Vacation Rentals by Owner

Private Homes Vacation Rentals Show this location only Back to top

•   Key West Style Home...5 Mins to Siesta Key 2BR+/2BA – Sleeps 4 – Private Homes #130101
  4
  $1,700 to $2,250/mo ~ $750 to $1,250/wk

  View details
•   Mediterrean Style Pool Home Near #1 Siesta Key Beach -3 Bdrm 3 Bath 3BR+/3BA – Sleeps 6-8 – Private Homes #442388
  2
  $1400 - $2100 per week 7-14 night min stay

  View details
•   Siesta Key Home with Boat Dock on Grand Canal 3BR+/2BA – Sleeps 6 – Private Homes #55516
  3
  $2000- $4500/mo

  View details
•   Sarasota's Southern Charmer Lovely 4 BR/2 BA Pool House 4BR/2BA – Sleeps 6 – Private Homes #142096
  4
  $1500- $2400/wk

  View details
•   Key West Island Style 3BR/3BA – Sleeps 6 – Private Homes #271968
  5
  $4500/mo

  View details
•   Fabulous Cozy Pool Home on Longboat Key 3BR/2BA – Sleeps 6 – Private Homes #431425
  0
  $300 - $400 per night 2 night min stay

  View details
•   Siesta Beach No.1 in America 2 Mi. from Our 1/3 Acre Home Wow 3BR/2BA – Sleeps 6 – Private Homes #378767
  5
  Monthly $1,600 to $3,200 Seasonly

  View details
•   Cozy Studio Efficiency Cottage on Siesta Key Studio/1BA – Sleeps 2-3 – Private Homes #260787
  7
  $450-$825/wk - $1300-$2900/mo

  View details
•   Get Away Next to Downtown, Affordable Rates 1BR/1BA – Sleeps 2 – Private Homes #338926
  4
  $100/nt- $500/wk - $1100-$1899mo

  View details
•   Waterfront - 2BR/2b - April Special - Beautiful View! 2BR/2BA – Sleeps 6 – Private Homes #396523
  4
  $47 - $87 per night

  View details
•   Stunning Waterfront Sarasota Home 4BR+/4BA – Sleeps 10 – Private Homes #439139
  0
  $496000 per month 31 night min stay

  View details
•   New 3BR/2BA Home, Huge Fenced Yard & 5 Blocks to Siesta Beaches 3BR/2BA – Sleeps 6 – Private Homes #193893
  3
  Winter 3200- 3800, other 2600-2800/mo

  View details
•   Sarasota Mainland Key Wester Near Dr. Beach's 2011 #1 Beach! 3BR+/2BA – Sleeps 6 – Private Homes #374614
  6
  $1200- $1550 weekly

  View details
•   Sarasota Paradise! Beautiful Tropical Beaches! Amazing Sunsets 3BR/2BA – Sleeps 5 – Private Homes #311875
  2
  $625/wk - please ask about our specials!

  View details
•   Tropical Resort Steps from the Water with Private Pool and Spa 3BR/2BA – Sleeps 6 – Private Homes #305171
  0
  $4000- $5000/mo

  View details
•   Beautiful Upscale Waterfront Pool Home Near #1 Siesta Key Beach! 4BR/2BA – Sleeps 8 – Private Homes #51303
  9
  $1500-$3000/wk & $4500 -$6000/mo

  View details
•   Beautiful 3/2 Home on Peaceful Brook -(Summer Special-$1500/Month, $500/Week) 3BR/2BA – Sleeps 6 – Private Homes #323498
  5
  From $700/wk

  View details
•   Kid Friendly Home in Central Sarasota 3BR/2BA – Sleeps 6 – Private Homes #321389
  4
  $750- $1800/mo

  View details
•   Fresh Remodel-3BR/2BA W/ Large Fenced Yard Near Siesta Beach 3BR/2BA – Sleeps 6 – Private Homes #340040
  4
  From 2400/mo

  View details
•   St. Armands Within Steps of Shopping, Restaurants and Beach 3BR/2BA – Sleeps 6 – Private Homes #154670
  4
  $1,400- $1,800 per week

  View details
•   3/2 Pool Home on Lake-Centrally Located & Less Than 5 Miles to Beach! 3BR+/2BA – Sleeps 6-8 – Private Homes #334407
  0
  $3500- $4750 Per Month

