!
    $150
    Venice
  130. Furnished Seasonal Rental- Venice, FL
    $2,000
    Venice
  131. Enjoy May and June weather in Nokomis
    $2,400
    Nokomis
  132. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  133. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  134. Spacious 2BR Condo with Premium Amenities and Panoramic Views
    $105
    Venice
  135. Newly Refurbished 2BR Condo with Gulf Views & Resort Amenities
    $109
    Venice
  136. Quaint Cottage with Steps from Downtown, Shops & Restaurants
    $95
    Venice
  137. Welcome to Parkstone, your cozy retreat in the heart of Sarasota! Ideally locate
    $200
    Sarasota
  138. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  139. LA COSA AZUL 2/2 HOUSE BRING YOUR BOAT PET FRIENDLY !!!!
    $100
    Cortez
  140. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  141. Lake front home
    $2,450
    Sarasota
  142. A Dream Home Awaits You
    $160
    Sarasota
  143. A Dream Home Awaits You
    $160
    Sarasota
  144. Waterfront Home on the Manatee River, Dock & Jacuzzi
    $1,300
    Bradenton
  145. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA
  146. Charming and exclusive Winding Oaks community on Longboat Key
    $140
    Longboat Key
  147. Conveniently accessible to Downtown Sarasota!
    $120
    Longboat Key
  148. All residents have access and privileges to the private Bay Isles Beach Club
    $185
    Longboat Key
  149. Spacious and open ambiance, as a straight-on view
    $162
    Longboat Key
  150. Ideal haven for those seeking both luxury and tranquility
    $125
    Nokomis
  151. Unbeatable Location that is an oasis within city limits that is close to the BEA
    $105
    Venice Beach
  152. Located on captivating Anna Maria Island
    $310
    Anna Maria
  153. Waterfront Pool Home on Canal in Englewood
    $125
    Englewood
  154. 2Bedroom 2Bathroom Condo With Heated Pool and WiFi
    $100
    Bradenton
  155. Enchanting 2Bedroom 2Bathroom Home With Screened in Lanai.
    $100
    Bradenton
  156. Private and Spacious 3Bedroom 2Bathroom Home With Heated Pool.
    $120
    Bradenton
  157. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  158. Modern 2-Bedroom Oasis with Private Pool & Spa, Near Beach
    $115
    Venice
  159. Gulf front heated pool and spa
    $195
    Bradenton Beach, FL
  160. Direct gulf front view from this at LaCosta on Bradenton Beach.
    $158
    Bradenton Beach, FL
  161. Beautiful home with a stunning pool
    $180
    Venice
  162. Brand New 3Bedroom 2Bathroom Beautifully Furnished Townhome
    $1,800
    Englewood
  163. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  164. SPECTACULAR FULL BAY VIEWS
    $60
    Sarasota
  165. Dono Di Dio
    $200
    Englewood
  166. Welcome to your beautiful waterfront oasis.
    $100
    Englewood
  167. Welcome to your beautiful waterfront oasis
    $110
    Englewood
  168. Monthly Sarasota Condo minutes from SRQ
    $1,700
    Sarasota
  169. Warm Up with Our Hot Studio Specials Deal
    $800
  170. Oakhurst HOME is a very active 55+ community. WALK YOUR PET
    $200
    Sarasota
  171. Gorgeous 3 B/ Magnolia Turn Key A True Home
    $250
    Anna Maria
  172. RIVERFRONT RV CAMPSITE FOR RENT
    $700
    Franklin, NC
  173. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT ((May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  174. Sarasota, Florida
    $150
    Camelot Lakes
  175. fURNISHED LAKE VIEW CONDO IN A RESORT STYLE SETTING
    $2,150
    SERENATA SARASOTA
  176. 2/2 br condo near downtown great location!
    $3,000
    Sarasota
  177. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-November)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  178. Modern 2-Bedroom Oasis with Private Pool & Spa, Near Beach
    $110
    Venice
  179. FURNISHED LAKE VIEW CONDO IN A RESORT SYLE SETTING
    $95
    SERENATA SARASOTA
  180. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  181. 3Bedroom 2Bathroom House With Amazing Waterviews.
    $2,800
    Bradenton
  182. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  183. Englewood Isles 2/2 Vacation Condo for rent
    $4,900
    Englewood
  184. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  185. Beautiful VENICE BEACH beachfront condo with private beach access, balcony, pool
    $95
    Venice
  186. Beachfront Cottage, Best location on Manasota Key, Sleeps 4, Kayaks and Wi-Fi
    $193
    Englewood
  187. Tiny Vacation Rental Cottage
    $119
    Bradenton
  188. A Charming Retreat in Sarasota - Just a Short Stroll to the Beach!
    $90
    Sarasota
  189. Stunning Waterfront Condo with stunning views of the beach
    $150
    Siesta Key
  190. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖(May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  191. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  192. Anna Maria Island week April 20-27 or April 24-27 steps to beach
    $1,000
    Holmes Beach
  193. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞👍❤️🌞⛱
  194. Charming 2/2 home in Venice available for season and off-season rental
    $3,200
  195. Warm Up with Our Hot Studio Specials Deal
    $800
    Sarasota, FL
  196. Warm Up with Our Hot Studio Specials Deal
    $800
    Sarasota, FL
  197. SARASOTA SANDS RESORT
    $1,850
    SARASOTA, FL - Lido Key
  198. SARASOTA SANDS RESORT
    $1,850
    SARASOTA, FL - Lido Key
  199. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $2,900
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  200. Seasonal Rental
    $7,500
    Venice
  201. Wonderful South Sarasota Location
    $130
    Vamo
  202. South Sarasota Location Available.
    $145
    Sarasota
  203. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $3,250
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  204. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $3,250
    LONGBOAT KEY, FLORIDA 🌞🏖🌴❤️
  205. Spacious 2Bed/2Bath Mobile Home 55+ 7 min to Beach
    $1,600
    Nokomis
  206. Near some of the best beaches On The planet!
    $795
    Osprey Fl
  207. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $3,250
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  208. Lakefront home
    $2,750
    Sarasota
  209. BEST LIVING! DIRECT🌞GULF🌴BEACH🏖FRONT (May-December)
    $3,250
    LONGBOAT KEY, FLORIDA 🌞🌴🏖❤️
  210. 3 Bedroom Pool Home Quiet Neighborhood Short Term Rental
    $269
    North port