Welcome to Florida, land of perpetual sunshine! Here you'll find sandy beaches, crystal springs, Walt Disney World, and sun-soaked vacation rentals to call home. A weekend on Panama City Beach could be just the ticket and we have vacation homes/condos galore. Use the blue location links below to select the region you'd like to explore or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process that will have your vacation buttoned up in no time!
Photo Credit Ann Caron

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  1. HOUSE
    New Listing! Upscale Canal Home w/ Pool & Dock

    New Listing! Upscale Canal Home w/ Pool & Dock

    Tampa, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $371 to $597/night

  2. HOUSE
    Luxe Beach & Golf Resort: Golf Cart, Pool & Marina

    Luxe Beach & Golf Resort: Golf Cart, Pool & Mari...

    Miramar Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $191 to $407/night

  3. HOUSE
    New Listing! Chic Home w/ Pool, Near Beach

    New Listing! Chic Home w/ Pool, Near Beach

    Santa Rosa Beach, FL

    Pool Hot Tub Pets OK
    FREE CANCELLATION
    Prime Now

    $202 to $521/night

  4. HOUSE
    3BR w/ Pools, Near Beach & Dining

    3BR w/ Pools, Near Beach & Dining

    Santa Rosa Beach, FL

    Pool Pets OK
    FREE CANCELLATION
    Prime Now

    $106 to $396/night

  5. HOUSE
    3BR w/ Heated Screened Pool & Big Lanai

    3BR w/ Heated Screened Pool & Big Lanai

    Cape Coral, FL

    Pool
    FREE CANCELLATION

    $130 to $330/night

  6. CONDOMINIUM
    New Listing! Beachfront Perch w/ Pool & Balcony

    New Listing! Beachfront Perch w/ Pool & Balcony

    Indian Shores, FL

    Pool
    FREE CANCELLATION

    $219 to $410/night

  7. CONDOMINIUM
    Pelican Isle 116

    Pelican Isle 116

    Fort Walton Beach, FL

    Pool Hot Tub
    FREE CANCELLATION
    Prime Now

    $171 to $422/night

  8. CONDOMINIUM
    Indian Shores 2BR w/ Pool, Across From Beach

    Indian Shores 2BR w/ Pool, Across From Beach

    Indian Rocks Beach, FL

    Pool Hot Tub
    FREE CANCELLATION

    $202 to $379/night

  9. TOWNHOUSE
    2BR Townhouse Across from Beach

    2BR Townhouse Across from Beach

    Indian Rocks Beach, FL

    Pool
    FREE CANCELLATION

    $99 to $289/night

  10. HOUSE
    Waterfront 2BR w/ Pool & Pier

    Waterfront 2BR w/ Pool & Pier

    Saint Petersburg, FL

    Pool Pets OK
    FREE CANCELLATION

    $241 to $358/night

  11. CONDOMINIUM
    2BR Edgewater Golf Getaway

    2BR Edgewater Golf Getaway

    Panama City Beach, FL

    Pool Hot Tub
    FREE CANCELLATION

    $51 to $295/night

  12. DUPLEX
    2BR w/ Pool- 4.5 Miles to Beach

    2BR w/ Pool- 4.5 Miles to Beach

    Wilton Manors, FL

    Pool Pets OK
    FREE CANCELLATION
    Prime Now

    $91 to $476/night

  13. HOUSE
    New Listing! Island Bungalow- Walk to Amphitheatre

    New Listing! Island Bungalow- Walk to Amphitheatre

    Saint Augustine, FL

    FREE CANCELLATION

    $86 to $260/night

  14. TOWNHOUSE
    HERON WALK 8963

    HERON WALK 8963

    Miramar Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $144 to $520/night

  15. HOUSE
    Charming 2BR– 60 Seconds to Beach

    Charming 2BR– 60 Seconds to Beach

    Fort Myers Beach, FL

    FREE CANCELLATION

    $153 to $407/night

  16. CONDOMINIUM
    FREE BEACH SETUP- Shoreline Towers 2103 Beach Front Rental

    FREE BEACH SETUP- Shoreline Towers 2103 Beach Front Rent...