  View details
•   Fabulous Home Close to Siesta Near Smh 3BR/2BA – Sleeps 2-6 – Private Homes #441132
  2
  From $595 - $995 /weekly/

  View details
•   New Listing 4BR/2BR W/Pool, Near Famous Siesta Key & Lido Key Beaches 4BR/2BA – Sleeps 10-12 – Private Homes #473600
  0
  $910 - $1190 per week 7 night min stay

  View details
•   4 Bedroom Cottage Nestled in the Heart of Sarasota 4BR/2BA – Sleeps 8 – Private Homes #466399
  0
  $1225 - $1505 per week 7 night min stay

  View details
•   Pool Home with Fireplace, Close to I-75 & Golf Courses 3BR/2BA – Sleeps 6 – Private Homes #333874
  6
  $165 - $195 per night 3 night min stay

  View details
•   Sarasota Fl Pool Home Lakeview South-Facing- Beach & Golf 4BR/2BA – Sleeps 6 – Private Homes #21808
  4
  $170 per night 14 night min stay

  View details
•   Downtown Sarasota Updated,Tropical Near Beaches,Shopping, Arts 2BR+/1BA – Sleeps 4-5 – Private Homes #371973
  8
  $100 - $200 per night 2 night min stay

  View details
•   Walk to Beach and Avoid Siesta Key Traffic 3BR/2BA – Sleeps 5-6 – Private Homes #60370
  1
  $1800- $3600/mo

  View details
•   Home Away from Home in Beautiful Sarasota Florida 2BR/2BA – Sleeps 2-4 – Private Homes #14543
  1
  From $100/nt - $450/wk - $1400/mo

  View details
•   The Frog House - a Downtown, Historic Cottage, Walk to Main Street! 1BR/1BA – Sleeps 2 – Private Homes #408051
  5
  $95 - $100 per night 2 night min stay

  View details
•   Siesta Key: No Car Required, on Canals and Newly Renovated! 3BR+/3BA – Sleeps 8 – Private Homes #434256
  4
  $1995-- $2595/wk

  View details
•   Spacious, Private Country Home on Peaceful Ranch 3BR+/2.5BA – Sleeps 9 – Private Homes #434650
  21
  $299 per night 3 night min stay

  View details
•   Perfectly Located - Siesta Key Gem! 50' Lap Pool and Hot Tub 2BR+/2BA – Sleeps 6 – Private Homes #375875
  14
  $1,500 - $1,600/wk

  View details
•   Little Beach House on the Beach 'Almost' Guest House 2BR+/1BA – Sleeps 6 – Private Homes #395629
  2
  $125/nt-$700/wk- $2100/mo

  View details
•   Luxury Mainland Waterfront Pool Home with Boatdock 3BR/4.5BA – Sleeps 4-7 – Private Homes #423410
  0
  $8,000.00- $14,000 per mo short term avai

  View details
•   Gorgeous New Remodeled Home-- Oasis in Sarasota 3BR/2BA – Sleeps 2-6 – Private Homes #382573
  1
  $9500 a week / 3500 a month

  View details
•   Beautiful, Sunny Private Home with Heated Pool! 4BR/2BA – Sleeps 6-7 – Private Homes #459017
  0
  850 - 1,200 US $

  View details
•   Completely Renovated Spacious 3 Bedroom Home with Heated Pool 3BR/2BA – Sleeps 8-9 – Private Homes #391712
  3
  1.00

  View details
•   4BR Pool Home in Sarasota, Just 1 Block from Siesta Key 4BR/2BA – Sleeps 10-12 – Private Homes #3529896ha
  0
  $147 - $211 per night

  View details
•   Luxury Waterfront Villa on the Door Step to the Beach 4BR+/2BA – Sleeps 10 – Private Homes #401111
  1
  $160 per night 3-28 night min stay

  View details
•   Beautiful Spanish Mediterranean Style Home in Sarasota City 4BR/3BA – Sleeps 6-8 – Private Homes #435281
  0
  $2610 per month 30 night min stay

  View details
•   Beautiful 3BR/2BA Pool Home 10 Minutes to Siesta Beach 3BR/2BA – Sleeps 7 – Private Homes #373367
  0
  $150/nt minimum 3 nt

  View details