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  1. HOUSE
    Anna Maria Beach Place, Unit 6

    Anna Maria Beach Place, Unit 6

    Holmes Beach, FL

    Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches...

    Pool
    FREE CANCELLATION

    $137 to $1,781/night

  2. HOUSE
    Seaside Beach House 101

    Seaside Beach House 101

    Holmes Beach, FL

    VRC16-000502 Seaside Beach House #101 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

    $201 to $1,781/night

  3. HOUSE
    Anna Cabana Bungalow #1

    Anna Cabana Bungalow #1

    Holmes Beach, FL

    Anna Cabana Bungalow #1 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous...

    Pool
    FREE CANCELLATION

    $166 to $1,781/night

  4. HOUSE
    Beachside

    Beachside

    Holmes Beach, FL

    VRC16-000521 The Beachside is a custom built three bedroom, two bath home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. There is a wonderful heated, salt...

    Pool
    FREE CANCELLATION

    $285 to $1,781/night

  5. HOUSE
    Captain Billy Fulford Home

    Captain Billy Fulford Home

    Cortez, FL

    The Captain Billy Fulford House is a rare five bedroom, three and one half bath home located at 4523 123rd Street West in the Historic Village of Cortez. This wonderful, old home features a 20' x 40' private, heated pool. Built in 1907, this home is...

    Pool
    FREE CANCELLATION

    $295 to $1,781/night

  6. HOUSE
    Cove At Sandy Pointe 202a

    Cove At Sandy Pointe 202a

    Holmes Beach, FL

    VRC16-000538 The Cove at Sandy Pointe #202, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Point features undercover parking and a large...

    Pool
    FREE CANCELLATION

    $119 to $1,781/night

  7. HOUSE
    Castnetter Beach Resort 5

    Castnetter Beach Resort 5

    Holmes Beach, FL

    VRC16-000986 Castnetter Beach Resort #5 is a delightful Anna Maria Island rental located directly across the street from the seven acre Manatee Public Beach and the Gulf of Mexico. This beautiful and totally renovated two bedroom two unit sleeps...

    Pool
    FREE CANCELLATION

    $255 to $1,781/night

  8. HOUSE
    Anna Maria Beach Place, Unit 5

    Anna Maria Beach Place, Unit 5

    Holmes Beach, FL

    Anna Maria Beach Place #5, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches...

    Pool
    FREE CANCELLATION

    $137 to $1,781/night

  9. HOUSE
    Four Winds

    Four Winds

    Holmes Beach, FL

    The Fourwinds, located at 2819 Gulf Drive in Holmes Beach is a newly redecorated two bedroom, two bath home. This spacious and lovely property is located less than a two minute walk to the beach and is also within an easy stroll to shopping and...

    FREE CANCELLATION

    $131 to $1,781/night

  10. HOUSE
    Beach House Resort 7

    Beach House Resort 7

    Bradenton Beach, FL

    The Beach House Resort #7, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views from...

    Hot Tub
    FREE CANCELLATION

    $169 to $1,781/night

  11. HOUSE
    Cove At Sandy Pointe 208a

    Cove At Sandy Pointe 208a

    Holmes Beach, FL

    The Cove at Sandy Pointe #208, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool. Each...

    Pool
    FREE CANCELLATION

    $119 to $1,781/night

  12. HOUSE
    Anna Cabana Bungalow #4

    Anna Cabana Bungalow #4

    Holmes Beach, FL

    Anna Cabana Bungalow #4 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous...

    Pool
    FREE CANCELLATION

    $192 to $1,781/night

  13. HOUSE
    Four Beach Lovers 2

    Four Beach Lovers 2

    Holmes Beach, FL

    VRC16-000517 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...

    FREE CANCELLATION

    $202 to $1,781/night

  14. HOUSE
    Waters Edge 106s

    Waters Edge 106s

    Holmes Beach, FL

    Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a beautifully updated and spacious one bedroom, one and one half bath unit in a popular Gulf front complex. This unit offers every imaginable amenity to make...

    Pool
    FREE CANCELLATION

    $166 to $1,781/night

  15. HOUSE
    Beach House Resort 9

    Beach House Resort 9

    Bradenton Beach, FL

    The Beach House Resort #9, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views from...

