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50 Holiday homes

Filters applied: Pets allowed (24)

Travellers going to Anna Maria Island are booking March dates now. Secure your holiday home today and have the perfect trip.

(2) Excellent 

1 / 41

Holiday home with swimming pool in Anna Maria

Anna Maria Island / Anna Maria

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

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from £167 / night

£1046 - £1901 / week

Book

from £167 / night

1 / 19

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

4 12 Min stay varies

House / 4 bedrooms / sleeps 12 / Min stay varies

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from £257 / night

£2055 / week

Book

from £257 / night

(3) Good 

1 / 23

Holmes Beach holiday home rental

Anna Maria Island / Holmes Beach

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

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from £206 / night

£1206 - £1507 / week

Book

from £206 / night

(8) Excellent 

1 / 28

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

3 8 7 nights min stay

House / 3 bedrooms / sleeps 8 / 7 nights min stay

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from £93 / night

£651 - £1096 / week

Book

from £93 / night

(7) Excellent 

1 / 25

Anna Maria Island holiday home rental

Florida / Anna Maria Island

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

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from £137 / night

£959 - £1199 / week

Book

from £137 / night

(8) Excellent 

1 / 23

Apartment rental in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £144 / night

£1233 - £1679 / week

Book

from £144 / night

(1) Good 

1 / 13

Holmes Beach holiday apartment rental

Anna Maria Island / Holmes Beach

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £114 / night

£685 - £1021 / week

Book

from £114 / night

(1) Excellent 

1 / 24

Holiday cottage with swimming pool in Holmes Beach

Anna Maria Island / Holmes Beach

3 6 3 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £137 / night

£754 - £973 / week

Book

from £137 / night

1 / 25

Holiday home in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £148 / night

£1031 - £1674 / week

Book

from £148 / night

1 / 21

Bradenton Beach holiday cottage rental

Anna Maria Island / Bradenton Beach

2 6 4 nights min stay

Cottage / 2 bedrooms / sleeps 6 / 4 nights min stay

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from £127 / night

£685 / week

Book

from £127 / night

(1) Very Good 

1 / 16

Home accommodation in Anna Maria Island

Florida / Anna Maria Island

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £137 / night

£822 - £959 / week

Book

from £137 / night

1 / 11

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £90 / night

£545 - £908 / week

Book

from £90 / night

(2) Excellent 

1 / 19

Apartment rental in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £69 / night

£480 - £685 / week

Book

from £69 / night

1 / 6

Holiday home in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 2 Min stay varies

House / 2 bedrooms / sleeps 2 / Min stay varies

Add to shortlist

from £100 / night

£651 - £685 / week

Book

from £100 / night

1 / 16

Holiday hotel apartment in Holmes Beach

Anna Maria Island / Holmes Beach

1 4 7 nights min stay

Hotel apartment / 1 bedroom / sleeps 4 / 7 nights min stay

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from £147 / night

£1028 - £1096 / week

Book

from £147 / night

1 / 10

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 7 nights min stay

House / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £71 / night

£497 - £566 / week

Book

from £71 / night

1 / 5

Holiday apartment rental

Anna Maria Island / Holmes Beach

1 4 1 night min stay

Apartment / 1 bedroom / sleeps 4 / 1 night min stay

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from £105 / night

£625 - £764 / week

Book

from £105 / night

1 / 21

Bradenton Beach holiday home rental

Anna Maria Island / Bradenton Beach

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £98 / night

£685 / week

Book

from £98 / night

1 / 18

Condo rental in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 7 nights min stay

Condo / 2 bedrooms / sleeps 6 / 7 nights min stay

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from £74 / night

£514 - £959 / week

Book

from £74 / night

1 / 11

Holiday studio with golf nearby in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 Min stay varies

Studio / sleeps 2 / Min stay varies

Add to shortlist

from £86 / night

£480 - £548 / week

Book

from £86 / night

1 / 12

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

2 5 7 nights min stay

House / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £118 / night

£822 - £1199 / week

Book

from £118 / night

1 / 16

Holiday townhouse in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 1 night min stay

Townhouse / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £127 / night

£887 / week

Book

from £127 / night

1 / 18

Anna Maria holiday home rental

Anna Maria Island / Anna Maria

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £138 / night

£966 - £1207 / week

Book

from £138 / night

1 / 17

Home rental in Anna Maria

Anna Maria Island / Anna Maria

3 6 30 nights min stay

House / 3 bedrooms / sleeps 6 / 30 nights min stay

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from £76 / night

£959 - £1103 / week

Book

from £76 / night

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Distance approx 4.05 miles from Anna Maria Island Show on Map

