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Holiday Rentals
>
World
>
North America
>
USA
>
Florida
>
Florida South Central Gulf Coast
>
Anna Maria Island Holiday villas
>
Anna Maria
2
BR /
2
BA /
Sleeps
4
From £1,153/wk
Featured
4
BR /
3
BA /
Sleeps
8
From £1,648/wk
Featured
9
BR /
6
BA /
3
Separate Toilets /
Sleeps
22
Featured
3
BR /
1
BA /
1
Separate Toilet /
Sleeps
6
From £362/nt
Featured
4
BR /
3
BA /
Sleeps
10
Featured
Anna Maria Cottages & Villas
(298)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
Chic Luxury Waterfront Home-Dock, Pool/Spa, 1 Block to Beach
5 Bedrooms,
3
Bathrooms
, Sleeps 16
From
£659
per night
Chic Luxury Waterfront Home-Dock, Pool/Spa, 1 Block to Beach
3 night Minimum Stay
5
BR,
3
BA,
Sleeps
16
Anna Maria Island Holiday villas
>
Anna Maria House
#375693vb
(9)
Compare
Sapphire Surf - Private Heated Pool - 1 Level House - Very Clean
2 Bedrooms,
2
Bathrooms
, Sleeps 6
From
£125
per night
Sapphire Surf - Private Heated Pool - 1 Level House - Very Clean
5 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#3013125
(15)
Compare
Sleep 7 for $777! Lucky 7s SALE!! 327 Steps to Best Beach
2 Bedrooms,
1
Bathroom
, Sleeps 7
From
£73
per night
Sleep 7 for $777! Lucky 7s SALE!! 327 Steps to Best Beach
Book Now!
3 - 7 night Minimum Stay
2
BR,
1
BA,
Sleeps
7
Anna Maria Island Holiday villas
>
Anna Maria Condo
#221635vb
(6)
Compare
North Beach Condo Villa & Large Pool - Steps to Beach
3 Bedrooms,
2
Bathrooms
, Sleeps 6
North Beach Condo Villa & Large Pool - Steps to Beach
3
BR,
2
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria Townhome
#2184vb
(10)
Compare
Briggs Diggs on the Bayou - Canal Front at North End Anna Mari
2 Bedrooms,
1
Bathroom
, Sleeps 4
Briggs Diggs on the Bayou - Canal Front at North End Anna Mari
2
BR,
1
BA,
Sleeps
4
Anna Maria Island Holiday villas
>
Anna Maria Condo
#209030vb
(24)
Compare
Canal Front/Dock, Heated Pool, 200 Yards to Gulf Beach
5 Bedrooms,
3
Bathrooms
, Sleeps 10
From
£211
per night
Canal Front/Dock, Heated Pool, 200 Yards to Gulf Beach
3 - 10 night Minimum Stay
5
BR,
3
BA,
Sleeps
10
Anna Maria Island Holiday villas
>
Anna Maria House
#216122vb
(38)
Compare
Angel Fish Cottage - North End - Steps to Gulf and Bay with Heated Pool
2 Bedrooms, Sleeps 6
Angel Fish Cottage - North End - Steps to Gulf and Bay with Heated Pool
2
BR,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#220758
(15)
Compare
Island Living, refreshing outdoor shower and new pool, new kitchen, pet friendly
2 Bedrooms,
1
Bathroom
,
1
Separate WC
, Sleeps 6
From
£784
per week
Island Living, refreshing outdoor shower and new pool, new kitchen, pet friendly
7 night Minimum Stay
2
BR,
1
BA,
1
Separate Toilet,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#392864
(14)
Compare
Anna Maria Island Waterfront Paradise-on Bimini Bay 120' Dock
4 Bedrooms,
3
Bathrooms
, Sleeps 8
From
£165
per night
Anna Maria Island Waterfront Paradise-on Bimini Bay 120' Dock
2 - 7 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Anna Maria Island Holiday villas
>
Anna Maria House
#333724vb
(14)
Compare
Seaside Sanctuary #1 - Read Our Reviews - 100% Positive
2 Bedrooms,
2
Bathrooms
, Sleeps 6
From
£824
per week
Seaside Sanctuary #1 - Read Our Reviews - 100% Positive
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#283104
(43)
Compare
Spoil yourself! Pool-spa-dock-sea+only steps to sugar-white-sand. GEM!
4 Bedrooms,
3
Bathrooms
,
1
Separate WC
, Sleeps 8
From
£217
per night
Spoil yourself! Pool-spa-dock-sea+only steps to sugar-white-sand. GEM!
2 - 7 night Minimum Stay
4
BR,
3
BA,
1
Separate Toilet,
Sleeps
8
Anna Maria Island Holiday villas
>
Anna Maria Cottage
#439787vb
(8)
Compare
Beautiful Beach Escape Home - Four Houses from the Beach
4 Bedrooms,
3
Bathrooms
, Sleeps 8
From
£1,055
per week
Beautiful Beach Escape Home - Four Houses from the Beach
7 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Anna Maria Island Holiday villas
>
Anna Maria House
#172443vb
(11)
Compare
Surfs Up! Luxury 2 bed / 2 bath home in Anna Maria w Htd Pool!