    Hot Tub
    FREE CANCELLATION

    $169 to $1,781/night

  16. HOUSE
    Valhalla Downstairs

    Valhalla Downstairs

    Holmes Beach, FL

    VRC16-000570 The Valhalla downstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful two bedroom, one bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping...

    FREE CANCELLATION

    $243 to $1,781/night

  17. HOUSE
    Runaway Bay 250

    Runaway Bay 250

    Bradenton Beach, Fl

    Runaway Bay condominium #250, located at 1801 Gulf Drive in northern Bradenton Beach, is an updated, 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...

    Pool
    FREE CANCELLATION

    $160 to $1,781/night

  18. HOUSE
    Four Beach Lovers 4

    Four Beach Lovers 4

    Holmes Beach, FL

    VRC16-000519 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...

    FREE CANCELLATION

    $148 to $1,781/night

  19. HOUSE
    Tequila Sunrise

    Tequila Sunrise

    Holmes Beach, FL

    VRC16-000509 The Tequila Sunrise is an absolutely wonderful three bedroom, two bath home with a private heated pool. Located 309 B 59th Street in Holmes Beach, this lovely property is convenient to the beach and in a very convenient, Holmes Beach...

    Pool
    FREE CANCELLATION

    $238 to $1,781/night

  20. HOUSE
    Beach House Resort 5

    Beach House Resort 5

    Bradenton Beach, FL

    The Beach House Resort #5, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views from...

    Hot Tub
    FREE CANCELLATION

    $169 to $1,781/night

  21. HOUSE
    Blue Dolphin Inn- Heron Up

    Blue Dolphin Inn- Heron Up

    Anna Maria, FL

    The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free...

    Pool
    FREE CANCELLATION

    $145 to $1,781/night

  22. HOUSE
    Seagrass Flats 4

    Seagrass Flats 4

    Bradenton Beach, FL

    Seagrass Flats Condo #4 is an upper 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

    $154 to $1,781/night

  23. HOUSE
    Seagrass Flats 3

    Seagrass Flats 3

    Bradenton Beach, FL

    Seagrass Flats Condo #3 is a upper level, pool 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

    $154 to $1,781/night

  24. HOUSE
    While Away

    While Away

    Holmes Beach, FL

    The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level duplex with a private heated pool. This very spacious duplex is located in a quiet, residential neighborhood just a short stroll to the beach,...

    Pool
    FREE CANCELLATION

    $148 to $1,781/night

  25. HOUSE
    Franks Beach House

    Franks Beach House

    Holmes Beach, FL

    VRC16-000543 Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Beach. It features a very large open deck facing the beach as well as a screened lanai for when you want a little...

    FREE CANCELLATION

    $356 to $1,781/night

  26. HOUSE
    Seacrest II Condos 3

    Seacrest II Condos 3

    Holmes Beach, FL

    VRC16-000560 Seacrest II Condo, Unit #3 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street....

    Pool
    FREE CANCELLATION

    $131 to $1,781/night

  27. HOUSE
    Palm Cay 4

    Palm Cay 4

    Holmes Beach, FL

    Palm Cay Condominium #4 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. You can walk to the beach is less than two minutes with no busy streets to cross. Palm Cay features a large heated pool and...

    Pool
    FREE CANCELLATION

    $131 to $1,781/night

  28. HOUSE
    Seagrass Flats All Units

    Seagrass Flats All Units

    Bradenton Beach, FL

    Seagrass Flats Condo is a four unit complex located at 101 25th Street North in Bradenton Beach that features a large heated pool and bbq area. Immediately across from the beach, you can be on the sand in less than one minute. It’s a perfect...

    Pool
    FREE CANCELLATION

    $618 to $1,781/night

  29. HOUSE
    Bollinger Duplex, A

    Bollinger Duplex, A

    Holmes Beach, FL

    VRC16-000478 The Bollinger Duplex, side A is a very comfortably furnished and spacious duplex apartment located at 6909 Gulf Drive in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to beautiful...

    FREE CANCELLATION

    $137 to $1,781/night

  30. HOUSE
    Fountainhead Condo 3

    Fountainhead Condo 3

    Holmes Beach, FL

    VRC16-000541 Fountainhead Condo #3, located at 3402 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. Due to some long...

    Pool
    FREE CANCELLATION

    $125 to $1,781/night