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Anna Maria Island Vacation Rentals

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Choose from 6,081 vacation rentals and homes for your trip!

Best-rated vacation rentals in Anna Maria Island

Discover vacation rentals with top-notch guest ratings

House Anna Maria Island
from $648 per night
10 guests ∙ 5 bedrooms

House

5.0
Outstanding(211 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $683 per night
House ∙ 12 guests ∙ 6 bedrooms

228 m² House

5.0
Outstanding(203 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $454 per night
House ∙ 8 guests ∙ 4 bedrooms

229 m² House

4.9
Outstanding(141 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Pet-friendly rentals in Anna Maria Island

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Anna Maria Island
from $607 per night
House ∙ 14 guests ∙ 4 bedrooms

367 m² House

4.8
Outstanding(85 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pet-friendly
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Studio flat Anna Maria Island
from $217 per night
Studio flat ∙ 4 guests ∙ 1 bedroom

45 m² Studio flat

4.5
Excellent(1 rating)
Anna Maria Island, Manatee County, Florida, United States
Pet-friendly
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House Anna Maria Island
from $491 per night
House ∙ 10 guests ∙ 5 bedrooms

193 m² House

4.8
Outstanding(59 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in Anna Maria Island

Discover best cabin and house rentals with pool in Anna Maria Island

House Anna Maria Island
from $595 per night
House ∙ 12 guests ∙ 4 bedrooms

249 m² House

4.5
Excellent(114 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pool
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House Anna Maria Island
from $354 per night
House ∙ 8 guests ∙ 4 bedrooms

304 m² House

4.6
Excellent(40 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pool
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House Anna Maria Island
from $327 per night
House ∙ 6 guests ∙ 3 bedrooms

133 m² House

5.0
Outstanding(5 ratings)
Anna Maria Island, Manatee County, Florida, United States
Pool
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See all offers with pool

Best vacation rental offers in Anna Maria Island

House Anna Maria Island
from $437 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(27 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $447 per night
House ∙ 9 guests ∙ 4 bedrooms

189 m² House

4.3
Very good(5 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $437 per night
House ∙ 8 guests ∙ 3 bedrooms

185 m² House

4.9
Outstanding(22 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $500 per night
House ∙ 9 guests ∙ 4 bedrooms

135 m² House

5.0
Outstanding(53 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $253 per night
House ∙ 6 guests ∙ 3 bedrooms

147 m² House

4.5
Excellent
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $628 per night
House ∙ 12 guests ∙ 6 bedrooms

344 m² House

4.9
Outstanding(109 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Condo Anna Maria Island
from $422 per night
Condo ∙ 8 guests ∙ 3 bedrooms

130 m² Condo

5.0
Outstanding(102 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $1,134 per night
House ∙ 8 guests ∙ 4 bedrooms

4000 m² House

5.0
Outstanding(163 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $267 per night
House ∙ 6 guests ∙ 3 bedrooms

119 m² House

4.5
Excellent(5 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $397 per night
House ∙ 6 guests ∙ 3 bedrooms

146 m² House

Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $640 per night
House ∙ 12 guests ∙ 5 bedrooms

