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!
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  1. HOUSE
    Casa del Rey

    Casa del Rey

    Santa Rosa Beach, FL

    Pool
    Prime Now

    $4,826 to $6,856/night

  2. CONDOMINIUM
    Sky's the Limit

    Sky's the Limit

    Destin, FL

    Pool
    Prime Now

    $2,256 to $3,425/night

  3. HOUSE
    Palazzo del Mar

    Palazzo del Mar

    Destin, FL

    Pool
    Prime Now

    $1,764 to $7,650/night

  4. HOUSE
    New Latitude

    New Latitude

    Captiva, FL

    Pool

    $1,702 to $3,804/night

  5. HOUSE
    30A Retreat

    30A Retreat

    Santa Rosa Beach, FL

    Pool Hot Tub Pets OK
    Prime Now

    $1,668 to $7,204/night

  6. HOUSE
    RVH_300R Reunion Retreat

    RVH_300R Reunion Retreat

    Kissimmee, FL

    Pool
    Prime Now

    $1,535 to $4,111/night

  7. HOUSE
    Key West Duval Street Octopus Garden 805

    Key West Duval Street Octopus Garden 805

    Key West, FL

    FREE CANCELLATION

    $1,469 to $2,644/night

  8. HOUSE
    HUGE 11 bedroom Ocean front home with plenty of Parking, Perfect for family reunions, retreats. or just privacy!

    HUGE 11 bedroom Ocean front home with plenty of Parking,...

    Crescent Beach, FL

    FREE CANCELLATION

    $1,436 to $2,260/night

  9. HOUSE
    Verona

    Verona

    Miramar Beach, FL

    Pool
    Prime Now

    $1,433 to $4,870/night

  10. APARTMENT
    Ritz Carlton Coconut Grove Waterview 2 BR Apt

    Ritz Carlton Coconut Grove Waterview 2 BR Apt

    Miami, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $1,305 to $3,263/night

  11. HOUSE
    Capitano

    Capitano

    Destin, FL

    Pool Pets OK
    Prime Now

    $1,269 to $6,537/night

  12. HOUSE
    Elegance At Its Best Our 8 Br Reunion Home. 8172

    Elegance At Its Best Our 8 Br Reunion Home. 8172

    Kissimmee, FL

    Pool
    Prime Now

    $1,267 to $1,996/night

  13. HOUSE
    Its About Time

    Its About Time

    Miramar Beach, FL

    Pool
    Prime Now

    $1,258 to $4,789/night

  14. HOUSE
    6,250 SQ FT 14br Mini Glow Golf & Avatar Pool Area. 6109

    6,250 SQ FT 14br Mini Glow Golf & Avatar Pool Area. ...

    Davenport, FL

    Pool

    $1,244 to $1,996/night

  15. HOUSE
    Luna Sol

    Luna Sol

    Destin, FL

    Pool Pets OK
    Prime Now

    $1,241 to $6,316/night

  16. HOUSE
    LC561T-12/12.5, Game Room, Theater, Pool, Free Waterpark Access, Themed Rooms

    LC561T-12/12.5, Game Room, Theater, Pool, Free Waterpark...

