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. CONDOMINIUM
    Perdido Key Condo Pool Side

    Perdido Key Condo Pool Side

    Pensacola, FL

    FREE CANCELLATION

    $163 to $231/night

  2. CONDOMINIUM
    Perdido Key Condominiums #B14

    Perdido Key Condominiums #B14

    Perdido Key, FL

    Pool
    FREE CANCELLATION

    $163 to $300/night

  3. HOUSE
    MULBERRY CT. 1148 WATERFRONT POOL HOME!

    MULBERRY CT. 1148 WATERFRONT POOL HOME!

    Marco Island, FL

    Pool

    $215 to $520/night

  4. HOUSE
    ROOKERY CT. 396 DOLPHINS PARADISE

    ROOKERY CT. 396 DOLPHINS PARADISE

    Marco Island, FL

    Pool

    $340 to $628/night

  5. HOUSE
    SPANISH CT. 1241 MARCO ISLAND VACATION RENTAL

    SPANISH CT. 1241 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool Hot Tub

    $359 to $1,166/night

  6. HOUSE
    NORTH BARFIELD DR. 437 LUXURY 4 BEDROOM, WATERFRONT, AND LARGE POOL WITH HOT TUB

    NORTH BARFIELD DR. 437 LUXURY 4 BEDROOM, WATERFRONT, AND...

    Marco Island, FL

    Pool Hot Tub

    $484 to $1,004/night

  7. HOUSE
    IVORY CT. 910 4 BR, 3 BA, POOL HOME ON WATERFRONT

    IVORY CT. 910 4 BR, 3 BA, POOL HOME ON WATERFRONT

    Marco Island, FL

    Pool

    $287 to $664/night

  8. HOUSE
    LAMPLIGHTER CT. 1221 WATERFRONT POOL HOME! SOUTHERN EXPOSURE

    LAMPLIGHTER CT. 1221 WATERFRONT POOL HOME! SOUTHERN EXPO...

    Marco Island, FL

    Pool

    $260 to $664/night

  9. HOUSE
    COLONIAL AVE. 373 LUXURY, WATERFRONT, POOL HOME!

    COLONIAL AVE. 373 LUXURY, WATERFRONT, POOL HOME!

    Marco Island, FL

    Pool

    $359 to $699/night

  10. HOUSE
    ROSE CT. 781 MARCO ISLAND VACATION RENTAL

    ROSE CT. 781 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool Hot Tub

    $251 to $753/night

  11. HOUSE
    PHEASANT CT. 490 MARCO ISLAND VACATION RENTAL

    PHEASANT CT. 490 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool Pets OK

    $215 to $493/night

  12. HOUSE
    SEAGRAPE DR. 560 BEACH WALK WATERFRONT HOME

    SEAGRAPE DR. 560 BEACH WALK WATERFRONT HOME

    Marco Island, FL

    $287 to $699/night

  13. HOUSE
    SS Mermaid-Canal front home with Ocean/Beach Access! FREE Wifi

    SS Mermaid-Canal front home with Ocean/Beach Access! FRE...

    Jensen Beach, FL

    Pool
    FREE CANCELLATION

    $113 to $366/night

  14. 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

  15. HOUSE
    SAN MARCO RD. 1149 LUXURY, POOL, WATERFRONT!

    SAN MARCO RD. 1149 LUXURY, POOL, WATERFRONT!

    Marco Island, FL

    Pool

    $269 to $717/night

  16. CONDOMINIUM
    Crabby Pelican of Coconut Villas of Dunedin

    Crabby Pelican of Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $122 to $244/night

  17. CONDOMINIUM
    Honeymoon Sunsets at Coconut Villas of Dunedin

    Honeymoon Sunsets at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $122 to $244/night

  18. HOUSE
    IVORY CT. 921 SOUTHERN EXPOSURE, WATERFRONT, POOL HOME!

    IVORY CT. 921 SOUTHERN EXPOSURE, WATERFRONT, POOL HOME!