(3) Excellent 

1 / 14

Holiday cottage in Bradenton

Florida / Bradenton

1 2 Min stay varies

Cottage / 1 bedroom / sleeps 2 / Min stay varies

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from £42 / night

£384 / week

Book

from £42 / night

Distance approx 4.34 miles from Anna Maria Island Show on Map

(1) Excellent 

1 / 21

Bradenton holiday home rental

Florida / Bradenton

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £178 / night

£1161 - £1298 / week

Book

from £178 / night

Distance approx 5.23 miles from Anna Maria Island Show on Map

1 / 8

Holiday home with golf nearby in Bradenton

Florida / Bradenton

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £86 / night

£685 - £740 / week

Book

from £86 / night

Distance approx 5.43 miles from Anna Maria Island Show on Map

1 / 14

Bradenton holiday home rental

Florida / Bradenton

2 4 4 nights min stay

House / 2 bedrooms / sleeps 4 / 4 nights min stay

Add to shortlist

from £69 / night

£480 - £600 / week

Book

from £69 / night

Distance approx 6.07 miles from Anna Maria Island Show on Map

1 / 20

Holiday cottage in Longboat Key

Florida / Longboat Key

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £147 / night

£1028 / week

Book

from £147 / night

Distance approx 6.22 miles from Anna Maria Island Show on Map

1 / 20

Bradenton holiday home rental

Florida / Bradenton

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £392 / night

£2740 - £2877 / week

Book

from £392 / night

Distance approx 6.72 miles from Anna Maria Island Show on Map

1 / 13

Holiday bungalow in Longboat Key

Florida / Longboat Key

2 6 3 nights min stay

Bungalow / 2 bedrooms / sleeps 6 / 3 nights min stay

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from £103 / night

£685 - £864 / week

Book

from £103 / night

Distance approx 6.78 miles from Anna Maria Island Show on Map

(4) Excellent 

1 / 16

Holiday home in Palmetto

Florida / Palmetto

3 6 3 nights min stay

House / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £137 / night

£617 / week

Book

from £137 / night

Distance approx 6.9 miles from Anna Maria Island Show on Map

1 / 18

Longboat Key holiday home rental

Florida / Longboat Key

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £97 / night

£656 - £1452 / week

Book

from £97 / night

Distance approx 8.84 miles from Anna Maria Island Show on Map

1 / 5

Palmetto holiday yacht rental

Florida / Palmetto

2 8 2 nights min stay

Yacht / 2 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £103 / night

£685 - £1405 / week

Book

from £103 / night

Distance approx 8.9 miles from Anna Maria Island Show on Map

(3) Excellent 

1 / 26

Holiday apartment rental

Florida / Bradenton

2 4 30 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 30 nights min stay

Add to shortlist

from £52 / night

£360 / week

Book

from £52 / night

Distance approx 9.03 miles from Anna Maria Island Show on Map

1 / 23

Holiday home in Bradenton

Florida / Bradenton

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £115 / night

£805 - £1470 / week

Enquire

from £115 / night

Distance approx 9.19 miles from Anna Maria Island Show on Map

1 / 13

Bradenton holiday bungalow rental

Florida / Bradenton

3 6 Min stay varies

Bungalow / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

Distance approx 10.62 miles from Anna Maria Island Show on Map

1 / 21

Holiday condo in Longboat Key

Florida / Longboat Key

2 4 30 nights min stay

Condo / 2 bedrooms / sleeps 4 / 30 nights min stay

Add to shortlist

from £48 / night

£336 / week

Book

from £48 / night

Distance approx 11.72 miles from Anna Maria Island Show on Map

1 / 38

Holiday home with golf nearby in St. Petersburg

Florida / St. Petersburg

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £734 / night

£5137 / week

Book

from £734 / night

Distance approx 11.81 miles from Anna Maria Island Show on Map

1 / 11

Holiday cottage in Saint Pete Beach

Florida / Saint Pete Beach

3 7 7 nights min stay

Cottage / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £196 / night

£1370 - £1507 / week

Book

from £196 / night

Distance approx 11.96 miles from Anna Maria Island Show on Map

1 / 19

Holiday home in Saint Pete Beach

Florida / Saint Pete Beach

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £150 / night

£959 - £1423 / week

Book

from £150 / night

Distance approx 11.98 miles from Anna Maria Island Show on Map

(6) Very Good 

1 / 21

Holiday cottage letting

Saint Pete Beach / Pass-a-Grille

1 4 1 night min stay

Cottage / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £92 / night

£533 - £710 / week

Book

from £92 / night

Distance approx 11.99 miles from Anna Maria Island Show on Map

(1) Excellent 

1 / 20

Holiday bungalow with golf nearby in Saint Pete Beach

Saint Pete Beach / Pass-a-Grille

1 4 Min stay varies

Bungalow / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £100 / night

£548 - £750 / week

Book

from £100 / night

Distance approx 12.48 miles from Anna Maria Island Show on Map

1 / 23

Cottage rental in Saint Pete Beach with golf nearby

Florida / Saint Pete Beach

1 4 Min stay varies

Cottage / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £96 / night

£533 - £729 / week

Book

from £96 / night

Distance approx 12.48 miles from Anna Maria Island Show on Map

1 / 22

Holiday home with golf nearby in Saint Pete Beach

Florida / Saint Pete Beach

1 4 Min stay varies

House / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £107 / night

£610 - £840 / week

Book

from £107 / night

Distance approx 12.48 miles from Anna Maria Island Show on Map

1 / 14

Saint Pete Beach holiday cottage rental

Saint Pete Beach / Pass-a-Grille

2 6 Min stay varies

Cottage / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £158 / night

£1005 - £1370 / week

Book

from £158 / night

Distance approx 12.49 miles from Anna Maria Island Show on Map

1 / 20

Home rental in Saint Pete Beach

Florida / Saint Pete Beach

1 4 Min stay varies

House / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £79 / night

£473 - £650 / week

Book

from £79 / night

Distance approx 12.51 miles from Anna Maria Island Show on Map

(1) Excellent 

1 / 23

Holiday home with swimming pool in Bradenton

Florida / Bradenton

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £115 / night

£805 - £1470 / week

Enquire

from £115 / night

Distance approx 12.75 miles from Anna Maria Island Show on Map

1 / 30

Holiday home in St. Petersburg

Florida / St. Petersburg

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £311 / night

£2069 - £3863 / week

Book

from £311 / night

Distance approx 13.24 miles from Anna Maria Island Show on Map

(2) Very Good 

1 / 39

Sarasota holiday home rental

Florida / Sarasota

3 7 3 nights min stay

House / 3 bedrooms / sleeps 7 / 3 nights min stay

Add to shortlist

from £86 / night

£617 - £959 / week

Book

from £86 / night

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