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

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Filter resultsGo Reset filtersReset Close
  1. HOUSE
    Dolphin Dance, Both Units

    Dolphin Dance, Both Units

    Bradenton Beach, FL

    The Dolphin Dance, located at 803 and 805 Gulf Drive South is an impressive duplex with unobstructed, panoramic views of the Gulf of Mexico. Each side has two bedrooms and one and one half baths. Each sleeps six with a queen size bed, two double...

    FREE CANCELLATION

    $276 to $1,781/night

  2. CONDOMINIUM
    Sunset Terrace 204

    Sunset Terrace 204

    Bradenton Beach, FL

    Sunset Terrace Condo #204 is a lovely Gulf front unit situated directly on the beach with spectacular views of the Gulf of Mexico. It is a particularly well maintained apartment with two bedrooms, two bathrooms sleeping up to six with a queen size...

    Pool
    FREE CANCELLATION

    $214 to $1,781/night

  3. CONDOMINIUM
    Seabreeze Condo B

    Seabreeze Condo B

    Holmes Beach, FL

    VRC16-000531 Seabreeze Condo B, at 403 39th Street in Holmes Beach, is a very nicely furnished, well maintained, and comfortable two bedroom, two bath unit with a heated pool. This smaller complex is located just a few short steps to the beach and...

    Pool
    FREE CANCELLATION

    $107 to $1,781/night

  4. CONDOMINIUM
    Sea Pirate 6

    Sea Pirate 6

    Holmes Beach, FL

    VRC16-000818 Sea Pirate Condo #6, located at 3301 Gulf Drive in the heart of Holmes Beach is just a stone's throw from the tropic teal waters of the Gulf of Mexico. Situated in a much desired area, close to shopping and restaurants, this smaller...

    Pool
    FREE CANCELLATION

    $131 to $1,781/night

  5. HOUSE
    Bollinger Duplex, B

    Bollinger Duplex, B

    Holmes Beach, FL

    VRC16-000479 The Bollinger Duplex, Side B is a ground level one bedroom, one bath duplex located at 6909 Gulf Drive, in the preferred northern area of Holmes Beach. It only one-half block to a beautiful beach where you can stroll from one end of...

    FREE CANCELLATION

    $83 to $1,781/night

  6. HOUSE
    Blue Dolphin Inn- Ibis

    Blue Dolphin Inn- Ibis

    Anna Maria, FL

    The Ibis unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful two bedroom, one bath downstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free...

    Pool
    FREE CANCELLATION

    $113 to $1,781/night

  7. HOUSE
    Ss Salamander Both Units

    Ss Salamander Both Units

    Holmes Beach, FL

    Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This recently updated duplex is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential...

    Pool
    FREE CANCELLATION

    $372 to $1,781/night

  8. HOUSE
    Bollinger Duplex Both Sides

    Bollinger Duplex Both Sides

    Holmes Beach, FL

    The Bollinger Duplex is a very comfortably furnished and spacious duplex located at 6909 Gulf Drive, in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to the beautiful Gulf of Mexico where you can...

    FREE CANCELLATION

    $209 to $1,781/night

  9. CONDOMINIUM
    Seagrass Flats 2

    Seagrass Flats 2

    Bradenton Beach, FL

    Seagrass Flats Condo #2 is a ground level, gulf side unit located at 101 25th Street North in Bradenton Beach. It is a four unit complex located near one of the widest beaches on the island and features a heated pool and barbeque area. Immediately...

    Pool
    FREE CANCELLATION

    $131 to $1,781/night

  10. HOUSE
    Seabreeze Cottage

    Seabreeze Cottage

    Bradenton Beach, FL

    Seabreeze Cottage, located at 103 Highland Avenue in the historic Bridge Street neighborhood of Bradenton Beach, is coastal living chic at its best! The open, spacious, living plan is the perfect place for family gatherings whether for playing board...

    FREE CANCELLATION

    $221 to $1,781/night

  11. HOUSE
    Ss Salamander South

    Ss Salamander South

    Holmes Beach, FL

    VRC16-000500 Welcome to the SS Salamander, South unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one bath unit is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a...

    Pool
    FREE CANCELLATION

    $176 to $1,781/night

  12. HOUSE
    MI Happy Place Sand Castle 1

    MI Happy Place Sand Castle 1

    Holmes Beach, FL

    MI Happy Place Island Resort - Sand Castle is a delightful Anna Maria Island locale situated directly across from the Manatee Public Beach. The MI Happy Place Island Resort (formerly Garden Villas) features new ownership and management with exciting...

    Pool
    FREE CANCELLATION

    $121 to $1,781/night

  13. HOUSE
    Sunrise Moorings Down

    Sunrise Moorings Down

    Bardenton Beach, FL

    Sunrise Moorings is a brand new duplex located at 110 7th Street South in Bradenton Beach directly on the inter-coastal waterway. This property is perfect for boaters and is a short stroll to the beach. The up unit is a 3 bedroom 2 bath with a King...

    FREE CANCELLATION

    $266 to $1,781/night

  14. CONDOMINIUM
    Fountainhead Condo 7

    Fountainhead Condo 7

    Holmes Beach, FL

    VRC16-000813 Fountainhead Condo #7, located at 3400 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site. This unit is...

