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
    104 Mariner House

    104 Mariner House

    Haines City, FL

    4 Bedroom / 3 Bathroom (1,644 sqft)Two StoryGuarded CommunityWest Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TVDining Area - Seats 6Breakfast Bar - Seats 2Master Bedroom 1: KING/ TV (Upstairs)Bedroom 2: QUEEN/ TV...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  2. HOUSE
    10 Sonja House

    10 Sonja House

    Davenport, FL

    3 Bedroom / 2 Bathroom (1,114 sqft)Single Story West Facing Private PoolNo Pool HeatLiving Room: TV / CouchDining Area - Seats 4Breakfast Bar - Seats 2Gas StoveMaster Bedroom 1: Queen/ TVBedroom 2: FullBedroom 3: Twins1 Car GarageNo Pets Time...

    Pool
    FREE CANCELLATION

    $89 to $113/night

  3. HOUSE
    Winding Water Home 49W

    Winding Water Home 49W

    Clermont, FL

    5 Bedroom /2.5 Bathroom (1,660 sq ft)Single StorySouth Facing Pool Private Pool Electric Pool Heat is an additional cost.Living Roomm : TV/ DVD / VCR / StereoDining Area - Seats 6Breakfast Table - Seats 4Master Bedroom 1: King / TVBedroom 2: Queen /...

    Pool
    FREE CANCELLATION

    $107 to $160/night

  4. HOUSE
    46 Andalusia House

    46 Andalusia House

    Davenport, FL

    4 Bedroom / 3 Bathroom (2,366 sqft)Single StoryGated CommunityWest Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room (Back): TV / DVD / VCRLiving Room (Front): Seating AreaDining Area - Seats 6Breakfast Table - Seats...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  5. HOUSE
    78 Andalusia House

    78 Andalusia House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,962 sqft)Single StoryEast Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room (Main): TV / DVDLiving Room (Front): TVDining Area - Seats 6Master Bedroom 1: Queen/ TV/ Garden Tub/ Separate...

    Pool
    FREE CANCELLATION

    $119 to $190/night

  6. HOUSE
    26 Tivoli House

    26 Tivoli House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,621 sqft)Single StoryGated CommunityNorth Facing Private Pool Gas Pool Heat is an additional cost.Living Room: TV / DVD / Sleeper SofaDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 3Master Bedroom 1:...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  7. HOUSE
    46 Woodlark House

    46 Woodlark House

    Davenport, FL

    4 Bedroom / 2 Bathroom (1,654 sqft)Single Story East Facing Private Pool - No Pool Heat (Electric)Living Room (Back): TV / Stereo / Sleeper SofaLiving Room (Front)Dining Area - Seats 7Master Bedroom 1: Queen / TV / Garden Tub / Separate...

    Pool
    FREE CANCELLATION

    $95 to $136/night

  8. HOUSE
    34 Cadiz House

    34 Cadiz House

    Davenport, FL

    5 Bedroom / 3.5 Bathroom (2,345 sqft)Two StoryGated CommunityNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room (Back): TV/ DVDLiving Room (Front): Seating AreaDining Area - Seats 8Breakfast Table - Seats...

    Pool
    FREE CANCELLATION

    $119 to $178/night

  9. HOUSE
    31 Hillside House

    31 Hillside House

    Davenport, FL

    4 Bedroom /2 Bathroom (1,674 Sqft)Single StorySouth Facing Private Pool No Pool HeatLiving Room (Front): StereoLiving Room (Back): TV / DVDDining Area - Seats 6Breakfast Table - Seats 4Master Bedroom 1: Queen / TV / Garden Tub / Separate...