    Kissimmee, FL

    Pool
    Prime Now

    $1,224 to $1,861/night

  17. HOUSE
    Sea La Vie

    Sea La Vie

    Captiva, FL

    FREE CANCELLATION

    $1,223 to $1,660/night

  18. HOUSE
    12 BR Pool Home with 10 King Br's. 8035

    12 BR Pool Home with 10 King Br's. 8035

    Davenport, FL

    Pool

    $1,223 to $1,349/night

  19. VILLA
    Stunning 14 Bed Pool Mansion- Resorts Largest. 6152

    Stunning 14 Bed Pool Mansion- Resorts Largest. 6152

    Davenport, FL

    Pool

    $1,177 to $1,853/night

  20. HOUSE
    Almost Heaven

    Almost Heaven

    Captiva, FL

    FREE CANCELLATION

    $1,136 to $1,555/night

  21. HOUSE
    Luxe Waterfront 5BR Estate w/ Pool, Spa & Dock

    Luxe Waterfront 5BR Estate w/ Pool, Spa & Dock

    Fort Lauderdale, FL

    Pool Hot Tub
    FREE CANCELLATION
    Prime Now

    $1,135 to $2,094/night

  22. HOUSE
    14 BR 11 BA Mansion "Coastal Breeze". 4053

    14 BR 11 BA Mansion "Coastal Breeze". 4053

    Davenport, FL

    Pool

    $1,121 to $1,764/night

  23. HOUSE
    Captiva Vista

    Captiva Vista

    Captiva, FL

    Pool

    $1,107 to $2,553/night

  24. HOUSE
    Solterra Resort 14 Bed Luxurious Mansion Home. 6117

    Solterra Resort 14 Bed Luxurious Mansion Home. 6117

    Davenport, FL

    Pool

    $1,034 to $1,621/night

  25. HOUSE
    Huge! Amenity Filled 14br Luxury Pool Mansion. 6012

    Huge! Amenity Filled 14br Luxury Pool Mansion. 6012

    Davenport, FL

    Pool

    $1,011 to $2,136/night

  26. HOUSE
    Fantastic! 14br 11bath Home with Incredible Rates!!. 7024

    Fantastic! 14br 11bath Home with Incredible Rates!!. 702...

    Davenport, FL

    Pool

    $995 to $1,564/night

  27. HOUSE
    SPINNAKER DR. 516 3 STORY, LUXURY, 5 BEDROOM, GAME ROOM, POOL, AND WALKING DISTANCE TO BEACH!!

    SPINNAKER DR. 516 3 STORY, LUXURY, 5 BEDROOM, GAME ROOM,...

    Marco Island, FL

    Pool

    $986 to $2,689/night

  28. HOUSE
    Grey Heron

    Grey Heron

    Captiva, FL

    FREE CANCELLATION

    $978 to $1,223/night

  29. HOUSE
    Huge 14br home Amazing Pool Area-Slide-Outdoor Kitchen. 6029

    Huge 14br home Amazing Pool Area-Slide-Outdoor Kitchen. ...

    Davenport, FL

    Pool

    $977 to $1,590/night

  30. HOUSE
    Hakuna Matata

    Hakuna Matata

    Seacrest, FL

    Pool

    $976 to $3,403/night

  31. HOUSE
    Sol Mate

    Sol Mate

    Captiva, FL

    FREE CANCELLATION

    $944 to $1,293/night

  32. CONDOMINIUM
    Lido Key 03

    Lido Key 03

    Sarasota, FL

    Pool Hot Tub
  33. ESTATE
    Secluded Miami Luxury Villa on 10 Private Acres

    Secluded Miami Luxury Villa on 10 Private Acres

    Miami, FL

    Pool Hot Tub
    FREE CANCELLATION

    $928 to $1,350/night

  34. HOUSE
    New Listing! Luxe Home w/ Private Pool, Near Beach

    New Listing! Luxe Home w/ Private Pool, Near Beach

    Marco Island, FL

    Pool Hot Tub
    FREE CANCELLATION

    $927 to $1,265/night

  35. HOUSE
    Outstanding Direct Access home is the Prestigious Estates of Marco Island

    Outstanding Direct Access home is the Prestigious Estate...