242 m² House

5.0
Outstanding(6 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $383 per night
House ∙ 6 guests ∙ 3 bedrooms

175 m² House

5.0
Outstanding(3 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $435 per night
House ∙ 10 guests ∙ 4 bedrooms

208 m² House

4.9
Outstanding(140 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $448 per night
House ∙ 4 guests ∙ 2 bedrooms

102 m² House

5.0
Outstanding(178 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $381 per night
House ∙ 4 guests ∙ 1 bedroom

65 m² House

5.0
Outstanding(45 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $435 per night
House ∙ 8 guests ∙ 4 bedrooms

177 m² House

4.8
Outstanding(48 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $381 per night
House ∙ 10 guests ∙ 4 bedrooms

174 m² House

4.6
Excellent(10 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $442 per night
House ∙ 8 guests ∙ 4 bedrooms

158 m² House

4.7
Excellent(141 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $509 per night
House ∙ 8 guests ∙ 3 bedrooms

173 m² House

4.7
Excellent(85 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $303 per night
House ∙ 6 guests ∙ 3 bedrooms

94 m² House

5.0
Outstanding(50 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $634 per night
House ∙ 12 guests ∙ 4 bedrooms

125 m² House

5.0
Outstanding(100 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $749 per night
House ∙ 12 guests ∙ 5 bedrooms

304 m² House

4.8
Outstanding(4 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $517 per night
House ∙ 8 guests ∙ 4 bedrooms

250 m² House

4.8
Outstanding(93 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $416 per night
8 guests ∙ 4 bedrooms

House

Anna Maria Island, Manatee County, Florida, United States
View deal
Condo Anna Maria Island
from $368 per night
Condo ∙ 8 guests ∙ 3 bedrooms

128 m² Condo

4.9
Outstanding(52 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Cabin Anna Maria Island
from $760 per night
Cabin ∙ 8 guests ∙ 4 bedrooms

218 m² Cabin

5.0
Outstanding(97 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
from $655 per night
House ∙ 10 guests ∙ 3 bedrooms

172 m² House

4.9
Outstanding(9 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $573 per night
House ∙ 12 guests ∙ 6 bedrooms

313 m² House

Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $659 per night
House ∙ 12 guests ∙ 4 bedrooms

249 m² House

4.5
Excellent(114 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Studio flat Anna Maria Island
from $107 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

19 m² Studio flat

3.5
Good
Anna Maria Island, Manatee County, Florida, United States
View deal
Show all 5479 apartments in Anna Maria Island

Price and Availability Index in Anna Maria Island

Click on any bar to see price and availability information

Vacation Rental Price Information in Anna Maria Island

Check the graph above to find out what's the best time to travel and find accommodation in Anna Maria Island. Booking a vacation rental is most expensive in April. In the period 4/4 – 4/11, you will need to pay $705 on average. On the other hand, the cheapest month in the year is September, with an average vacation rental price of $531.

Rental availability information in Anna Maria Island

This graph shows how many vacation rentals are available over the next 12 months. Only 35% of the vacation rentals in Anna Maria Island are available in May. If you'd like to visit then, make sure to book early! You'll find the most vacation rentals available in October (10/4 – 10/11).

Relaxed Florida holiday in a holiday accommodation on Anna Maria Island

Dreamy white sandy beaches, palm trees, crystal clear water and occasionally a school of dolphins swimming around your excursion boat: welcome to Anna Maria Island, an idyllic village in the south of the USA. The holiday houses on Anna Maria Island are often located directly on the beach and are equipped with spacious verandas and balconies, charmingly furnished with attention to detail and some have a pool. Holiday villas in apartment complexes with comprehensive services are also spread out on Anna Maria Island.

11 reviews
11 travelers who stayed in Anna Maria Island rated their vacation home 4.6/5 stars on average.
  • Fresh fish and fine wines

    Florida has two advantages that are reflected very positively on restaurant menus: The constant mild to warm climate produces tasty juicy oranges and the surrounding seas, the Atlantic and the Gulf of Mexico, are rich in fish and seafood.

    Lobsters and oysters, along with California wines and fruity cocktails, can be enjoyed in the restaurants while gazing out over the water.

And we love our apartments

House
189 m² House
185 m² House
135 m² House
147 m² House
Show all 5479 apartments in Anna Maria Island

Features of Anna Maria Island vacation rentals

💳 Discounts up to 50%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Vacation rentals with a pool 4,855 rentals
🌙 Minimum price starting at $110
🐾 Pet friendly vacation homes 1,720 rentals
🏡 Rentals available 6,081 rentals

Get inspired for your vacation in Anna Maria Island

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