    Destin, FL

    Pool
    Prime Now

    $198 to $410/night

  17. CONDOMINIUM
    New Listing! Coastal Gem w/ Pool- Walk to Beach

    New Listing! Coastal Gem w/ Pool- Walk to Beach

    Miramar Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $105 to $389/night

  18. CONDOMINIUM
    Spot Dolphins from a Private Deck

    Spot Dolphins from a Private Deck

    Indian Shores, FL

    Pool
    FREE CANCELLATION

    $97 to $194/night

  19. HOUSE
    New Listing! The “Salt Life”- All-Suite Beach Home

    New Listing! The “Salt Life”- All-Suite Beach Home

    Santa Rosa Beach, FL

    FREE CANCELLATION
    Prime Now

    $220 to $680/night

  20. HOUSE
    Awesome Florida Canal Home

    Awesome Florida Canal Home

    Port Richey, FL

    Pool Pets OK

    $218 to $288/night

  21. CONDOMINIUM
    The SeaEsta at Floranada- Sleeps 4

    The SeaEsta at Floranada- Sleeps 4

    Pompano Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $94 to $543/night

  22. TOWNHOUSE
    Timon's Magic villa in Emerald Island Resort

    Timon's Magic villa in Emerald Island Resort

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  23. HOUSE
    Tigger's Magic villa in Emerald Island Resort

    Tigger's Magic villa in Emerald Island Resort

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  24. HOUSE
    Disney Magic villa in Emerald Island Resort

    Disney Magic villa in Emerald Island Resort

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  25. HOUSE
    Emerald Magic villa in Emerald Island Resort

    Emerald Magic villa in Emerald Island Resort

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  26. HOUSE
     Highgate Park House 234

    Highgate Park House 234

    Davenport, FL

    Pool
    FREE CANCELLATION
  27. HOUSE
    Disney Fun- Hillcrest House 737

    Disney Fun- Hillcrest House 737

    Davenport, FL

    Pool

    $134 to $243/night

  28. HOUSE
    Disney Gem- Carerra 107

    Disney Gem- Carerra 107

    Davenport, FL

    Pool Hot Tub

    $163 to $243/night

  29. HOUSE
    Turquoise Bay- Saragossa House 140

    Turquoise Bay- Saragossa House 140

    Davenport, FL

    Pool

    $163 to $243/night

  30. HOUSE
    Palm Lake- Soaring Eagle 1051

    Palm Lake- Soaring Eagle 1051

    Kissimmee, FL

    Pool

    $163 to $216/night

  31. HOUSE
     Palmetto Hill House 16143

    Palmetto Hill House 16143

    Clermont, FL

    Pool
  32. CONDOMINIUM
     Treasure Trove Condo 9051-2

    Treasure Trove Condo 9051-2

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  33. CONDOMINIUM
     Terrace Ridge Condo 619

    Terrace Ridge Condo 619

    Davenport, FL

    Pool Hot Tub
    Prime Now
  34. HOUSE
     Kensington House 8813

    Kensington House 8813

    Kissimmee, FL

    Pool
    Prime Now
  35. CONDOMINIUM
     Royal Bay #22 Condo 2047

    Royal Bay #22 Condo 2047

    Kissimmee, FL

    Pool Hot Tub
  36. HOUSE
     Hammock House 244

    Hammock House 244

    Davenport, FL

    Pool
    Prime Now
  37. HOUSE
     Willow View House 232

    Willow View House 232

    Davenport, FL

    Pool
    Prime Now
  38. HOUSE
     Basnett House 7799

    Basnett House 7799

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  39. HOUSE
     Hidden Spring House 16722

    Hidden Spring House 16722

    Clermont, FL

    Pool
  40. TOWNHOUSE
     Assembly Townhome 873

    Assembly Townhome 873

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  41. TOWNHOUSE
     Seven Dwarfs Townhome 4624

    Seven Dwarfs Townhome 4624

    Kissimmee, FL

    Pool Hot Tub
  42. HOUSE
     Orange Cosmos House 305

    Orange Cosmos House 305

    Davenport, FL

    Pool Hot Tub
  43. HOUSE
     Daulby House 2608

    Daulby House 2608

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  44. CONDOMINIUM
     Terrace Ridge Condo 307

