Home Vacation Home Rentals By Owner In Anna Maria, FL

Showing 120 Of 728 Vacation Rentals
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Exceptional(18)

$1884.3

/ Nightly
Private Vacation Home

Gulfview Estate: Beachfront luxury home with sweeping Gulf views

Anna Maria, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(1)

$1844.67

/ Nightly
Private Vacation Home

81A - High End Luxury Retreat w/ 12' TV!

Anna Maria, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 8

Sleeps
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Exceptional(47)

$1828.88

/ Nightly
Private Vacation Home

Serendipity Deux -Luxury Beachfront Pool & Spa - Golf Cart -Elevator

Anna Maria, Florida, United States

Bed 4

Bed

Bath 5

Bath

Sleep 8

Sleeps
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Exceptional(12)

$1827.01

/ Nightly
Private Vacation Home

No Tan Lines by Beach Boutique Rentals

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(51)

$1819.3

/ Nightly
Private Vacation Home

Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(8)

$1818.71

/ Nightly
Private Vacation Home

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(20)

$1807.35

/ Nightly
Private Vacation Home

Seaside Magnolia~1 Block to Pine Ave, Heated Pool!

Anna Maria, Florida, United States

Bed 6

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(2)

$1793.2

/ Nightly
Private Vacation Home

Luxury Villa with Rooftop Deck, Putting Green, and Pool/Spa!

Anna Maria, Florida, United States

Bed 7

Bed

Bath 7

Bath

Sleep 8

Sleeps
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Exceptional(14)

$1786.84

/ Nightly
Private Vacation Home

Experience Luxury at Go with the Flow! Lazy River Pool, Rooftop Deck and Games!

Anna Maria, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 8

Sleeps
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Exceptional(20)

$1781.97

/ Nightly
Private Vacation Home

Impressive Luxury Home steps to the Beach! Great Pool and Spa! - Grande Haven

Anna Maria, Florida, United States

Bed 7

Bed

Bath 5

Bath

Sleep 18

Sleeps
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Exceptional(27)

$1756.29

/ Nightly
Private Vacation Home

Gulf Shore Retreat: Private Pool managed by Beach Retreats FL Anna Maria Island

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(1)

$1753.53

/ Nightly
Private Vacation Home

Villa La Concha~West of Gulf Steps to the Beach!

Anna Maria, Florida, United States

Bed 6

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(18)

$1745.42

/ Nightly
Private Vacation Home

Big Family Beach House: Large family home, heated pool, putting green

Anna Maria, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(48)

$1744.1

/ Nightly
Private Vacation Home

Villa Marisol: Beachfront, Mediterranean style, w/terrace, pool, hot tub!

Anna Maria, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$1465.65

/ Nightly
Private Vacation Home

Tropical gem near beach with amazing Gulf view, pool, spa, game room & roof deck

Anna Maria, Florida, United States

Bed 4

Bed

Bath 5

Bath

Sleep 8

Sleeps
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Exceptional(25)

$1445.72

/ Nightly
Private Vacation Home

Serendipity Gulfront - Hot Tub - Heated Pool -Golf Cart

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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$1453.32

/ Nightly
Private Vacation Home

Sunset Tulia Paradise

Anna Maria, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 8

Sleeps
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Exceptional(19)

$1453.53

/ Nightly
Private Vacation Home

Three Little Birds - Luxury Gulf-View Home w/ Heated Pool & Steps to Bean Point

Anna Maria, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(35)

$1459.75

/ Nightly
Private Vacation Home

Large Canal Front Family Rental on Anna Maria with Pool, Dock and Mini Golf!

Anna Maria, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(261)

$1473.58

/ Nightly
Private Vacation Home

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Anna Maria, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Anna Maria

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Exceptional(261)

$816.82

/ Nightly
Private vacation home

Luxury coastal home pool/spa, 1 block downtown AMI Pine Ave & 0.2 mi to beach

Anna Maria, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(261)

$809.31

/ Nightly
Private vacation home

C-View Florida: Canal Front Home w/ Dock!

Anna Maria, Florida, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(261)

$809.98

/ Nightly
Private vacation home

Kiwi Cottage~Private Heated Pool!~Shopping close!

Anna Maria, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(261)

$810.23

/ Nightly
Private vacation home

4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(261)

$813.42

/ Nightly
Private vacation home

SOUTH CAY, 3-Min Walk to Gulf Beach, Large Pool, 2 Master BR

Anna Maria, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(261)

$814.17

/ Nightly
Private vacation home

From Dusk Til Dune- 5 bedroom, Canal front, private pool/spa and close to beach

Anna Maria, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(261)

$816.68

/ Nightly
Private vacation home

Stunning Waterfront Oasis, Prime Location, Private Pool/Spa - On Gulf of Mexico!

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(261)

$821.71

/ Nightly
Private vacation home

Sea Glass on Park - 4Bed Pool Home - by Island Real Estate Vacations

Anna Maria, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(261)

$826.42

/ Nightly
Private vacation home

Pineapple Cottage, tropical oasis pool/spa

Anna Maria, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(261)

$824.69

/ Nightly
Private vacation home

New Luxury-Professionally Decorated Home Pool/Spa 5 Minute walk to AMI ocean

Anna Maria, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Most Popular Cities in Florida