    Marco Island, FL

    Pool

    $220 to $571/night

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

    New Listing! Upscale Canal Home w/ Pool & Dock

    Tampa, FL

    Pool
    FREE CANCELLATION

    $312 to $585/night

  20. CONDOMINIUM
    The Flip Flop Sunrise at Coconut Villas

    The Flip Flop Sunrise at Coconut Villas

    Dunedin, FL

    Pool

    $98 to $231/night

  21. HOUSE
    SHENANDOAH CT. 1184 LUXURY WATERFRONT POOL HOME!

    SHENANDOAH CT. 1184 LUXURY WATERFRONT POOL HOME!

    Marco Island, FL

    Pool

    $260 to $538/night

  22. HOUSE
    DILL CT. 1041 LUXURY, SOUTHERN EXPOSURE, POOL AND SPA HOME!

    DILL CT. 1041 LUXURY, SOUTHERN EXPOSURE, POOL AND SPA HO...

    Marco Island, FL

    Pool

    $269 to $833/night

  23. HOUSE
    SPINNAKER DR. 657 POOL, WATERFRONT, BEACH....

    SPINNAKER DR. 657 POOL, WATERFRONT, BEACH....

    Marco Island, FL

    Pool

    $251 to $664/night

  24. HOUSE
    PLANTATION CT. 725 BEAUTIFUL WATERFRONT POOL HOME!

    PLANTATION CT. 725 BEAUTIFUL WATERFRONT POOL HOME!

    Marco Island, FL

    Pool

    $260 to $582/night

  25. HOUSE
    BREAKWATER CT. 1107 LUXURY, POOL, SOUTHERN EXPOSURE

    BREAKWATER CT. 1107 LUXURY, POOL, SOUTHERN EXPOSURE

    Marco Island, FL

    Pool Hot Tub

    $448 to $1,166/night

  26. HOUSE
    ROSE CT. 791 LUXURY WATERFRONT POOL HOME!

    ROSE CT. 791 LUXURY WATERFRONT POOL HOME!

    Marco Island, FL

    Pool

    $269 to $833/night

  27. HOUSE
    KENDALL DR. 815 MARCO ISLAND VACATION RENTAL

    KENDALL DR. 815 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool Hot Tub

    $287 to $681/night

  28. HOUSE
    WINTERGREEN CT. 859 MARCO ISLAND VACATION RENTAL

    WINTERGREEN CT. 859 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    Pool Hot Tub

    $502 to $968/night

  29. HOUSE
    PEACH CT. 115 SOUTHERN EXPOSURE, WATERFRONT, POOL, HOT TUB, DIRECT ACCESS HOME!

    PEACH CT. 115 SOUTHERN EXPOSURE, WATERFRONT, POOL, HOT T...

    Marco Island, FL

    Pool

    $359 to $833/night

  30. CONDOMINIUM
    Pineapple Retreat at Coconut Villas of Dunedin

    Pineapple Retreat at Coconut Villas of Dunedin

    Dunedin, FL

    Pool Pets OK

    $122 to $244/night

  31. CONDOMINIUM
    Calypso Kiwi at Coconut Villas of Dunedin

    Calypso Kiwi at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $122 to $244/night

  32. HOUSE
    2BR w/ Dock & Private Saltwater Pool

    2BR w/ Dock & Private Saltwater Pool

    New Port Richey, FL

    Pool
    FREE CANCELLATION

    $113 to $272/night

  33. HOUSE
    Waterfront Retreat on John Pennekamp State Park

    Waterfront Retreat on John Pennekamp State Park

    Key Largo, FL

    Pets OK
    FREE CANCELLATION

    $182 to $241/night

  34. HOUSE
    New Listing! Spacious Home & Studio w/ 70’ Dock

    New Listing! Spacious Home & Studio w/ 70’ Dock

    Tavernier, FL

    Pets OK
    FREE CANCELLATION

    $302 to $457/night

  35. HOUSE
    KENDALL DR. 585 HOME WITH PLENTY OF AMENITIES!

    KENDALL DR. 585 HOME WITH PLENTY OF AMENITIES!