    Marco Island, FL

    Pool
    FREE CANCELLATION

    $922 to $1,160/night

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

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

    Marathon, FL

    Pool
    FREE CANCELLATION

    $914 to $1,958/night

  37. HOUSE
    Nifty Shades of Gray

    Nifty Shades of Gray

    Inlet Beach, FL

    $900 to $3,213/night

  38. HOUSE
    Cabrillo Beach Resort

    Cabrillo Beach Resort

    St. Peter Beach, FL

    Pool
    FREE CANCELLATION

    $872 to $1,130/night

  39. HOUSE
    Gulf Paradise

    Gulf Paradise

    Miramar Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $853 to $1,861/night

  40. APARTMENT
    Miami 1031 NE 83rd

    Miami 1031 NE 83rd

    Miami, FL

    Pool Hot Tub
    Prime Now

    $846 to $3,092/night

  41. HOUSE
    The White House- 1232985

    The White House- 1232985

    Santa Rosa Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $839 to $921/night

  42. HOUSE
    Amazing Place- 1232960

    Amazing Place- 1232960

    Santa Rosa Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $839 to $907/night

  43. HOUSE
    Salty C: Enjoy the Sunrise at this large 7 bedroom oceanfront home in St Augustine Beach. Sleeps up to 12~

    Salty C: Enjoy the Sunrise at this large 7 bedroom ocean...

    St. Augustine Beach, FL

    FREE CANCELLATION

    $838 to $1,436/night

  44. HOUSE
    Not the Norm

    Not the Norm

    Miramar Beach, FL

    Pool Pets OK
    Prime Now

    $829 to $5,845/night

  45. HOUSE
    Nirvana

    Nirvana

    Captiva, FL

    FREE CANCELLATION

    $786 to $1,397/night

  46. HOUSE
    Captiva House

    Captiva House

    Captiva, FL

    FREE CANCELLATION

    $786 to $1,083/night

  47. HOUSE
    Sunny Days

    Sunny Days

    Captiva, FL

    FREE CANCELLATION

    $786 to $1,205/night

  48. HOUSE
    Serenity Shores

    Serenity Shores

    Destin, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $774 to $1,840/night

  49. HOUSE
    Southern Tides: Newer 5 bedroom Ocean View home with Private Pool, elevator, garage and amazing views! Just 100' to beach

    Southern Tides: Newer 5 bedroom Ocean View home with Pri...

    St. Augustine Beach, FL

    Pool
    FREE CANCELLATION

    $763 to $1,362/night

  50. HOUSE
    Fantastic 12 Bed Resort Home with 10 King's. 8031

    Fantastic 12 Bed Resort Home with 10 King's. 8031

    Davenport, FL

    Pool

    $763 to $1,223/night

  51. HOUSE
    Gigglin Marlin

    Gigglin Marlin

    Destin, FL

    Pool
    Prime Now

    $757 to $3,626/night

  52. HOUSE
    Ocean Paradise

    Ocean Paradise

    Destin, FL

    Pool Pets OK
    Prime Now

    $744 to $3,280/night

  53. HOUSE
    The Pelagic Blue

    The Pelagic Blue

    Santa Rosa Beach, FL

    Pool
    Prime Now

    $743 to $4,070/night

  54. HOUSE
    Spacious and inviting...Updated waterfront home with direct boating access...Come and Enjoy!

    Spacious and inviting...Updated waterfront home with dir...

