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. 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

  2. VILLA
    Sapphire Beach House

    Sapphire Beach House

    Holmes Beach, FL

    Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perfect choice for vacationers to relax and unwind when visiting Anna Maria Island. Your favorite dog is also invited for a small pet...

    Pool Pets OK

    $265 to $529/night

  3. 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

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. HOUSE
    Paradise Cottage

    Paradise Cottage

    Anna Maria, FL

    Come discover "Paradise Cottage" with all it's old Florida charm as well as newly updated appliances and decor.  This lovely and colorful two bedroom, two bath home feels brand new.  You'll enjoy tile floors throughout, a large eat-in kichen,...

    Pool Pets OK

    $191 to $382/night

  11. 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

  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. CONDOMINIUM
    Bradenton Beach Club B

    Bradenton Beach Club B

    Bradenton Beach, FL

    This luxury Bradenton Beach vacation rental sits right on the sand and offers plush, tropical touches and upscale designer furnishings throughout. Guests of this condo will also enjoy a full kitchen, private patio, and access to an on-site, heated...

    Pool

    $244 to $441/night

  14. 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

  15. 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

  16. 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

  17. HOUSE
    Haupia House

    Haupia House

    Anna Maria, FL

    Haupia House is a newly remodeled two bedroom, two bathroom elevated canal front home with a pool, spa and a new boat dock in the city of Anna Maria. This fabulous house is only 2 short blocks to the white sand beaches of Anna Maria Island and a...

    Pool

    $204 to $724/night

  18. 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

  19. 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

  20. CONDOMINIUM
    Oceans Of Amelia- 309

    Oceans Of Amelia- 309

    Fernandina Beach, FL

    2 Bed/2 Bath, 4th floor Oceanfront condo sleeps 6. Oceanfront deck and pool. Experience the beauty of the Atlantic Ocean with a direct ocean view. Imagine living beside the sea, dipping in the pool and the pleasure of waking with the ocean’s...

    Pool
    FREE CANCELLATION

    $237 to $308/night

  21. 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

  22. CONDOMINIUM
    Amelia By The Sea- 781 ASea

    Amelia By The Sea- 781 ASea

    Fernandina Beach, FL

    7th Floor 3 Bed/2 Bath Oceanfront condo sleeps 7. Washer/dryer, fishing pier, pool, tennis. Open and airy 3 Bedroom, Oceanfront condo with ocean views from most rooms in the condo! Enjoy ocean breezes from your balcony. Tile throughout all living...

    Pool
    FREE CANCELLATION

    $385 to $415/night

  23. CONDOMINIUM
    Amelia South Condo- K3

    Amelia South Condo- K3

    Fernandina Beach, FL

    Newly renovated 2018, new flooring, new king size mattress, new living room furniture. The living room has just been enhanced with a 55" smart television. It has a well stocked kitchen. This 3rd floor 2 bedroom 2 bath has great furnishings...

    Pool
    FREE CANCELLATION

    $271 to $348/night

  24. HOUSE
    1427 N. Fletcher Home

    1427 N. Fletcher Home

    Fernandina Beach, FL

    Pet friendly - One Dog permitted at this property. Only dogs 40 pounds and under permitted.  Cats are not Permitted. Enjoy a cup of coffee and the sunrise over the Atlantic Ocean from the expansive front deck of this three bedroom, two bath home...

    Pets OK
    FREE CANCELLATION

    $297 to $382/night

  25. HOUSE
    2340 S Fletcher home

    2340 S Fletcher home

    Fernandina Beach, FL

    Pet friendly - One Dog permitted at this property. Only dogs 40 pounds and under permitted.  Cats are not Permitted. Bed and bath linens are now provided at this beach house- one of only ten beach houses providing this amenity! Rent this Fully...

    Pets OK
    FREE CANCELLATION

    $536 to $678/night

  26. CONDOMINIUM
    Sandpiper Condominium

    Sandpiper Condominium

    Fernandina Beach, FL

    The Sandpiper complex is located on the south end of South Fletcher next to Peter's Point and has two rows of town homes. This home is a 3 bedroom and 2 bath three level townhouse. When you come in the entry door a flight of stairs will take you to...

    FREE CANCELLATION

    $258 to $342/night

  27. CONDOMINIUM
    Amelia South Condo- E7

    Amelia South Condo- E7

    Fernandina Beach, FL

    You can be sitting high on this 7th floor balcony with a gorgeous unit!!! It has a king in the master bedroom. In the guest room, it has a queen and twin bunkbeds! This unit has seating for 6 at the dining room table plus a spacious breakfast bar....

    Pool
    FREE CANCELLATION

    $271 to $348/night

  28. CONDOMINIUM
    Amelia By The Sea- 446 ASea

    Amelia By The Sea- 446 ASea

    Fernandina Beach, FL

    This is a 2 bedroom, 2 bath unit on the fourth floor. The kitchen and both baths have been totally remodeled. The unit has bright colors and is tastefully decorated with custom draperies. The kitchen counter bar has been designed diagonally which...

    Pool
    FREE CANCELLATION

    $338 to $385/night

  29. CONDOMINIUM
    Amelia By The Sea- 112 ASea

    Amelia By The Sea- 112 ASea

    Fernandina Beach, FL

    1st Floor 2 Bed/2 Bath oceanfront condo sleeps 5. Tennis, W/D, pier, balcony & pool. This is a bright 2 bedroom, 2 bath unit at the North end of the first floor. All units at Amelia by the Sea are direct oceanfront with private balconies on upper...

    Pool
    FREE CANCELLATION

    $356 to $403/night

  30. CONDOMINIUM
    Sand Dollar Condo #212

    Sand Dollar Condo #212

    Fernandina Beach, FL

    Sea breezes, the sound of ocean waves, and breathtaking ocean views are yours to enjoy from the comfort of this newly remodeled two bedroom, two bath, ocean front condo that sleeps six. The kitchen is fully equipped and features granite countertops...

    Pool
    FREE CANCELLATION

    $243 to $302/night