    Marco Island, FL

    Pool
  36. CONDOMINIUM
    South Seas Tower 4 #1912

    South Seas Tower 4 #1912

    Marco Island, FL

    Pool

    $258 to $495/night

  37. HOUSE
    Canal-Front Oasis w/ Pool, Hot Tub & Boat Dock

    Canal-Front Oasis w/ Pool, Hot Tub & Boat Dock

    Bradenton, FL

    Pool Hot Tub
    FREE CANCELLATION

    $166 to $410/night

  38. HOUSE
    Pet-Friendly 2BR w/ Dock on Bay

    Pet-Friendly 2BR w/ Dock on Bay

    Nokomis, FL

    Pets OK
    FREE CANCELLATION

    $164 to $258/night

  39. HOUSE
    Redfish Cove 3BR w/ Screened Pool & Boat Dock

    Redfish Cove 3BR w/ Screened Pool & Boat Dock

    Cape Coral, FL

    Pool
    FREE CANCELLATION

    $152 to $313/night

  40. 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

    $1,135 to $3,104/night

  41. HOUSE
    3BR w/ Dock, Screened Pool & Hot Tub

    3BR w/ Dock, Screened Pool & Hot Tub

    Nokomis, FL

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $355/night

  42. HOUSE
    Modern 4BR w/ Pool & Dock on Canal

    Modern 4BR w/ Pool & Dock on Canal

    Saint Augustine, FL

    Pool
    FREE CANCELLATION

    $260 to $658/night

  43. HOUSE
    Canal-Front 3BR w/ Private Pool, Fire Pit & Dock

    Canal-Front 3BR w/ Private Pool, Fire Pit & Dock

    Cape Coral, FL

    Pool
    FREE CANCELLATION

    $123 to $324/night

  44. CONDOMINIUM
    Halciona Sunrise at Coconut Villas of Dunedin

    Halciona Sunrise at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $98 to $231/night

  45. CONDOMINIUM
    Coastal Charm at Coconut Villas of Dunedin

    Coastal Charm at Coconut Villas of Dunedin

    Dunedin, FL

    Pool Pets OK

    $98 to $231/night

  46. CONDOMINIUM
    Royal Poinciana at Coconut Villas of Dunedin

    Royal Poinciana at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $98 to $231/night

  47. CONDOMINIUM
    The Island Breeze at Coconut Villas of Dunedin

    The Island Breeze at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $122 to $244/night

  48. HOUSE
    CALUSA CT. 1896 LUXURY POOL HOME!

    CALUSA CT. 1896 LUXURY POOL HOME!

    Marco Island, FL

    Pool

    $448 to $1,166/night

  49. 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

  50. HOUSE
    SPINNAKER DR. 565 LUXURY, WALK TO BEACH, WATERFRONT, AND POOL

    SPINNAKER DR. 565 LUXURY, WALK TO BEACH, WATERFRONT, AND...

    Marco Island, FL

    Pool

    $287 to $753/night

  51. HOUSE
    Ohana House 333

    Ohana House 333

    Indian Rocks Beach, FL

    Pool

    $377 to $722/night

  52. HOUSE
    BUCCANEER CT. 1556 WATERFRONT POOL HOME!

    BUCCANEER CT. 1556 WATERFRONT POOL HOME!

    Marco Island, FL

    Pool Pets OK

    $251 to $664/night

  53. HOUSE
    Hidden Treasure: Modern 3 bedroom pool home with canal access to river- Bring your boat and trailer parking in the front of house

    Hidden Treasure: Modern 3 bedroom pool home with canal a...