    Terrace Ridge Condo 307

    Davenport, FL

    Pool Hot Tub
    Prime Now
  45. CONDOMINIUM
     Terrace Ridge Condo 421

    Terrace Ridge Condo 421

    Davenport, FL

    Pool Hot Tub
    Prime Now
  46. CONDOMINIUM
     Cane Island #302 Condo 5253

    Cane Island #302 Condo 5253

    Kissimmee, FL

    Pool Hot Tub
  47. CONDOMINIUM
     Terrace Ridge Condo 422

    Terrace Ridge Condo 422

    Davenport, FL

    Pool
    Prime Now
  48. CONDOMINIUM
     Pirates Retreat Condo 3050

    Pirates Retreat Condo 3050

    Kissimmee, FL

    Pool
    Prime Now
  49. CONDOMINIUM
     Terrace Ridge Condo 319

    Terrace Ridge Condo 319

    Davenport, FL

    Pool Hot Tub
    Prime Now
  50. CONDOMINIUM
     Terrace Ridge Condo 702

    Terrace Ridge Condo 702

    Davenport, FL

    Pool Hot Tub
    Prime Now
  51. CONDOMINIUM
     Terrace Ridge Condo 314

    Terrace Ridge Condo 314

    Davenport, FL

    Pool Hot Tub
    Prime Now
  52. HOUSE
     Pall Mall East House 4951

    Pall Mall East House 4951

    Kissimmee, FL

    Pool Hot Tub
  53. HOUSE
     Lido Key House 2809

    Lido Key House 2809

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  54. HOUSE
     Orange Cosmos House 1039