    Pool
    FREE CANCELLATION

    $101 to $1,781/night

  15. HOUSE
    Island Daze

    Island Daze

    Bradenton Beach, Fl

    Island Daze located at 108 3rd St North in Bradenton Beach is an adorable private home first brand new on the rental market in Bradenton Beach. This single family four bedroom two bathroom with bonus room that sleeps eight comfortably will surely...

    FREE CANCELLATION

    $138 to $1,781/night

  16. HOUSE
    MI Happy Place Sand Dollar 2

    MI Happy Place Sand Dollar 2

    Holmes Beach, FL

    The Sand Dollar unit at MI Happy Place Island Resort is a fantastic two bedroom, one bath unit that sleeps six. The updated Sand Dollar features comfortable beds, luxurious linens and an Island style relaxing decor throughout! With a queen, two...

    Pool
    FREE CANCELLATION

    $121 to $1,781/night

  17. HOUSE
    Peace 'n Paradise

    Peace 'n Paradise

    Holmes Beach, FL

    Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath duplex with a private heated pool and spa. Peace 'n Paradise will sleep six with a king size bed, two XL twins and a queen sleeper sofa in the...

    Pool
    FREE CANCELLATION

    $178 to $1,781/night

  18. CONDOMINIUM
    Seaside Beach House 201

    Seaside Beach House 201

    Holmes Beach, FL

    VRC16-000507 Seaside Beach House #201 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

    $177 to $1,781/night

  19. HOUSE
    Tiki

    Tiki

    Holmes Beach, FL

    VRC16-000568 The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is...

    FREE CANCELLATION

    $356 to $1,781/night

  20. CONDOMINIUM
    Waters Edge 210s

    Waters Edge 210s

    Holmes Beach, FL

    Waters Edge Condo 210S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes Beach. This much sought after complex features an elevator, heated pool, tennis court and a beach that is unparalleled. The open...

    Pool
    FREE CANCELLATION

    $184 to $1,781/night

  21. HOUSE
    White Shell

    White Shell

    Anna Maria, FL

    White Shell is conveniently located on the northern end of Anna Maria Island at 225 Gladiolus Street, steps away from all that Pine Avenue has to offer. This lovely home offers every amenity needed from the 5 televisions, large ground floor...

    Pool Hot Tub
    FREE CANCELLATION

    $299 to $1,781/night

  22. CONDOMINIUM
    Runaway Bay 207

    Runaway Bay 207

    Bradenton Beach, FL

    Runaway Bay condominium #207, located at 1801 Gulf Drive in northern Bradenton Beach, is a comfortable two bedroom, two bath second floor condo located in a very popular complex. Runaway Bay is a bay front complex that features a very large heated...

    Pool
    FREE CANCELLATION

    $137 to $1,781/night

  23. HOUSE
    Four Beach Lovers All Units

    Four Beach Lovers All Units

    Holmes Beach, FL

    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 furnished. All four...

    FREE CANCELLATION

    $608 to $1,781/night

  24. CONDOMINIUM
    Waters Edge 110s

    Waters Edge 110s

    Holmes Beach, FL

    Waters Edge Condo 110S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes Beach. This much sought after complex features an elevator, large heated pool at gulf side, tennis court and a beach that is...

    Pool
    FREE CANCELLATION

    $184 to $1,781/night

  25. CONDOMINIUM
    Alamanda Villas 7

    Alamanda Villas 7

    Holmes Beach, FL

    VRC16-000515 Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy...

    Pool
    FREE CANCELLATION

    $160 to $1,781/night

  26. HOUSE
    Good Times Both Units

    Good Times Both Units

    Bradenton Beach, FL

    The Good Times A and B, located at 303 Highland Avenue in Bradenton Beach is a quiet, duplex with four bedrooms and four baths. Each unit features a spacious living room, large open design and very spacious open deck. Just one very short block to...

    FREE CANCELLATION

    $299 to $1,781/night

  27. CONDOMINIUM
    Cove At Sandy Pointe 111

    Cove At Sandy Pointe 111

    Holmes Beach, FL

    VRC16-000536 The Cove at Sandy Pointe 111, located at 3601 East Bay Drive in Holmes Beach is a three bedroom, three bath bay front townhouse style unit. Located directly on the bay in a quiet location, this unit overlooks a natural mangrove...

    Pool
    FREE CANCELLATION

    $138 to $1,781/night

  28. CONDOMINIUM
    Home Suite Holmes

    Home Suite Holmes

    Holmes Beach, FL

    Charming Condo STEPS to Beach w/Pool – Near Shops, Restaurants & Bridge Street! This spacious 1 bed / 1 bath condo is located just steps away from the pristine, sandy white beaches of Anna Maria Island and Bradenton Beach. This beautiful...

    Pool
    FREE CANCELLATION

    $110 to $1,781/night

  29. HOUSE
    Anna Cabana Beach House

    Anna Cabana Beach House

    Holmes Beach, FL

    VRC16-000533 The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical...

    Pool
    FREE CANCELLATION

    $192 to $1,781/night

  30. CONDOMINIUM
    Bermuda Bay 1415

    Bermuda Bay 1415

    Bradenton Beach, FL

    Bermuda Bay Club is a wonderful Gulf to Bay complex featuring a large heated pool and spa, located at 1415 Gulf Drive in Bradenton Beach. From the pool area you can meander down the boardwalk to the bay while enjoying all the wildlife that Anna...

    Pool Hot Tub
    FREE CANCELLATION

    $162 to $1,781/night