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. TOWNHOUSE
    3 Bedrooms Townhouse at The Villas at Seven Dwarfs (ac)

    3 Bedrooms Townhouse at The Villas at Seven Dwarfs (ac)

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhouse gives you automatic membership to...

    Pool
    FREE CANCELLATION

    $92 to $232/night

  2. TOWNHOUSE
    4 Bedrooms Townhome at The Villas at Seven Dwarfs (jj)

    4 Bedrooms Townhome at The Villas at Seven Dwarfs (jj)

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhouse gives you automatic membership to...

    Pool
    FREE CANCELLATION

    $105 to $245/night

  3. TOWNHOUSE
    4 Bedrooms Townhouse at The Villas at Seven Dwarfs (jf)

    4 Bedrooms Townhouse at The Villas at Seven Dwarfs (jf)

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhoose gives you automatic membership to...

    Pool
    FREE CANCELLATION

    $105 to $245/night

  4. TOWNHOUSE
    4 Bedrooms Townhouse at The Villas at Seven Dwarfs (ks)

    4 Bedrooms Townhouse at The Villas at Seven Dwarfs (ks)

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhome gives you automatic...

    Pool
    FREE CANCELLATION

    $105 to $245/night

  5. CONDOMINIUM
    Playa Encantada 116

    Playa Encantada 116

    Holmes Beach, FL

    Welcome to Playa Encantada, a supreme Anna Maria Island Gulf front complex. It offers direct access to one of the best beaches on the Florida West Coast. This recently up-dated 2 bedroom, 2 bathroom condo offers plenty of amenities. Take the...

    Pool

    $118 to $255/night

  6. CONDOMINIUM
    Bay Watch 1A

    Bay Watch 1A

    Bradenton Beach, FL

    Welcome to Bay Watch! This beautiful 2 bedroom/2 bath condo with views of the bay is just a 2 minute walk to the beach!  Bay Watch is very comfortable and extremely well equipped. From the balcony and living area there is a view of the bay and the...

    Pool

    $156 to $293/night

  7. HOUSE
    Coral Beach

    Coral Beach

    Holmes Beach, FL

    Welcome to Coral Beach! This beautiful 3 bedroom, 2 bathroom pool home comfortably accommodates 6 guests.  From the quality quilts and linens on the beds, to the TVs in the two living rooms and the fully equipped kitchen, nothing has been spared...

    Pool

    $255 to $490/night

  8. HOUSE
    Seascapes

    Seascapes

    Anna Maria, FL

    Nestled on the far north end of Anna Maria right at Bean Point, is Seascapes, newly remodeled three bedroom two bathroom vacation home directly across from the Beach. This property has direct access to the gulf and is actually closer to the water...

    $216 to $460/night

  9. CONDOMINIUM
    Westbay Point Moorings 26

    Westbay Point Moorings 26

    Holmes Beach, FL

    West Bay #26 is in the West Bay Pointe & Moorings complex.  This property over looks the pool area. You can walk to the beach, walk to shops or take the free Island trolley anywhere on the Island. West Bay #26 is an end unit which is light,...

    Pool

    $132 to $179/night

  10. HOUSE
    Beach N Lake House

    Beach N Lake House

    Holmes Beach, FL

    Beach N Lake House is on a quiet street in Holmes Beach, situated on a lake and a 4 minute easy walk to the glorious white beaches of Anna Maria Island. Enjoy the serene water view from almost every room. Recently updated, this house is very...

    Pets OK

    $255 to $588/night

  11. HOUSE
    Bay Winds113

    Bay Winds113

    Bradenton Beach, FL

    Luxurious 3 bedroom with jacuzzi, views of the bay and just a block from the beach!3 bedroom, 3 bath townhouse style apartment. Bay Winds 113 is very comfortable and extremely well equipped. A spiral staircase leads up to a beautiful large master...

    $119 to $185/night

  12. CONDOMINIUM
    Boogie Board

    Boogie Board

    Holmes Beach, FL

    West of Gulf Drive and a cute as a button duplex! Walk only 5 houses 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.  Hear the soothing sounds of the water, relax and...

    Pool

    $128 to $244/night

  13. HOUSE
    The Oleander House

    The Oleander House

    Anna Maria, FL

    Enjoy the crystal clear pool at Oleander House! An appealing blend of comfort and Florida casual in this pretty four bedroom vacation rental home which is spacious and airy and extremely family friendly. Located directly across from the bay with...

    Pool

    $314 to $735/night

  14. HOUSE
    Manatee Manor

    Manatee Manor

    Anna Maria, FL

    Manatee Manor is a newly remodeled two bedroom, two bathroom, pool, and canal front home in Anna Maria. Enjoy easy island life surrounded by tropical landscaping and a sailboat canal. It sleeps up to 6 guests. The open floor plan streamlines the...

    Pool

    $228 to $465/night

  15. HOUSE
    Bay Winds112

    Bay Winds112

    Bradenton Beach, FL

    This beautiful 2 bedroom/2 bath condo with views of the bay and just a 2 minute walk to the beach! Bay Winds 112 is very comfortable and extremely well equipped. The property has fabulous waterviews of the bay from the living/dining area and gulf...

    $119 to $185/night

  16. HOUSE
    Decked Out

    Decked Out

    Anna Maria, FL

    Welcome to Decked Out! Gorgeous and newly remodeled enchanted island home is a 2 bedroom/2 bath home with amazing designer touches and finishes throughout. As you enter the home you walk up the stairs onto a large front deck which has two sets of...

