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. CONDOMINIUM
    Madeira Beach Yacht Club 329B

    Madeira Beach Yacht Club 329B

    Madeira Beach, FL

    Enjoy Peaceful Water Views in this Updated Intracoastal Condo with Boat Slip! Lovingly renovated in 2017, this gorgeous Madeira Beach property offers a great location, abundant amenities, and great value! We are understands that your much...

    Pool Hot Tub

    $458 to $1,859/night

  2. CONDOMINIUM
    Beach Cottage 2503 Condominium

    Beach Cottage 2503 Condominium

    Indian Shores, FL

    Comforts of Home at Seaside Sanctuary in Indian Shores! Step away from the every day and dip your toes into the powdery sands of Florida's famous gulf beaches! Let ebbing surf sweep your cares away and awe-inspiring sunsets ignite your senses. This...

    Pool Hot Tub

    $625 to $2,533/night

  3. CONDOMINIUM
    Land's End #404 building 10- GORGEOUS Updates / Beachfront!

    Land's End #404 building 10- GORGEOUS Updates / Bea...

    Treasure Island, FL

    Experience breathtaking sunsets and spectacular views of the Gulf of Mexico while relaxing on the private balcony of this completely remodeled condo. Inside, the light and bright décor coupled with the cool tile throughout creates the perfect...

    Pool Hot Tub

    $188 to $429/night

  4. CONDOMINIUM
    Land's End #302 building 3- NICELY Updated / BAY Views!

    Land's End #302 building 3- NICELY Updated / BAY Vi...

    Treasure Island, FL

    This beautifully updated 2 bedroom, 2 bath condo carries a lovely decor throughout, fully stocked kitchen with beautiful granite counter tops, tile throughout, private balcony with outside seating, 3 flat screen TV's, free wifi and so much more!...

    Pool Hot Tub

    $158 to $395/night

  5. CONDOMINIUM
    Shoreline Tower 1106

    Shoreline Tower 1106

    Destin, FL

    Unit 1106 is located on the tenth floor of tower one. It has 2 Bedrooms 2 baths. There is a king bed in the Master, 2 Doubles Beds in the Guest. New mattresses purchased May, 2019. Sleeper Sofa (double size in the living room). 3 TV’s, 1...

    Pool

    $198 to $419/night

  6. CONDOMINIUM
    Shoreline Towers Townhome 7

    Shoreline Towers Townhome 7

    Destin, FL

    2 Bedrooms. Townhouse. King- Master, 2 Queens- Guest. Sleeper Sofa. 3 TV’s, 1 DVD, 1 VCR. Flat Screen TV in Guest Bedroom. Both Bedrooms Located Upstairs with a ½ bath and Laundry Room located Downstairs. Side by Side washer and dryer....

    Pool

    $186 to $387/night

  7. HOUSE
    Sail Away Cottage

    Sail Away Cottage

    Bradenton Beach, FL

    The Sail Away Cottage is located at 2113 Avenue C in Bradenton Beach. This historic cottage was built in 1920 and moved to its current location in the 1980’s. It is only 170 steps to the sandy beaches and there is even a peek of the gulf! While...

    Pool
    FREE CANCELLATION

    $285 to $1,781/night

  8. CONDOMINIUM
    Shoreline Towers 2033

    Shoreline Towers 2033

    Destin, FL

    December of 2015 the remodel of Unit 2033 was complete. This two bedroom unit has a king bed in the master bedroom and 1 Queen bed & 1 Double bed in the guest bedroom. Unit 2033 has 3 Flat Screen TV's and 3 DVD players. The kitchen is open with...

    Pool

    $198 to $419/night

  9. CONDOMINIUM
    1046- Perfect place to relax Shoreline Towers 1046

    1046- Perfect place to relax Shoreline Towers 1046

    Destin, FL

    1046 is a spacious unit with large living room and open kitchen, cream tile counter tops, lime green walls, a lovely tray ceiling and ceiling fan. There is a small round glass top bistro table found in the corner of the living room with a small view...

    Pool

    $216 to $482/night

  10. HOUSE
    Anna Maria Beach Place, Unit 6

    Anna Maria Beach Place, Unit 6

    Holmes Beach, FL

    Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches...

    Pool
    FREE CANCELLATION

    $137 to $1,781/night

  11. HOUSE
    Seaside Beach House 101

    Seaside Beach House 101

    Holmes Beach, FL

    VRC16-000502 Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a...

    Pool
    FREE CANCELLATION

    $201 to $1,781/night

  12. CONDOMINIUM
    FREE BEACH SERVICE- Newly Renovated SLT 1072

    FREE BEACH SERVICE- Newly Renovated SLT 1072

    Destin, FL

    This 7th floor gulf front condo was recently purchased and had new tile. The kitchen is open with quartz counter tops, new cabinets, new appliances, new cookware, and a Keurig (just bring your own k-cups). There is a new large capacity washer and...

    Pool

    $198 to $419/night

  13. HOUSE
    Anna Cabana Bungalow #1

    Anna Cabana Bungalow #1

    Holmes Beach, FL

    Anna Cabana Bungalow #1 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous...

    Pool
    FREE CANCELLATION

    $166 to $1,781/night

  14. HOUSE
    Beachside

    Beachside

    Holmes Beach, FL

    VRC16-000521 The Beachside is a custom built three bedroom, two bath home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. There is a wonderful heated, salt...