2 Bedrooms,
2
Bathrooms
, Sleeps 4
From
£992
per week
Surfs Up! Luxury 2 bed / 2 bath home in Anna Maria w Htd Pool!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Anna Maria Island Holiday villas
>
Anna Maria House
#438886vb
(4)
Compare
World Class Fabulous Condo at Runaway Bay on Anna Maria Island /Avail 5/25-6/01
2 Bedrooms,
2
Bathrooms
, Sleeps 6
From
£461
per week
World Class Fabulous Condo at Runaway Bay on Anna Maria Island /Avail 5/25-6/01
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria Condo
#349304vb
(28)
Compare
Charming cottage in quiet area, close to beach & bay
2 Bedrooms,
1
Bathroom
, Sleeps 4
From
£65
per night
Charming cottage in quiet area, close to beach & bay
2 night Minimum Stay
2
BR,
1
BA,
Sleeps
4
Anna Maria Island Holiday villas
>
Anna Maria Cottage
#331718
(12)
Compare
Professionally Decorated 'Beach Basket' Just 4 homes from the Beach!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
From
£923
per week
Professionally Decorated 'Beach Basket' Just 4 homes from the Beach!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria Cottage
#440105vb
18 Reviews
Compare
Tip of the Island! 3BR+Den, Heated Pool, Canal/Dock, Walk to Beaches
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Tip of the Island! 3BR+Den, Heated Pool, Canal/Dock, Walk to Beaches
3
BR,
2
BA,
Sleeps
8
Anna Maria Island Holiday villas
>
Anna Maria House
#191441vb
(13)
Compare
Sirenia Beach House - Resort Style Luxury on Canal Heated Pool and Spa
4 Bedrooms,
3
Bathrooms
, Sleeps 10
From
£1,252
per week
Sirenia Beach House - Resort Style Luxury on Canal Heated Pool and Spa
7 night Minimum Stay
4
BR,
3
BA,
Sleeps
10
Anna Maria Island Holiday villas
>
Anna Maria House
#391693
(25)
Compare
Spectacular Ocean Views!
2 Bedrooms,
2
Bathrooms
,
1
Separate WC
, Sleeps 6
From
£857
per week
Spectacular Ocean Views!
7 night Minimum Stay
2
BR,
2
BA,
1
Separate Toilet,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria Townhome
#204014vb
(6)
Compare
Listen to the Mermaids Sing at Sunrise Cottage - A Luxury Property
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Listen to the Mermaids Sing at Sunrise Cottage - A Luxury Property
2
BR,
2
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#24779vb
(16)
Compare
*Tropical Paradise* Elevator,3 King En Suites, New *HEATED POOL*
3 Bedrooms,
3
Bathrooms
,
1
Separate WC
, Sleeps 6
*Tropical Paradise* Elevator,3 King En Suites, New *HEATED POOL*
3
BR,
3
BA,
1
Separate Toilet,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#394058vb
(17)
Compare
Key West Style Beach Home- Overlooks Gulf, with Pool
4 Bedrooms, Sleeps 13
From
£1,984
per week
Key West Style Beach Home- Overlooks Gulf, with Pool
7 night Minimum Stay
4
BR,
Sleeps
13
Anna Maria Island Holiday villas
>
Anna Maria House
#399728vb
(5)
Compare
Gladiolus Cottage/ Newly Remodeled!!! Steps To Beach/ Heated Pool
2 Bedrooms,
1
Bathroom
, Sleeps 6
From
£115
per night
Gladiolus Cottage/ Newly Remodeled!!! Steps To Beach/ Heated Pool
4 night Minimum Stay
2
BR,
1
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#454136vb
(3)
Compare
Beach Getaway, One Minute Walk from the Beach
3 Bedrooms,
3
Bathrooms
, Sleeps 10
From
£1,055
per week
Beach Getaway, One Minute Walk from the Beach
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
10
Anna Maria Island Holiday villas
>
Anna Maria House
#264396
(5)
Compare
A Cluster of Cottages, Tropical Pool With Waterfall, Great Sandy Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 4
From
£784
per week
A Cluster of Cottages, Tropical Pool With Waterfall, Great Sandy Beach
4 - 7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Anna Maria Island Holiday villas
>
Anna Maria Cottage
#129650
(10)
Compare
Newly Remodled / 100 Yards to Spectacular Beach / West of Gulf Blvd
3 Bedrooms, Sleeps 8
From
£99
per night
Newly Remodled / 100 Yards to Spectacular Beach / West of Gulf Blvd
1 - 7 night Minimum Stay
3
BR,
Sleeps
8
Anna Maria Island Holiday villas
>
Anna Maria House
#313336vb
(7)
Compare
Rest Ashore Cottage - Anna Maria North-End
2 Bedrooms,
1
Bathroom
, Sleeps 6
Rest Ashore Cottage - Anna Maria North-End
2
BR,
1
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria Cottage
#340716vb
(19)
Compare
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
3 Bedrooms,
2
Bathrooms
, Sleeps 6
From
£1,285
per week
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria House
#224671
(18)
Compare
BoatHouse Cottage - N. end Anna Maria- steps to beach - Private Pool
2 Bedrooms,
1
Bathroom
, Sleeps 6
BoatHouse Cottage - N. end Anna Maria- steps to beach - Private Pool
2
BR,
1
BA,
Sleeps
6
Anna Maria Island Holiday villas
>
Anna Maria Cottage
#959422
(13)
Compare
Anna Maria Beach House - Great Water View, Perfect Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 4
Anna Maria Beach House - Great Water View, Perfect Beach
2
BR,
2
BA,
Sleeps
4
Anna Maria Island Holiday villas
>
Anna Maria House
#246854vb
(17)
Compare
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