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Watersports Holidays in Anna Maria Island - Holiday Lettings

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34 properties with watersports onsite or nearby

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Holiday villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £463 / night

£3,240 / week

1 / 28

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean and modern in great location” Entire house recently renovated with modern appliances, central a/C, flat screen TV, dependable Wifi, unique design touches, cheery environment. Delightful owners very responsive. Young neighbors threw loud party while we were there. No idea if this is common. Twin beds designed more for children.

from £199 / night

£1,389 - £3,240 / week

1 / 39

Holiday condo in Anna Maria Island

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

from £169 / night

£1,180 / week

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Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Awesome!” This house was awesome with it's fabulous views from the decks! Very spacious rooms especially the master bedroom!

from £509 / night

£1,828 - £9,163 / week

1 / 49

Holmes Beach holiday condo rental

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £324 / night

£2,083 - £3,240 / week

1 / 21

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £324 / night

£2,268 - £3,240 / week

1 / 39

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £324 / night

£2,268 / week

1 / 27

Holiday cottage in Anna Maria Island

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £89 / night

£622 / week

1 / 22

Holmes Beach holiday home rental

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £186 / night

£1,296 / week

1 / 45

Holiday home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £601 / night

£4,437 - £5,072 / week

1 / 37

Bradenton Beach holiday cottage rental

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £324 / night

£2,777 / week

1 / 20

Home rental in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £176 / night

£1,231 / week

1 / 16

Holiday townhouse in Bradenton Beach

Bradenton Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £232 / night

£1,620 / week

1 / 16

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,852 / night

£12,958 - £17,586 / week

1 / 36

Holiday home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £232 / night

£1,620 / week

1 / 23

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £162 / night

£1,134 / week

1 / 12

Holiday condo rental

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £133 / night

£927 / week

1 / 59

Condo rental in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £255 / night

£1,782 / week

1 / 20

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £787 / night

£5,554 - £8,099 / week

1 / 61

Holiday home with golf nearby in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £417 / night

£2,916 / week

1 / 17

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £385 / night

£2,689 / week

1 / 36

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,019 / night

£6,479 - £11,570 / week

1 / 33

Cottage rental in Bradenton Beach

Bradenton Beach cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15

from £238 / night

£1,666 - £7,405 / week

1 / 57

Holiday apartment in Holmes Beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £255 / night

£1,782 / week

1 / 39

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £926 / night

£6,479 - £11,107 / week

1 / 55

Holiday apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £255 / night

£1,782 / week

1 / 25

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £185 / night

£1,295 - £2,499 / week

1 / 55

Holiday home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £509 / night

£3,564 / week

1 / 44

Home accommodation in Holmes Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £167 / night

£1,167 / week

1 / 16

Cottage rental in Anna Maria

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £286 / night

£2,002 / week

1 / 21

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £417 / night

£2,916 / week

1 / 24

Holiday home rental

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,574 / night

£10,644 - £15,457 / week

1 / 24

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £366 / night

£2,560 / week

1 / 31

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,389 / night

£9,256 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £394 / night

£2,754 / week

1 / 31

Holiday manor house in St. Petersburg

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £926 / night

£6,479 / week

1 / 24

Holiday condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £167 / night

£926 / week

1 / 37

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £278 / night

£1,944 / week

1 / 32

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £162 / night

£926 / week

1 / 41

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £166 / night

£972 / week

1 / 38

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