    Pool
    FREE CANCELLATION

    $95 to $136/night

  10. HOUSE
    68 Vizcay House

    68 Vizcay House

    Davenport, FL

    4 Bedroom /3.5 Bathroom (1,925 sqft)Single StoryEast Facing Private Pool and SPA Electric Pool Heat & Solar Heat is an additional cost.Living Room : TV / DVDDining Area - Seats 6Master Bedroom 1: Queen/ TV/ Garden Tub/ Separate Shower/ Pool...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  11. HOUSE
    35 Pine Cone House

    35 Pine Cone House

    Davenport, FL

    4 Bedroom / 2 Bathroom (1,654 sqft)Single StorySouth Facing Private Pool Electric Pool Heat is an additional cost.Living Room 1 (Front): Sleeper Sofa / Stereo-CD PlayerLiving Room 2 (Back): TV / VCR-DVD Player / Cable BoxDining Area - Seats...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  12. HOUSE
    40 Montego House

    40 Montego House

    Kissimmee, FL

    3 Bedroom / 2 Bathroom (1,565 sqft)Single Story Electric Pool Heat is an additional cost.South Facing PoolLiving Room (Front)Living Room (Back): TV / DVDDining Area - Seats 6Breakfast Table - Seats 4Master Bedroom 1: Queen / TV / Pool AccessBedroom...

    Pool
    FREE CANCELLATION

    $89 to $113/night

  13. HOUSE
    Gladiolus House

    Gladiolus House

    Anna Maria, FL

    Welcome to Gladiolus House and what a location, north of Pine Avenue! An old style florida two bedroom/two bathroom cottage on the north end of the Island! Not enough room for all the family, Gladiolus House is right behind Hibiscus House so why...

    $128 to $271/night

  14. HOUSE
    Marmalade Mermaid

    Marmalade Mermaid

    Bradenton Beach, FL

    For true Southern Living and if only the best will do, this beautiful island vacation home is for you! Being only one house from the lovely beaches of Anna Maria Island and three houses to Tampa Bay you can enjoy all the waterways the island has to...

    Pets OK

    $265 to $735/night

  15. CONDOMINIUM
    Westbay Point Moorings 268

    Westbay Point Moorings 268

    Holmes Beach, FL

    Beautiful second floor end unit fully furnished vacation condominium in Holmes Beach Florida with fabulous view of dolphins splashing in Bimini Bay and the incredible Gulf Coast sunsets from the screened lanai. Take a short walk to the white sandy...

    Pool

    $94 to $203/night

  16. CONDOMINIUM
    Cayman Cay 107

    Cayman Cay 107

    Holmes Beach, FL

    Just right across the street from the white sandy beaches of Anna Maria Island!!!! Cayman 107 is a spacious ground floor condo with a pool side view! Nicely updated, spacious and comfortable 2 bedroom, 2 bath condo. Cayman 107 overlooks the heated...

    Pool

    $137 to $271/night

  17. HOUSE
    Surfer's Paradise

    Surfer's Paradise

    Holmes Beach, FL

    Welcome to Surfer's Paradise. Stay at this adorable, fully renovated duplex offering 3 bedrooms and a private pool and spa! With its West of Gulf Drive location and only 5 houses away from the beach this retreat features 2 units. The separate sides...

    Pool

    $284 to $588/night

  18. CABIN
    The Terrace 3

    The Terrace 3

    Holmes Beach, FL

    This beautiful, newly renovated 2-bedroom, 2-bath townhouse-style condo with garage sleeps up to 6. The townhouse is located on the west side of Gulf Drive, so there are no busy streets to cross on the short walk to the beach. After a day at the...

    Pool

    $171 to $348/night

  19. CONDOMINIUM
    Gulf Watch 204

    Gulf Watch 204

    Bradenton Beach, FL

    Gulf Watch #204 is a 2 bedroom condo across from the beach!  The condo has a screened balcony with views of the Gulf a great place to enjoy your morning coffee.  Living room has plenty of seating with large flat screen and open plan dining area. ...

    Pool

    $156 to $271/night

  20. CABIN
    Minnow 1

    Minnow 1

    Anna Maria, FL

    The Minnow is a ground level, beautiful, tastefully decorated, polished terrazzo throughout, one bedroom, one bathroom bungalow offering a secluded and private screened in patio! It is only a short 2 minute stroll over to the beautiful white sandy...