    Marco Island, FL

    Pool Pets OK
    FREE CANCELLATION

    $742 to $1,031/night

  55. HOUSE
    Millenia

    Millenia

    Destin, FL

    Pool
    Prime Now

    $741 to $4,268/night

  56. HOUSE
    Disney

    Disney

    Kissimmee, FL

    Pool Hot Tub
    FREE CANCELLATION
    Prime Now

    $734 to $916/night

  57. HOUSE
    Southern Accent House

    Southern Accent House

    Port St Joe, FL

    Pool Hot Tub
    FREE CANCELLATION

    $730 to $1,155/night

  58. HOUSE
    Bella Luna

    Bella Luna

    Destin, FL

    Pool
    Prime Now

    $727 to $2,959/night

  59. VILLA
    SR_910R Ultimate Villa

    SR_910R Ultimate Villa

    Davenport, FL

    Pool Hot Tub

    $724 to $2,055/night

  60. HOUSE
    Luna Plata

    Luna Plata

    Destin, FL

    Pool Pets OK
    Prime Now

    $723 to $3,202/night

  61. CONDOMINIUM
    South Beach 501

    South Beach 501

    Fort Walton Beach, FL

    Pool
    FREE CANCELLATION
    Prime Now

    $716 to $803/night

  62. HOUSE
    The Life Aquatic

    The Life Aquatic

    Destin, FL

    Pool Hot Tub
    Prime Now

    $708 to $3,403/night

  63. HOUSE
    Delightfully Modern Villa With Pool & Spa. 1473

    Delightfully Modern Villa With Pool & Spa. 1473

    Champions Gate, FL

    Pool Pets OK
    Prime Now

    $708 to $784/night

  64. HOUSE
    Our Blue Bonnet

    Our Blue Bonnet

    Inlet Beach, FL

    $707 to $2,185/night

  65. HOUSE
    RVH_001R The House at Reunion

    RVH_001R The House at Reunion

    Kissimmee, FL

    Pool
    Prime Now

    $705 to $1,798/night

  66. HOUSE
    Casablanca del Sol

    Casablanca del Sol

    Captiva, FL

    FREE CANCELLATION

    $699 to $874/night

  67. HOUSE
    Tenderly

    Tenderly

    Captiva, FL

    Hot Tub
    FREE CANCELLATION

    $699 to $960/night

  68. TOWNHOUSE
    White Caps Townhouse #3

    White Caps Townhouse #3

    Miramar Beach, FL

    Pets OK
    FREE CANCELLATION
    Prime Now

    $698 to $759/night

  69. HOUSE
    Hop..skip and jump to the beach from this spacious Vacation Home

    Hop..skip and jump to the beach from this spacious Vacat...

    Marco Island, FL

    Pool
    FREE CANCELLATION

    $696 to $956/night

  70. HOUSE
    Latitude Adjustment

    Latitude Adjustment

    Port Saint Joe, FL

    Pool
    FREE CANCELLATION

    $695 to $962/night

  71. HOUSE
    NM340L-5/5.5 w/Pool/Spa, Game Room, BBQ. Theater

    NM340L-5/5.5 w/Pool/Spa, Game Room, BBQ. Theater

    Kissimmee, FL

    Pool Hot Tub
    Prime Now

    $693 to $1,064/night

  72. HOUSE
    NP808C-5/5.5 w/Pool/Spa, BBQ, Game Room

    NP808C-5/5.5 w/Pool/Spa, BBQ, Game Room

    Kissimmee, FL

    Pool Hot Tub
    Prime Now

    $693 to $1,064/night

  73. HOUSE
    Sol Dorado

    Sol Dorado

    Destin, FL

    Pool Pets OK
    Prime Now

    $691 to $3,202/night

  74. HOUSE
    The Enclave on 30A

    The Enclave on 30A

    Santa Rosa Beach, FL

    Pool Hot Tub Pets OK
    Prime Now

    $691 to $3,847/night

  75. HOUSE
    Beach Retreat: Luxury 5 BR Beach House perfect for the whole family with ocean views and Private Pool

    Beach Retreat: Luxury 5 BR Beach House perfect for the w...

