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
    28 Vizcay House

    28 Vizcay House

    Davenport, FL

    4 Bedroom / 3.5 Bathroom (1,934 sqft)Single StoryEast Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room: 46" Flat Screen HDTV / DVD/ Sleeper SofaDining Area - Seats 6Breakfast Nook - Seats 4Master Bedroom 1: Queen / TV...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  2. HOUSE
    19 Morning House

    19 Morning House

    Clermont, FL

    4 Bedroom / 2 Bathroom (1,496 sqft)Single StoryNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room: TVDining Area - Seats 6Breakfast Bar - Seats 2Master Bedroom 1: KING/ TVBedroom 2: Queen / TVBedroom 3:...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  3. HOUSE
    34 Durango House

    34 Durango House

    Davenport, FL

    3 Bedroom / 2 Bathroom (1,432 sqft)Single StorySouth Facing Private Pool and SPA Gas Pool Heat is an additional cost.Living Room: TV/ DVD/ VCRDining Area - Seats 6Breakfast Table - Seats 2Master Bedroom 1: King/ TVBedroom 2: QueenBedroom 3:...

    Pool
    FREE CANCELLATION

    $95 to $124/night

  4. HOUSE
    10 Forest House

    10 Forest House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,960 sqft)Single StoryEast Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room (Front)Living Room (Back): TV / VCR / DVDDining Table - Seats 6Kitchen Table - Seats 4Kitchen Bar - Seats 2Master...

    Pool
    FREE CANCELLATION

    $101 to $150/night

  5. HOUSE
    67 Golden House

    67 Golden House

    Kissimmee, FL

    4 Bedroom / 3 Bathroom (1,940 sqft)Single StoryGated CommunityNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room 1: TV / DVD / StereoLiving Room 2: Seating AreaDining Area - Seats 6Breakfast Table - Seats...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  6. HOUSE
    18 Reserve House

    18 Reserve House

    Davenport, FL

    3 Bedroom / 3 Bathroom (1,512 sqft)Single Story Gated Community South Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TV / DVD / Playstation2 / Dining Area - Seats 6Master Bedroom 1: King / TV / Pool AccessMaster Bedroom 2:...

    Pool
    FREE CANCELLATION

    $89 to $130/night

  7. HOUSE
    37 Secret Key House

    37 Secret Key House

    Kissimmee, FL

    3 Bedroom /2 Bathroom (1,168 sqft)Single StoryGuarded CommunityWest Facing Private Pool with additional cost for Electric Pool Heat.Resort Facilities: Clubhouse (0.2 miles from this villa)Heated Community pool and spa.Tiki Bar with snacks and...

    Pool Hot Tub
    FREE CANCELLATION

    $95 to $124/night

  8. HOUSE
    40 Picadilly House

    40 Picadilly House

    Kissimmee, FL

    4 Bedroom / 2.5 Bathroom (1,910 sqft)Two StoryGated CommunityNorth Facing Private Pool Electric Pool Heat is an additional cost.Living Room (Back): SOFA/TVLiving Room (Front): Seating AreaDining Area - Seats 4Breakfast Bar - Seats 4aster Bedroom 1:...

    Pool
    FREE CANCELLATION

    $95 to $136/night

  9. HOUSE
    38 Knollwood House

    38 Knollwood House

    Davenport, FL

    5 Bedroom / 3 Bathroom (1,825 sqft)Single StoryGated CommunityWest Facing Private Pool Electric Pool Heat is an additional cost.Living Room 1 : Stereo / Sleeper SofaLiving Room 2 : TV / DVDDining Area - Seats 6Breakfast Bar - Seats 2Master Bedroom 1...

    Pool
    FREE CANCELLATION

    $113 to $160/night

  10. HOUSE
    45 Park Place Home

    45 Park Place Home

    Haines City, FL

    4 Bedroom / 3 Bathroom (1,546 sqft)Single StoryGated CommunityWest Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TV / DVD / Sofa SetDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 2Master Bedroom 1:...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  11. HOUSE
    27 Vizcay House

    27 Vizcay House

    Davenport, FL

    4 Bedroom / 3.5 Bathroom (1,956 sqft)Single Story West Facing Pool Electric Pool Heat is an additional cost.Living Area: TV / DVDDining Area - Seats 8Master Bedroom 1: Queen/ TV / DVD MasterBedroom 2: Queen/ TV / DVDBedroom 3: FullBedroom 4: TwinsNo...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  12. HOUSE
    19 Granada House

    19 Granada House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,962 sqft)Single StoryGated CommunityWest Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room 1: StereoLiving Room 2: TVDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 2Master...

    Pool
    FREE CANCELLATION

    $101 to $150/night

  13. HOUSE
    23 Kildrummy House

    23 Kildrummy House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,688 sqft)Single StoryGated CommunitySouthwest Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TVDining Area - Seats 6Breakfast Bar - Seats 4Master Bedroom 1: KING/ TVMaster Bedroom 2: KING/...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  14. CABIN
    Sunshine Place

    Sunshine Place

    Islamorada, FL

    "Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for...

    Pets OK

    $219 to $256/night

  15. HOUSE
    The Villas 2B

    The Villas 2B

    Holmes Beach, FL

    A luxurious two bedroom villa with updated kitchen and many extras... just steps to the beach! Villa 2B is one of six units in a "The Villa's" complex, located next to the white sandy beaches and turquoise waters of the beautiful Gulf of Mexico....