    $118 to $235/night

  21. HOUSE
    Red Rose Beach House

    Red Rose Beach House

    Holmes Beach, FL

    Nestled right in the midst of Anna Maria Island is this lovely 3 bedroom 2 bath single family home with private pool (this is not a heated pool). The pool area is very inviting with sun on it throughout the day. This island home offers a comfortable...

    Pool Pets OK

    $235 to $441/night

  22. CONDOMINIUM
    Nautilus-117

    Nautilus-117

    Holmes Beach, FL

    The Nautilus-117 - Gulf front and west of Gulf Drive! The Nautilus condominiums occupy one entire block on the Gulf of Mexico. The Condo is steps from the white sands and blue water! With a pool right out side your door and tennis courts, all day...

    Pool

    $179 to $255/night

  23. HOUSE
    Hibiscus House

    Hibiscus House

    Anna Maria, FL

    Welcome to Hibiscus House!  This is a four bedroom, three bathrom vacation rental home which is spacious and family friendly. Located directly across from the bay with views of the intercoastal and children's playground, you'll love this location....

    $235 to $460/night

  24. APARTMENT
    Beach Walkers Sidekick

    Beach Walkers Sidekick

    Holmes Beach, FL

    Cute as a button duplex! Walk only 130 steps to one of the most beautiful beaches you will ever see. When the sun sets you will be amazed at the colors you are beholding. Smell the burgers cooking on the charcoal grill, hear the soothing sounds of...

    $128 to $235/night

  25. HOUSE
    Lazy Daisy Three

    Lazy Daisy Three

    Bradenton Beach, FL

    Lazy Daisy Three is a duplex with a 2 bedroom downstairs and a one bedroom upstairs set up. So cute and just 25 steps from the sugar white sand of Gulf of Mexico! Newly updated, enjoy a great island getaway for up 10 people together but in separate...

    Pets OK

    $272 to $519/night

  26. HOUSE
    Westbay Point Moorings 274

    Westbay Point Moorings 274

    Holmes Beach, FL

    A vacation rental that has it all from intercoastal views to tennis courts! Westbay Point & Moorings is a three bedroom, two bath with fabulous Bay & Intracoastal views on Anna Maria Island. This unit has a spacious, open, split floor plan and...

    Pool

    $140 to $268/night

  27. HOUSE
    Pleasant Palms

    Pleasant Palms

    Holmes Beach, FL

    Nestled right in the midst of Anna Maria Island is this 3 bedroom 2 bath single family home with private pool. The pool area is very inviting with sun on it throughout the day... Enjoy evening cocktails in the large screened in poolside patio. Enjoy...

    Pool

    $193 to $316/night

  28. HOUSE
    Pier To Pier Paradise

    Pier To Pier Paradise

    Anna Maria, FL

    Welcome to Pier to Pier Paradise! This beautiful brand new luxury home is one of a kind!  Three stories high and ideally situated on Anna Maria's North end, the property is tucked into a quiet little neighborhood across the street from the beach...

    Pool

    $392 to $1,176/night

  29. HOUSE
    Mermaids Watch

    Mermaids Watch

    Anna Maria, FL

    Less than a half a block from the gorgeous gulf side beaches. This 1945 built home has the original pine wood floors, and high ceilings making it feel very quaint and perfect for your family's vacation. There's also lots of windows and natural light...

    $217 to $475/night

  30. HOUSE
    PalmaSolaParadise

    PalmaSolaParadise

    Bradenton, FL

    Palma Sola Paradise is the next best thing to being on the island!  This spacious property sits right on the waters edge of Palma Sola Bay and only 5 short miles to Holmes Beach.  This well appointed 7 bedroom / 4 bathroom property has 5,500 sq ft...

    Pool

    $385 to $667/night