Home Vacation Rentals By Owner In Anna Maria, FL

Showing 240 Of 842 Vacation Rentals
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Exceptional(1)

$1346.98

/ Nightly
Private Vacation Home

Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!

Anna Maria, Florida, United States

Bed 9

Bed

Bath 8

Bath

Sleep 18

Sleeps
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Exceptional(6)

$883.96

/ Nightly
Private Vacation Home

Anna Maria Beach House- 5 bedrooms close to beach- Private pool and spa

Anna Maria, Florida, United States

Bed 5

Bed

Bath 6

Bath

Sleep 10

Sleeps
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Exceptional(66)

$699.88

/ Nightly
Private Vacation Home

Perfect Island Location! Heated pool and plenty of room for the entire family

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(8)

$1213.97

/ Nightly
Private Vacation Home

Costa Bella: 4-Bedroom Home with Private Pool and Spa / Close to Beach and Pine

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(4)

$504.96

/ Nightly
Private Vacation Home

Charming 3-bedroom house in Anna Maria with Private Pool & Spa

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(45)

Select Dates for Price
Villa

Beautiful Bungalow with Pool and Bay Views!

Anna Maria, Florida, United States

Bed 1

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(78)

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Villa

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$666.77

/ Nightly
Private Vacation Home

Luxury Coastal Retreat with Pool and Rooftop Deck!

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$988.99

/ Nightly
Private Vacation Home

Blue Sky Day Beach Cottage

Anna Maria, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(58)

$697.5

/ Nightly
Villa

Resort-Style Pool Steps from the Bay and Pine Ave!

Anna Maria, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(62)

$567.18

/ Nightly
Villa

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria, Florida, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(39)

$395.82

/ Nightly
Private Vacation Home

AMI Boathouse:Dog Friendly Canal Front Pool Home North End of AMI by Anna Maria Life

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Villa

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$1492.14

/ Nightly
Private Vacation Home

Hardin Hideaway - Anna Maria Island

Anna Maria, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 8

Sleeps
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Exceptional(35)

$850.13

/ Nightly
Private Vacation Home

Bean Point/Heated Pool/Spa/Bistro Luxury Resort Vibe

Anna Maria, Florida, United States

Bed 6

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(31)

$871.54

/ Nightly
Private Vacation Home

Beach Bliss: Perfect location, pool, views, steps to beach

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(15)

$336.96

/ Nightly
Private Vacation Home

Dog friendly cottage - One block to the Bay!

Anna Maria, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(12)

$1085.81

/ 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(21)

$587.51

/ Nightly
Private Vacation Home

Hook Wine & Sinker by Beach Boutique Rentals

Anna Maria, Florida, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(5)

$360.5

/ Nightly
Private Vacation Home

Beachside Duplex w/ Pool and Private Suite

Anna Maria, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Anna Maria

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Exceptional(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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