Home Vacation Home Rentals By Owner In Anna Maria, FL

Showing 200 Of 728 Vacation Rentals
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Exceptional(24)

$1155.43

/ Nightly
Private Vacation Home

Bermuda Bay: 1.5 Blocks to Beach! Pool Spa, Rooftop Deck

Anna Maria, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(12)

$1155.85

/ Nightly
Private Vacation Home

Luxury Beach Home! Pool, Spa and Gourmet Kitchen!

Anna Maria, Florida, United States

Bed 6

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(36)

$1167.12

/ Nightly
Private Vacation Home

Charming Beachfront Bungalow with Sunset Views and Coastal Comfort

Anna Maria, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(13)

$1167.59

/ Nightly
Private Vacation Home

New Luxury Home with Beach Views and Pool, 1 min to Beach - Siena Sky

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(196)

$1169.11

/ Nightly
Private Vacation Home

Dragonfly - Southern charm on the North end of Anna Maria Island

Anna Maria, Florida, United States

Bed 5

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(32)

$1169.25

/ Nightly
Private Vacation Home

Pink Palm: Dog-friendly, 6-bedroom, 3-min walk to beach!

Anna Maria, Florida, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(7)

$1183.07

/ Nightly
Private Vacation Home

The Curated Palm – Luxury Canal Home w/ Pool, Spa & Dock + Walk to Pine Ave

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(3)

$1184.68

/ Nightly
Private Vacation Home

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

Anna Maria, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(28)

$1189.91

/ Nightly
Private Vacation Home

Sea Forever- Luxury 8 bedrooms with everything you need, rooftop, pool and spa!!

Bradenton Beach, Florida, United States

Bed 8

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(12)

$1193.92

/ Nightly
Private Vacation Home

Golf Cart, Canal Home, Bimini Sunrise by SeaBreeze Vacation

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(30)

$1196.65

/ Nightly
Private Vacation Home

The TipSea Turtle 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(30)

$1202.03

/ Nightly
Private Vacation Home

Beach Escape! Luxury Home with Pool, Spa, Rooftop Deck and Walk to Beach

Anna Maria, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(25)

$1224.35

/ Nightly
Private Vacation Home

The Willow Inn: Huge Pool, Game Room, One Block to Beach by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(6)

$1232.09

/ Nightly
Private Vacation Home

Steps to Bean Point Beach: Family Home w/ Pool

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(52)

$1239.06

/ Nightly
Private Vacation Home

Vitamin Sea managed by Beach Retreats FL Anna Maria Island

Anna Maria, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(7)

$1244.35

/ Nightly
Private Vacation Home

Brand New home with Incredible Rooftop Deck and Pool! - Just Breathe

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(6)

$1248.32

/ Nightly
Private Vacation Home

Brand New Luxury Home, Incredible Rooftop Deck and Pool! - Total Package

Anna Maria, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(7)

$1261.63

/ Nightly
Private Vacation Home

Bleuphoria! Rooftop Views and Poolside Fun!

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(8)

$1263.43

/ Nightly
Private Vacation Home

Dolce Vita: Amazing Rooftop Experience, Views, Pool, Spa by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 8

Sleeps
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Exceptional(26)

$1268.38

/ Nightly
Private Vacation Home

Pool*Hot Tub*Tiki Bar*Pickleball Court*Dock

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(26)

$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(26)

$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(26)

$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(26)

$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(26)

$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(26)

$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(26)

$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(26)

$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(26)

$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(26)

$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