    Pool

    $235 to $411/night

  17. HOUSE
    Seas The Day

    Seas The Day

    Holmes Beach, FL

    Fabulous New Pool! Seas the Day is a gorgeous newly remodeled 2 bedroom 2 bath island pool home located in Holmes Beach. From the moment you walk in, you will instantly feel relaxed and ready to take on the island lifestyle. The large open living...

    Pool

    $181 to $268/night

  18. HOUSE
    Flamingo's Nest

    Flamingo's Nest

    Holmes Beach, FL

    Welcome to Flamingo's Nest! With only a 5 minute walk to the white sand beaches of Anna Maria Island. Flamingo's Nest is a stunning 3 bedroom 2 bath single family home with a caged, heated private pool. This island home offers a comfortable living...

    Pool

    $235 to $441/night

  19. HOUSE
    Tropical Daze Down

    Tropical Daze Down

    Bradenton Beach, FL

    Tropical Daze is the pinnacle of Anna Maria Island vacation rentals located at 2315 Gulf Drive North in the city of Bradenton Beach!  This spacious home has been recently remodeled to combine comfort, class, and convenience.  The unique home is...

    $256 to $463/night

  20. HOUSE
    Swaying Palms

    Swaying Palms

    Holmes Beach, FL

    Welcome to Swaying Palms! Beautifully updated, 3 bedroom/3 bath home with very large private pool and hot tub. This spacious island getaway is located in a quiet neighborhood within under a 10 minute walking distance to the White Avenue beach...

    Pool

    $239 to $341/night

  21. HOUSE
    Pier House

    Pier House

    Anna Maria, FL

    Welcome to the Pier House! What a location and north of Pine Avenue! An old style florida three bedroom/two bathroom cottage on the north end of the Island! Pier House is right around the corner from the Rod and Reel Pier where you can enjoy the...

    $137 to $244/night

  22. HOUSE
    Sea Haze

    Sea Haze

    Anna Maria, FL

    Brand New Rental!   Sea Haze is a mere 212 steps to the beach and the crystalline gulf! As you take your short walk to the gulf beaches, you will take in the sights of the dense banyans, spectacular homes of Park Avenue and the tropical sea...

    Pool

    $353 to $783/night

  23. CONDOMINIUM
    Island Time 2

    Island Time 2

    Bradenton Beach, FL

    A lovely gulf front, upscale condominium located direcly on the beautiful sugar white sandy beaches of Anna Maria Island. Island Time has three bedrooms. The master has a king size bed with ensuite bathroom and direct gulf views - what a wonderful...

    $343 to $686/night

  24. HOUSE
    Sunrise Vista

    Sunrise Vista

    Anna Maria, FL

    Surrounded by water this 3 bedroom home sits on the beach with bay and intercoastal views! Relax and enjoy a cocktail while watching the dolphins on your spacious outdoor deck over looking the beach and views out to the Skyway Bridge. This ground...

    $222 to $466/night

  25. TOWNHOUSE
    Sandpiper Townhouse 95156

    Sandpiper Townhouse 95156

    Fernandina Beach, FL

    3 Bed/3 Bath Oceanfront townhouse. Private carport, private decks & pool. Sleeps 8. he Sandpiper complex is located on the south end of South Fletcher next to Peter's Point and has two rows of town homes **Linens are now provided for this unit**...

    Pool
    FREE CANCELLATION

    $367 to $427/night

  26. TOWNHOUSE
    Sandpiper Townhouse 95076

    Sandpiper Townhouse 95076

    Fernandina Beach, FL

    3 Bedroom/2 Bath Townhouse sleeps 8. Just steps to the beach, linens provided. Pool. Oceanfront townhouse with direct beach access and pool. Linens and wifi are provided! The sandpiper complex is located on the south end of south fletcher next to...

    Pool
    FREE CANCELLATION

    $406 to $594/night

  27. TOWNHOUSE
    2158 S. Fletcher Townhouse B

    2158 S. Fletcher Townhouse B

    Fernandina Beach, FL

    Pet friendly - One Dog permitted at this property. Only dogs 40 pounds and under permitted.  Cats are not Permitted. 2 Bed1.5 Bath Oceanfront Duplex, beautiful Lower deck. Sleeps 6 & is pet friendly. Bed and bath linens are now provided at this...

    Pets OK
    FREE CANCELLATION

    $284 to $332/night

  28. CONDOMINIUM
    Amelia South Condo- M1

    Amelia South Condo- M1

    Fernandina Beach, FL

    Renovated for Summer 2013!!!  This is a ground floor unit with easy access to the beach! Wireless Internet is also available in this unit!!! It has a King bed in the Master Bedroom, with 2 double beds in the Guest Bedroom. It has new carpet and...

    Pool
    FREE CANCELLATION

    $271 to $348/night

  29. CONDOMINIUM
    Oceans of Amelia- 314

    Oceans of Amelia- 314

    Fernandina Beach, FL

    2 Bed/2 Bath, 4th Floor Oceanfront condo sleeps 6. Oceanfront balcony & pool. This 2 bedroom, 2 bath oceanfront condo is a perfect Amelia Island getaway. The top floor unit has spectacular ocean views and sunrises, was updated in 2018 and includes...

    Pool
    FREE CANCELLATION

    $237 to $308/night

  30. CONDOMINIUM
    Amelia South Condo- A1

    Amelia South Condo- A1

    Fernandina Beach, FL

    This 1st floor 2 bedroom 2 bath corner unit has been completely renovated, wonderfully decorated in bright, gorgeous colors and also offers a panaramic view of the ocean from the comfortable, private patio. It has a King bed and 2 Doubles in the...

    Pool
    FREE CANCELLATION

    $271 to $348/night