    Orange Cosmos House 1039

    Davenport, FL

    Pool Hot Tub
  55. TOWNHOUSE
     Gala North Townhome 2609

    Gala North Townhome 2609

    Kissimmee, FL

    Pool Hot Tub
  56. CONDOMINIUM
     Butterfly Palm Condo 2300

    Butterfly Palm Condo 2300

    Kissimmee, FL

    Pool Hot Tub
    Prime Now
  57. CONDOMINIUM
     Terrace Ridge Condo 808

    Terrace Ridge Condo 808

    Davenport, FL

    Pool Hot Tub
    Prime Now
  58. TOWNHOUSE
     Lodi Townhome 2604

    Lodi Townhome 2604

    Kissimmee, FL

    Pool Hot Tub
  59. CONDOMINIUM
     Terrace Ridge Condo 707

    Terrace Ridge Condo 707

    Davenport, FL

    Pool Hot Tub
    Prime Now
  60. HOUSE
    Corvina House 943

    Corvina House 943

    Davenport, FL

    Pool Pets OK
    FREE CANCELLATION

    $180 to $270/night

  61. HOUSE
    Gleneagles House 425

    Gleneagles House 425

    Davenport, FL

    Pool Pets OK
    FREE CANCELLATION

    $180 to $270/night

  62. HOUSE
     Whittier House 360

    Whittier House 360

    Davenport, FL

    Pool
    Prime Now
  63. HOUSE
     Hills Bay House 234

    Hills Bay House 234

    Davenport, FL

    Pool
    Prime Now
  64. HOUSE
    Osceola Polk Home #185SRD

    Osceola Polk Home #185SRD

    Davenport, FL

    Pool Hot Tub
    Prime Now

    $151 to $201/night

  65. HOUSE
    Crystal Cove Home #8538CC

    Crystal Cove Home #8538CC

    Kissimmee, FL

    Pool Hot Tub
    Prime Now

    $112 to $162/night

  66. CONDOMINIUM
    Reedy Creek Condo #EV114

    Reedy Creek Condo #EV114

    Kissimmee, FL

    Pool
    Prime Now

    $126 to $169/night

  67. HOUSE
    Home In 5 Star Resort #1422WWG

    Home In 5 Star Resort #1422WWG

    Davenport, FL

    Pool Hot Tub
    Prime Now

    $321 to $546/night

  68. HOUSE
    Champions Gate Home #9162SDG

    Champions Gate Home #9162SDG

    Davenport, FL

    Pool Hot Tub
    Prime Now

    $506 to $712/night

  69. CONDOMINIUM
    3225 NE 16th Street Condo Unit 2A

    3225 NE 16th Street Condo Unit 2A

    Pompano Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $144 to $739/night

  70. HOUSE
    Belvoir House #76260

    Belvoir House #76260

    Kissimmee, FL

    Pool
    Prime Now
  71. HOUSE
    Beautiful Villa w/pool in the popular West Haven Community 10 min to Disney!

    Beautiful Villa w/pool in the popular West Haven Communi...

    Davenport, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $157 to $186/night

  72. HOUSE
    Ideal Vacation Home with private pool minutes to Disney!

    Ideal Vacation Home with private pool minutes to Disney!...

    Kissimmee, FL

    Pool
    FREE CANCELLATION

    $146 to $175/night

  73. HOUSE
    Gorgeous 4 bedroom Vacation Home close to Disney and Orlando in Clermont with private pool and spa

    Gorgeous 4 bedroom Vacation Home close to Disney and Orl...

    Clermont, FL

    Pool Pets OK
    FREE CANCELLATION

    $146 to $175/night

  74. CONDOMINIUM
    Perdido Key Condo #B23

    Perdido Key Condo #B23

    Pensacola, FL

    FREE CANCELLATION

    $163 to $231/night

  75. CONDOMINIUM
    Perdido Key Condo #D14

    Perdido Key Condo #D14

    Pensacola, FL

    FREE CANCELLATION

    $200 to $263/night

  76. CONDOMINIUM
    Sundial H110

    Sundial H110

    Sanibel, FL

    Pool

    $179 to $298/night

  77. HOUSE
    Mermaid Point- Solana Hypolita 200

    Mermaid Point- Solana Hypolita 200

    Davenport, FL

    Pool

    $204 to $320/night

  78. CONDOMINIUM
    South Seas Lands End 1625

    South Seas Lands End 1625

    Captiva, FL

    Pool Hot Tub

    $298 to $833/night

  79. HOUSE
    FIELDSTONE DR. 1025 LUXURY HOME WALKING DISTANCE TO BEACH!

    FIELDSTONE DR. 1025 LUXURY HOME WALKING DISTANCE TO BEAC...

    Marco Island, FL

    Pool

    $233 to $664/night

  80. HOUSE
    SYCAMORE CT. 931 WALKING DISTANCE TO BEACH WITH POOL!

    SYCAMORE CT. 931 WALKING DISTANCE TO BEACH WITH POOL!

    Marco Island, FL

    Pool

    $225 to $574/night

  81. HOUSE
    LAMPLIGHTER CT. 1116 LUXURY POOL HOME ON THE WATER!

    LAMPLIGHTER CT. 1116 LUXURY POOL HOME ON THE WATER!

    Marco Island, FL

    Pool Hot Tub

    $448 to $861/night

  82. HOUSE
    TIMBERLINE DR.1997 NAPLES FLORIDA VACATION RENTAL

    TIMBERLINE DR.1997 NAPLES FLORIDA VACATION RENTAL

    Naples, FL

    Pool
    Prime Now

    $197 to $574/night

  83. HOUSE
    OLD MARCO INN 201 CLOSE TO RESTAURANTS AND SHOPS!

    OLD MARCO INN 201 CLOSE TO RESTAURANTS AND SHOPS!

    Marco Island, FL

    Pool

    $162 to $251/night

  84. HOUSE
    LELY FALCONS GLEN, 7073 GOLFING, POOL, AND VACATION!

    LELY FALCONS GLEN, 7073 GOLFING, POOL, AND VACATION!

    Naples, FL

    Pool Pets OK

    $215 to $520/night

  85. HOUSE
    CALUSA CT. 1896 LUXURY POOL HOME!

    CALUSA CT. 1896 LUXURY POOL HOME!