    St. Augustine, FL

    Pool
    FREE CANCELLATION

    $351 to $688/night

  54. CONDOMINIUM
    Blue Heron at Coconut Villas of Dunedin

    Blue Heron at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $122 to $244/night

  55. HOUSE
    Beautiful Riverfront Home

    Beautiful Riverfront Home

    Merritt Island, FL

    Pets OK

    $218 to $288/night

  56. HOUSE
    Canal-Side 4BR w/ Pool & Gulf Access

    Canal-Side 4BR w/ Pool & Gulf Access

    Cape Coral, FL

    Pool Pets OK
    FREE CANCELLATION

    $128 to $364/night

  57. CONDOMINIUM
    Water View Intracoastal Standard Condo # 405

    Water View Intracoastal Standard Condo # 405

    Indian Shores, FL

    Pool Hot Tub

    $108 to $326/night

  58. HOUSE
    Fantastic Waterfront Vacation Home...Spacious and Trendy!

    Fantastic Waterfront Vacation Home...Spacious and Trendy...

    Marco Island, FL

    Pool Pets OK
    FREE CANCELLATION

    $174 to $487/night

  59. HOUSE
    Tropical Gem on Water

    Tropical Gem on Water

    Placida, FL

    Pool Pets OK
    FREE CANCELLATION

    $112 to $320/night

  60. HOUSE
    New Listing! Canal-Front Getaway: Dock, Boat Ramp

    New Listing! Canal-Front Getaway: Dock, Boat Ramp

    Key Largo, FL

    Pets OK
    FREE CANCELLATION

    $183 to $276/night

  61. HOUSE
    New Listing! “Sunset Hideaway”- Canal-Front Gem

    New Listing! “Sunset Hideaway”- Canal-Front Gem

    Cape Coral, FL

    Pool
    FREE CANCELLATION

    $116 to $275/night

  62. CONDOMINIUM
    Coconut Cabana at Coconut Villas of Dunedin

    Coconut Cabana at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $122 to $244/night

  63. HOUSE
    Gulf-Front 4BR w/ Epic Views & Private Pool

    Gulf-Front 4BR w/ Epic Views & Private Pool

    Marathon, FL

    Pool
    FREE CANCELLATION

    $347 to $916/night

  64. HOUSE
    Canal-Front 3BR w/ Enclosed Pool & Spa

    Canal-Front 3BR w/ Enclosed Pool & Spa

    Longboat Key, FL

    Pool Hot Tub
    FREE CANCELLATION

    $387 to $525/night

  65. HOUSE
    6BR Getaway w/ Private Boat Basin

    6BR Getaway w/ Private Boat Basin

    Little Torch Key, FL

    Pool
    FREE CANCELLATION

    $407 to $825/night

  66. HOUSE
    Canalfront 4BR w/ Pool & Hot Tub

    Canalfront 4BR w/ Pool & Hot Tub

    Cape Coral, FL

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $226 to $461/night

  67. HOUSE
    3BR w/ Private Pool, Dock & Lanai

    3BR w/ Private Pool, Dock & Lanai

    Bokeelia, FL

    Pool
    FREE CANCELLATION

    $211 to $407/night

  68. CONDOMINIUM
    Hidden Gem: Waterfront Condo Near Beach w/ Docks

    Hidden Gem: Waterfront Condo Near Beach w/ Docks

    Saint Petersburg, FL

    Pool Pets OK
    FREE CANCELLATION

    $152 to $342/night

  69. CONDOMINIUM
    Bamboo Hideaway at Coconut Villas of Dunedin

    Bamboo Hideaway at Coconut Villas of Dunedin

    Dunedin, FL

    Pool

    $98 to $231/night

  70. CONDOMINIUM
    The Canal Breeze at Coconut Villas

    The Canal Breeze at Coconut Villas

    Dunedin, FL

    Pool

    $98 to $231/night

  71. CONDOMINIUM
    Dolphin Watch at Coconut Villas of Dunedin

    Dolphin Watch at Coconut Villas of Dunedin

    Dunedin, FL

    Pool Pets OK

    $122 to $244/night

  72. CONDOMINIUM
    Lazy Starfish at Coconut Villas of Dunedin

    Lazy Starfish at Coconut Villas of Dunedin

    Dunedin, FL

    Pool Pets OK

    $98 to $231/night