    Pool
    FREE CANCELLATION

    $285 to $1,781/night

  15. HOUSE
    Captain Billy Fulford Home

    Captain Billy Fulford Home

    Cortez, FL

    The Captain Billy Fulford House is a rare five bedroom, three and one half bath home located at 4523 123rd Street West in the Historic Village of Cortez. This wonderful, old home features a 20' x 40' private, heated pool. Built in 1907, this home is...

    Pool
    FREE CANCELLATION

    $295 to $1,781/night

  16. HOUSE
    Cove At Sandy Pointe 202a

    Cove At Sandy Pointe 202a

    Holmes Beach, FL

    VRC16-000538 The Cove at Sandy Pointe #202, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Point features undercover parking and a large...

    Pool
    FREE CANCELLATION

    $119 to $1,781/night

  17. HOUSE
    Valhalla Downstairs

    Valhalla Downstairs

    Holmes Beach, FL

    VRC16-000570 The Valhalla downstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful two bedroom, one bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping...

    FREE CANCELLATION

    $243 to $1,781/night

  18. HOUSE
    Anna Maria Beach Place, Unit 5

    Anna Maria Beach Place, Unit 5

    Holmes Beach, FL

    Anna Maria Beach Place #5, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches...

    Pool
    FREE CANCELLATION

    $137 to $1,781/night

  19. HOUSE
    Four Winds

    Four Winds

    Holmes Beach, FL

    The Fourwinds, located at 2819 Gulf Drive in Holmes Beach is a newly redecorated two bedroom, two bath home. This spacious and lovely property is located less than a two minute walk to the beach and is also within an easy stroll to shopping and...

    FREE CANCELLATION

    $131 to $1,781/night

  20. HOUSE
    #113 Surf Song Resort

    #113 Surf Song Resort

    Madeira Beach, FL

    2 bedroom 1 bath Surf Song Cottage - Ground floor. The cottage is a separate building apart from all other Surf Song Units. Located on the east side of the complex near the BBQ area 113 has a King in the master bedroom and twin bunk beds and single...

    Pool

    $163 to $303/night

  21. HOUSE
    #115 Surf Song Resort

    #115 Surf Song Resort

    Madeira Beach, FL

    Surf Song 115 is the largest 2 bedroom 2 bath ground floor unit, ideally situated near the heated swimming pool and only a short few steps to the beach and famous John's Pass Village. Tastefully decorated, guests will enjoy the comfortable new...

    Pool

    $189 to $342/night

  22. CONDOMINIUM
    FREE BEACH SETUP for Shoreline Towers 1073- Carefree & Inviting

    FREE BEACH SETUP for Shoreline Towers 1073- Carefree &am...

    Destin, FL

    FREE BEACH SETUP of Two Chairs and One Umbrella provided to Guest complimentary for each day of their stay. Remodeled bathrooms and new bedroom furniture make Shoreline Towers Unit 1073 the perfect jewel of a condo for your stay on the Emerald...

    Pool

    $198 to $419/night

  23. CONDOMINIUM
    FREE BEACH SETUP- 3024 Shoreline Tower

    FREE BEACH SETUP- 3024 Shoreline Tower

    Destin, FL

    FREE DAILY BEACH SERVICE *** 2 Chairs & 1 Umbrella *** with Unit 3024. This is a two bedroom unit. It has a king size bed in the master bedroom and two queen beds in the guest bedroom. There are 3 TVs, 2VCRs, & 2 DVD not including the Blu-ray...

    Pool

    $192 to $398/night

  24. HOUSE
    Four Beach Lovers 4

    Four Beach Lovers 4

    Holmes Beach, FL

    VRC16-000519 Welcome to the Four Beach Lovers, located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully...

    FREE CANCELLATION

    $148 to $1,781/night

  25. HOUSE
    Cove At Sandy Pointe 208a

    Cove At Sandy Pointe 208a

    Holmes Beach, FL

    The Cove at Sandy Pointe #208, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool. Each...

    Pool
    FREE CANCELLATION

    $119 to $1,781/night

  26. HOUSE
    Four Beach Lovers 2

    Four Beach Lovers 2

    Holmes Beach, FL

    VRC16-000517 Welcome to the Four Beach Lovers, located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully...

    FREE CANCELLATION

    $202 to $1,781/night

  27. HOUSE
    Anna Cabana Bungalow #4

    Anna Cabana Bungalow #4

    Holmes Beach, FL

    Anna Cabana Bungalow #4 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous...

    Pool
    FREE CANCELLATION

    $192 to $1,781/night

  28. CONDOMINIUM
    2064 Shoreline Towers Spacious Beachfront

    2064 Shoreline Towers Spacious Beachfront

    Destin, FL

    GREAT Unit. Two bedroom unit. The master bedroom has a king bed. The guest bedroom has two double beds. 3 TVS, 1 DVD, 2 VCRs, Stereo. The Master bath has a walk in shower with safety bar. There is an open kitchen so you can continue to visit...

    Pool

    $198 to $419/night

  29. HOUSE
    #118 Surf Song Resort

    #118 Surf Song Resort

    Madeira Beach, FL

    Enjoy this wonderful 2 bedroom, 2 bath poolside condo in sought after Madeira Beach. Nicely furnished and decorated, this ground floor property is literally just steps to the refreshing, heated swimming pool, BBQ facility and lounging area. Of...

    Pool

    $176 to $330/night

  30. HOUSE
    Waters Edge 106s

    Waters Edge 106s

    Holmes Beach, FL

    Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a beautifully updated and spacious one bedroom, one and one half bath unit in a popular Gulf front complex. This unit offers every imaginable amenity to make...

    Pool
    FREE CANCELLATION

    $166 to $1,781/night