    Marco Island, FL

    Pool

    $448 to $1,166/night

  86. HOUSE
    SOUTH SEAS NORTH, K3 BEAUTIFUL CONDO!

    SOUTH SEAS NORTH, K3 BEAUTIFUL CONDO!

    Marco Island, FL

    Pool

    $89 to $225/night

  87. HOUSE
    BUCCANEER CT. 1556 WATERFRONT POOL HOME!

    BUCCANEER CT. 1556 WATERFRONT POOL HOME!

    Marco Island, FL

    Pool Pets OK

    $251 to $664/night

  88. HOUSE
    BEACHCOMBER ST. 210 MARCO ISLAND VACATION RENTAL

    BEACHCOMBER ST. 210 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool

    $251 to $528/night

  89. HOUSE
    PALM ISLE C-2 SHORT DISTANCE TO THE BEACH!

    PALM ISLE C-2 SHORT DISTANCE TO THE BEACH!

    Marco Island, FL

    Pool
  90. HOUSE
    HIDEAWAY BEACH PENTHOUSE 0 BEACHFRONT, GATED COMMUNITY, AND LUXURIOUS!

    HIDEAWAY BEACH PENTHOUSE 0 BEACHFRONT, GATED COMMUNITY, ...

    Marco Island, FL

    Pool
  91. HOUSE
    TIGERTAIL CT. 577 MARCO ISLAND VACATION RENTAL

    TIGERTAIL CT. 577 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool

    $403 to $717/night

  92. HOUSE
    LELY, INDIAN WELLS, 8347 GOLFING, POOL, AND VACATION!

    LELY, INDIAN WELLS, 8347 GOLFING, POOL, AND VACATION!

    Naples, FL

    Pool
  93. HOUSE
    NASSAU RD. 552 MARCO ISLAND VACATION RENTAL

    NASSAU RD. 552 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool

    $287 to $582/night

  94. HOUSE
    Paradise Pool Home: Modern 3 bedroom home with Solar Heated Private Pool, Short walk to the Beach

    Paradise Pool Home: Modern 3 bedroom home with Solar Hea...

    St. Augustine Beach, FL

    Pool
    FREE CANCELLATION

    $351 to $688/night

  95. CONDOMINIUM
    Fall special! Bright and Sunny 3 bedroom top floor condo- Gated, 2 Pools (1 heated) elevator, and beach access

    Fall special! Bright and Sunny 3 bedroom top floor condo...

    St. Augustine Beach, FL

    Pool
    FREE CANCELLATION

    $239 to $577/night

  96. CONDOMINIUM
    Fall special! Ground floor 3 Bedroom condo with large patio and lagoon views!

    Fall special! Ground floor 3 Bedroom condo with large pa...

    St. Augustine Beach, FL

    Pool
    FREE CANCELLATION

    $239 to $577/night

  97. CONDOMINIUM
     Fall special! Pet Friendly 3 bedroom 2 bath ground floor condo with 2 pools (1 heated) and beach access

    Fall special! Pet Friendly 3 bedroom 2 bath ground floo...

    St. Augustine, FL

    Pool
    FREE CANCELLATION

    $217 to $464/night

  98. CONDOMINIUM
    Updated 2 bedroom ground floor condo in gated complex with 2 pools and beach access

    Updated 2 bedroom ground floor condo in gated complex wi...

    St. Augustine Beach, FL

    Pool Pets OK
    FREE CANCELLATION

    $172 to $314/night

  99. HOUSE
    $150/nt Fall special! Buttercup:Walk To Beach from this 3 BR Home, Full of Gorgeous Coastal Decor, on a Private Lot with Screened Lanai (10 min Drive DT)

    $150/nt Fall special! Buttercup:Walk To Beach from this ...

    St. Augustine Beach, FL

    FREE CANCELLATION

    $239 to $464/night

  100. HOUSE
    $200/nt Fall special!: Coastal 4 bedroom home with Private pool, fenced yard and just steps to the beach

    $200/nt Fall special!: Coastal 4 bedroom home with Priva...

    St. Augustine Beach, FL

    Pool
    FREE CANCELLATION

    $314 to $800/night