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Anna Maria Island Vacation Rentals

Find 6,094 available home rentals from 28 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Private room

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Washing machine
    • Kitchen
    • Dishwasher
    • Parking
    • Balcony/patio
    • TV
    • Microwave
    • Yard
    • Jacuzzi
    • Crib
    • