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
    Windsor Hills- 2621 Archfeld Blvd

    Windsor Hills- 2621 Archfeld Blvd

    Kissimmee, FL

    Welcome to this stunning rental home located in the resort community of Windsor Hills. This beautifully decorated home is perfect for a weekend getaway or long stay here in Central Florida. To begin, this spectacular open floor plan home features 5...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  2. TOWNHOUSE
    7679 Sir Kaufman Court

    7679 Sir Kaufman Court

    Kissimmee, FL

    Welcome to Windsor Hills Resort and this stunning 3 bedroom, 3 bathroom, 1,440 sq. ft. rental located near the theme parks in Orlando, Florida. This vacation rental has all the comforts of home and more. The kitchen is fully furnished and ideal for...

    Pool
    FREE CANCELLATION

    $120 to $285/night

  3. CONDOMINIUM
    Blue Mtn. Adagio Unit B-405- 2421 W. Hwy 30A

    Blue Mtn. Adagio Unit B-405- 2421 W. Hwy 30A

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS: - Gulf front views - 2 community pools - For the Sports Fan, Sit back and relax while having access to a complete TV sports Package. - Private balcony - Flat screens throughout the unit - Complete Clean Linen Participant – ALL...

    Pool Hot Tub

    $566 to $1,140/night

  4. HOUSE
    WaterColor 37 Winterberry Circle

    WaterColor 37 Winterberry Circle

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Newly renovated with refinished hardwood floors, freshly painted, new appliances, and new furniture throughout- Modernized technology including high-speed wireless Internet, four new LED TV’s, and Sonos sound system throughout...

    Pool

    $438 to $769/night

  5. HOUSE
    WaterColor 36 Inkberry Street

    WaterColor 36 Inkberry Street

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- 4 adult bikes- 6 Passenger Golf Cart- Fabulous Outdoor Space- Wolf Sub-Zero Appliances in Kitchen- Screened Porch on first level with outdoor fireplace- Propane Grill- 14' Ceilings- Brand new furnishings- WIFI- SONOS Sound System-...

    Pool

    $741 to $1,335/night

  6. HOUSE
    WaterColor "Camp Mermaid" 106 Spartina Circle

    WaterColor "Camp Mermaid" 106 Spartina Circle

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Across from Camp WaterColor- Carriage house- Propane Grill- 5 adult bikes- Fabulous porch spaces- Free WiFi- Complete Clean Linen Participant - ALL linens, including comforters, laundered upon every checkout.EXECUTIVE ACCESS:...

    Pool

    $672 to $1,205/night

  7. CONDOMINIUM
    Windsor Hills Resort Three-Bedroom Apartment

    Windsor Hills Resort Three-Bedroom Apartment

    Kissimmee, FL

    Enjoy of sophisticated and modern accommodations on your next visit to the Windsor Hills Resort. This three bedroom condo boasts 1200 SQ FT of living space and it's fully equipped for 8 guests. Conveniently located on the ground floor and a short...

    Pool
    FREE CANCELLATION

    $215 to $414/night

  8. CONDOMINIUM
    Windsor Hills Resort Two-Bedroom Apartment

    Windsor Hills Resort Two-Bedroom Apartment

    Kissimmee, FL

    Enjoy of sophisticated and modern accommodations on your next visit to the Windsor Hills Resort. This two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short...

    Pool
    FREE CANCELLATION

    $192 to $354/night

  9. HOUSE
    Destin "Alluring Seas" 108 Sandprint

    Destin "Alluring Seas" 108 Sandprint

    Destin, FL

    HOME HIGHLIGHTS: - Rooftop deck with Gulf Views - Private Heated Pool - Pool heating is available October 1st through May 1st for additional fee. - 8 Adult Bikes - Professionally Decorated - In Home Elevator - Two Sets of Washer/Dryers - Free WiFi...

    Pool

    $1,109 to $2,253/night

  10. HOUSE
    Miramar Beach "Wintertide" 94 Miami Street

    Miramar Beach "Wintertide" 94 Miami Street

    Miramar Beach, FL

    HOME HIGHLIGHTS: - 6 Seater Golf Cart - 7 Adult Bikes - Private Beach Access - Complimentary Beach Set up - Impeccable Gourmet Kitchen - Private In Home Elevator - 19 TVs Throughout - Gulf Views - Private Heated Pool **Pool heating is...

    Pool Hot Tub

    $1,177 to $2,396/night

  11. HOUSE
    Ocean Front Escape

    Ocean Front Escape

    Miramar Beach, FL

    Recently updated - new carpets and furniture. "Ocean Front Escape", Destin Gulf Front Luxury Home with Private Splash Pool, Elevator and Sundeck. Door opens to Beach! Great Location! Close to Factory Outlet Mall! "Ocean Front Escape" is the...

    Pool Pets OK
    FREE CANCELLATION

    $602 to $1,664/night

  12. HOUSE
    Windsor Hills- 2638 Dinville Street

    Windsor Hills- 2638 Dinville Street

    Kissimmee, FL

    Beautifully furnished and decorated 5 Bedroom 5 bathroom vacation home with private screened in pool and spa (heated upon request with extra charge). Back yard faces west with sun in afternoon and evening. This home features 3 master suites with...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $434/night

  13. HOUSE
    Windsor Hills- 7744 Comrow Street

    Windsor Hills- 7744 Comrow Street

    Kissimmee, FL

    Welcome to our stunning 2,966 sq. ft. 5 bedroom, 5 bathroom (with 3 suites) vacation home located in Windsor Hills. This home is professionally decorated and painted with a stone accent wall in the dining room and features 2 king suites with 40"...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  14. HOUSE
    Inlet Beach 80 Pinecrest Circle

    Inlet Beach 80 Pinecrest Circle

    Inlet Beach, FL

    HOME HIGHLIGHTS: - 4 adult bikes - Walking distance to the beach - 6 minutes - Furnished porches on both levels - Two master suites - Gas grill - Bonus den downstairs with kitchenette - Community pool - Gated community LOCATION: This home is...

    Pool

    $493 to $901/night

  15. HOUSE
    WaterColor "Southern Door" 142 Cove Hollow Street

    WaterColor "Southern Door" 142 Cove Hollow Str...

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- 4 Adult Bikes- Minutes from Frog Pool- Indoor and Outdoor Fireplace- Carriage House with Retro Appliances- Total parking for 4 vehicles- Garage Access- Complete Clean Linen Participant - ALL linens, including comforters, laundered...

    Pool

    $674 to $1,187/night

  16. HOUSE
    WaterColor 33 Bluestem Street

    WaterColor 33 Bluestem Street

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Golf Cart- 4 adult bikes- WaterColor community pools- Great outdoor space with two spacious porches and two porch swings- Back deck has gas grill and outdoor eating area- Stainless steel kitchen appliances- This property comes with...

    Pool

    $570 to $1,049/night

  17. HOUSE
    WaterSound "Bella Vista" 81 South Watch Tower

    WaterSound "Bella Vista" 81 South Watch Tower

    WaterSound, FL

    HIGH HIGHLIGHTS - 4 Seater Golf Cart Provided - 4 Adult Bikes - Grill - Third floor tower with amazing Gulf views, bar sitting area, sink, refrigerator and ice maker - TVs and DVD players in every bedroom - Gourmet Kitchen with Wolf appliances and...

    Pool

    $951 to $1,995/night

  18. HOUSE
    WaterColor "My Happy Place" 250 Needlerush Drive

    WaterColor "My Happy Place" 250 Needlerush Dri...

    Santa Rosa Beach, FL

    HOME HIGHLIGHT:- 5 adult bikes provided- Screened in porches- Apple TV- Sonos Sound System- Natural gas grill- Free Wifi- This property comes with 3 dedicated parking spots. Additional parking can be found throughout the community.- Complete Clean...

    Pool

    $617 to $1,084/night

  19. HOUSE
    Watercolor "Aah...the beach!" 301 Western Lake Drive

    Watercolor "Aah...the beach!" 301 Western Lake...

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Private Salt Water Pool **Pool heating is available for this property from October 1st through May 1st for $35 per day**- 5 adult bikes provided- Views of Western Lake- Minutes from Beach Club/beach access- Nespresso Machine- SONOS...

    Pool

    $1,009 to $1,951/night

  20. HOUSE
    Destin "A Shore Thing" 55 Sunfish Street

    Destin "A Shore Thing" 55 Sunfish Street

    Destin, FL

    HOME HIGHLIGHTS: - Gulf Views - Private pool with swim up bar - Pool and sitting spa are heated together. Pool heating is available year-round for $100 per day - 2 Golf Carts (One 6 Passenger and One 4 Passenger) - 7 Adult Bikes - Pool table - In...

    Pool Pets OK

    $1,146 to $2,637/night

  21. HOUSE
    Beach Club Luxury Home-Private Heated Pool/Spa

    Beach Club Luxury Home-Private Heated Pool/Spa

    Tampa, FL

    HUGE, Luxury Executive Home with private heated pool and spa, located in a gated community on the largest man-made lake in the state of Florida (164 acres)! There are 4 bedrooms, as well as a sleeper sofa in the living room and 2 air mattresses; 3...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $332 to $377/night

  22. HOUSE
    WaterSound 72 Yacht Pond

    WaterSound 72 Yacht Pond

    WaterSound, FL

    HOME HIGHLIGHTS - Private Heated Pool **Pool heating is available for this property from October 1st through May 1st for $25 per day** - 4 Seater Golf Cart - Surround sound in the living room with HDTV - Overlooks beautiful strean - 5 adult bikes...

    Pool

    $678 to $1,537/night

  23. TOWNHOUSE
    Paradise Palms- 3043 Beach Palm Ave

    Paradise Palms- 3043 Beach Palm Ave

    Kissimmee, FL

    This 4-bedroom, 3-bathroom, 1914 sq. ft. 2 story townhome vacation rental sleeps 8 in dazzling style. This townhome features a superb leather furniture package. And, this townhome has achieved our luxurious Grand standard for rentals! The bedrooms...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  24. HOUSE
    WaterColor "Seacolor" 838 Western Lake Drive

    WaterColor "Seacolor" 838 Western Lake Drive

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:-Location - Location - Location-At the heart of Watercolor, but steps away from Seaside at the bike and walking access that connects these two spectacular neighborhoods – The center of the 30a universe!-Large private pool **Pool...

    Pool

    $783 to $1,586/night

  25. HOUSE
    WaterColor 34 Crossvine Circle

    WaterColor 34 Crossvine Circle

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Across the street from Camp WaterColor- 5 Adult Bikes- Additional 2nd living room / office with large flat screen tv- Gas Grill- Outdoor shower- Fully equipped gourmet kitchen- Centrally located in the Camp District less than a...

    Pool

    $570 to $955/night

  26. HOUSE
    WaterColor "The Cottage on Scrub Oak" 235 Scrub Oak Circle

    WaterColor "The Cottage on Scrub Oak" 235 Scru...

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- 150 yards to the Famous Frog Pool! (heated by Watercolor this winter (2018/19) due to construction on 2 other pools in the community)- Access to all 5 award winning Watercolor community pools and Watercolor tennis courts!- NEW...

    Pool Hot Tub

    $738 to $1,415/night

  27. HOUSE
    WaterColor "Crystal Sands" 128 Needlerush Drive

    WaterColor "Crystal Sands" 128 Needlerush Driv...

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- 5 adult bikes provided- Carriage House- Screened porch- WiFi- 6 Passenger Golf CartDETAILS: “Crystal Sands” at 128 Needlerush is a recently updated 5 bedroom / 4.5 bath home nestled in the serenity of the Lake District. This...

    Pool

    $782 to $1,419/night

  28. HOUSE
    WaterColor 69 Running Oak Circle

    WaterColor 69 Running Oak Circle

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Kitchen equipped with Viking appliances- Great Porch Space- 4 adult bikes provided- Outdoor Swing Bed- Outdoor Grill- This property comes with 2 dedicated parking spots. Additional parking can be found throughout the community.-...

    Pool

    $541 to $908/night

  29. HOUSE
    WaterSound "Summer Wind" 40 Watch Tower Lane

    WaterSound "Summer Wind" 40 Watch Tower Lane

    WaterSound, FL

    HOME HIGHLIGHTS: - Luxury Rating By Andrew Harper; the most respected voice in luxury travel. - Jetted Private Heated Pool with water features **Pool heating is available for this property from October 1st through May 1st for $25 per day** - 6...

    Pool

    $1,202 to $2,373/night

  30. HOUSE
    Destin "Trip Around The Sun" 53 Sunfish Street

    Destin "Trip Around The Sun" 53 Sunfish Street...

    Destin, FL

    HOME HIGHLIGHTS: - Large Private Heated Pool **Pool heating is available for this property from October 1st through May 1st for $100 per day** - Access to the Cabana Club beach access (5 minute walk to beach) - 8 Adult Bikes - Pool table - 16 seater...

    Pool Pets OK

    $1,297 to $2,750/night