    Pool

    $135 to $239/night

  16. HOUSE
    Santorini

    Santorini

    Bradenton Beach, FL

    Welcome to Santorini! Located in Bradenton Beach, this beautiful blue beach cottage is a 2 bedroom 1 1/2 bath home within steps of beach, bay, restaurants, bars, shops and  piers. It's just a stones throw to the Gulf Drive Cafe and the white sand...

    Hot Tub Pets OK

    $156 to $272/night

  17. CONDOMINIUM
    Waters Edge 205S

    Waters Edge 205S

    Holmes Beach, FL

    Welcome to Waters Edge 205 S! Experience the Gulf of Mexico like never before with this oceanfront condo!  With the beach steps away and the rest of Anna Maria Island easily accessible by car or trolley, you have no shortage of ways to enjoy your...

    Pool

    $167 to $392/night

  18. HOUSE
    Whitney Beach 168

    Whitney Beach 168

    Longboat Key, FL

    Where white sandy beaches, warm turquoise gulf waters, and tropical breezes are our specialty. This updated two bedroom, two bathroom second floor apartment has every amenity possible. Features include a shared large heated swimming pool and a...

    Pool

    $264 to $285/night

  19. CONDOMINIUM
    Nautilus-104

    Nautilus-104

    Holmes Beach, FL

    The Nautilus-104 - Gulf front and west of Gulf Drive! This 2 bedroom, 2 bath poolside condo has a full kitchen with all the modern conveniences. You can enjoy your morning coffee and meals on your private outdoor patio. You are just steps away from...

    Pool

    $179 to $255/night

  20. VILLA
    Lazy Daisy

    Lazy Daisy

    Bradenton Beach, FL

    This cute island bungalow is just perfect for your laid-back Anna Maria Island retreat! Newly updated throughout, this 2 bedroom, 1 bathroom beach duplex is just 25 steps to the fabulous Gulf beaches. The living area is spacious with a large HDTV...

    Pets OK

    $137 to $284/night

  21. HOUSE
    Bridgeport 207

    Bridgeport 207

    Bradenton Beach, FL

    This 2 bedroom corner unit is across the street from the beach! Beautiful top floor 2 bedroom, 2 bath corner unit. Bridgeport 207 has two screened enclosed balconies with views of the Gulf, a laundry room and wireless internet access. Condo complex...

    Pool

    $156 to $271/night

  22. HOUSE
    Island Blessing

    Island Blessing

    Bradenton Beach, FL

    Island Blessing is located on the Avenues in Bradenton Beach, this cute 3 bedroom/2 bath beach cottage is only a short walk to the beautiful gulf beaches. The property is located on  Avenue A and has it's own boat slip across from the property....

    Pool

    $216 to $363/night

  23. CONDOMINIUM
    Waters Edge 110N

    Waters Edge 110N

    Holmes Beach, FL

    Welcome to Waters Edge #110N Waters Edge #110N Condo is a beautiful two bedroom, two bath condo that is located directly on the Gulf of Mexico. This stunning condo has undergone major renovations and is embellished with all brand new appliances,...

    Pool

    $239 to $366/night

  24. HOUSE
    AMI Du Soleil

    AMI Du Soleil

    Anna Maria, FL

    "AMI" Du Soleil (Anna Maria Island/Friend of the Sun) is located on the north end of the Island and has one of the largest heated pools on the Island. Enjoy the sunset view from the front porch or from the Sandbar Restaurant, which is only half a...

    Pool

    $265 to $539/night

  25. CONDOMINIUM
    Surf Rider's Cottage

    Surf Rider's Cottage

    Holmes Beach, FL

    Welcome to Surf Riders Cottage! West of Gulf Drive, this cute island bungalow is just perfect for your laid-back Anna Maria Island retreat! Newly updated throughout, this 2 bedroom, 1 bathroom beach duplex with a pool and hot tub is just 5 houses...

    Pool

    $156 to $343/night

  26. VILLA
    Minnow 2

    Minnow 2

    Anna Maria, FL

    Minnow 2  is a ground level, beautiful, tastefully decorated, polished terrazzo throughout, two 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 $274/night

  27. HOUSE
    Port Royale

    Port Royale

    Holmes Beach, FL

    The view at Port Royale is unforgettable! You will love this canal front home on Key Royale Drive overlooking Bimini Bay. This beautifully done home with designer features is well appointed with 230 feet of waterfront on Bimini Bay. Sit back and...

    Pool

    $196 to $306/night

  28. CABIN
    Coconut Breeze

    Coconut Breeze

    Holmes Beach, FL

    Coconut Breeze is a beautifully renovated duplex only a short 5 minute walk to the beach. Coconut Breeze is finished in a beach style with tile throughout with custom cabinets & granite counter tops. This 2 bedroom, 2 bath villa is just like home,...

    Pool

    $244 to $382/night

  29. CABIN
    Eureka

    Eureka

    Anna Maria, FL

    Soak up the rays, play in the waves, and watch the beautiful Florida sunsets from the north end beaches of Anna Maria Island. Take an evening dip, cool drink in hand, in the refreshing blue pool surrounded by lush tropical landscaping. Eureka...

    Pool

    $293 to $539/night

  30. HOUSE
    Beach Walker's Retreat

    Beach Walker's Retreat

    Holmes Beach, FL

    Beach Walkers is a newly renovated duplex just across the street from the white sandy baches of Anna Maria Island. Rent both sides to accommodate 10 people in a total of 5 bedrooms. The nautical design and beautiful wooden floors are just the start...

    $363 to $646/night