    St. Augustine Beach, FL

    Pool
    FREE CANCELLATION

    $688 to $1,362/night

  76. HOUSE
    Lavish Home w/ Private Pool & Spa, Walk to Beach

    Lavish Home w/ Private Pool & Spa, Walk to Beach

    Santa Rosa Beach, FL

    Pool Hot Tub
    FREE CANCELLATION
    Prime Now

    $684 to $870/night

  77. HOUSE
    Seaclusion

    Seaclusion

    Miramar Beach, FL

    Pool Hot Tub Pets OK
    Prime Now

    $684 to $3,959/night

  78. HOUSE
    Villa Dolce Vita

    Villa Dolce Vita

    Sanibel, FL

    $681 to $1,022/night

  79. HOUSE
    RVH_416R Castle Pines Estate

    RVH_416R Castle Pines Estate

    Kissimmee, FL

    Pool
    Prime Now

    $679 to $1,606/night

  80. HOUSE
    160- The Minnow

    160- The Minnow

    North Captiva, FL

    Pool

    $678 to $803/night

  81. HOUSE
    A Winterpast by the Sea

    A Winterpast by the Sea

    Santa Rosa Beach, FL

    Pool
    Prime Now

    $677 to $3,202/night

  82. HOUSE
    On The Sandbar

    On The Sandbar

    Miramar Beach, FL

    Pool Pets OK
    FREE CANCELLATION
    Prime Now

    $665 to $1,997/night

  83. HOUSE
    Dune It Up

    Dune It Up

    Santa Rosa Beach, FL

    Pool Pets OK
    Prime Now

    $658 to $3,648/night

  84. HOUSE
    RVH_254R Reunion Manor

    RVH_254R Reunion Manor

    Kissimmee, FL

    Pool
    Prime Now

    $651 to $1,735/night

  85. HOUSE
    The White Pearl

    The White Pearl

    Inlet Beach, FL

    Pool

    $643 to $1,414/night

  86. HOUSE
    Villa Bianca

    Villa Bianca

    Destin, FL

    Pool
    Prime Now

    $642 to $3,202/night

  87. HOUSE
    Luxury Oceanfront Home- Private Saltwater Pool and Stunning Sunrises

    Luxury Oceanfront Home- Private Saltwater Pool and Stunn...

    Fernandina Beach, FL

    Pool Pets OK
    FREE CANCELLATION

    $638 to $11,600/night

  88. HOUSE
    5 O'Clock Somewhere

    5 O'Clock Somewhere

    Destin, FL

    Pool Hot Tub
    Prime Now

    $638 to $3,847/night

  89. HOUSE
    RVH_368R Palmilla Oasis

    RVH_368R Palmilla Oasis

    Kissimmee, FL

    Pool
    Prime Now

    $634 to $1,669/night

  90. HOUSE
    MASSIVE DISCOUNTS!!! New 11 bed Solterra Resort home. 7012

    MASSIVE DISCOUNTS!!! New 11 bed Solterra Resort home. 70...

    Davenport, FL

    $632 to $995/night

  91. HOUSE
    SPINNAKER DR. 490 MARCO ISLAND VACATION RENTAL

    SPINNAKER DR. 490 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool Hot Tub

    $628 to $1,614/night

  92. HOUSE
    FG_800R Ruby Villa

    FG_800R Ruby Villa

    Kissimmee, FL

    Pool
    Prime Now

    $625 to $1,478/night

  93. HOUSE
    Sanctuary at Frangista Beach

    Sanctuary at Frangista Beach

    Miramar Beach, FL

    Pool
    Prime Now

    $621 to $3,736/night

  94. HOUSE
    South Seas Beach House 29

    South Seas Beach House 29

    Captiva, FL

    Pool

    $617 to $1,170/night

  95. HOUSE
    Destiny Shores

    Destiny Shores

    Destin, FL

    Pool Pets OK
    Prime Now

    $612 to $4,370/night

  96. HOUSE
    Ca 'd' Mare

    Ca 'd' Mare

    Captiva, FL

    FREE CANCELLATION

    $611 to $908/night

  97. HOUSE
    The Seapearl- 1625799

    The Seapearl- 1625799

    Santa Rosa Beach, FL

    Pool Hot Tub
    FREE CANCELLATION
    Prime Now

    $607 to $1,300/night

  98. HOUSE
    Big House by the Sea

    Big House by the Sea

    Destin, FL

    Pool
    Prime Now

    $603 to $3,403/night

  99. HOUSE
    Sanga Na Langa- No Worries

    Sanga Na Langa- No Worries

    Captiva, FL

    Pool

    $596 to $1,021/night

  100. HOUSE
    Custom Built Modern Luxury Home. 8162

    Custom Built Modern Luxury Home. 8162

    Reunion, FL

    Pool
    Prime Now

    $596 to $937/night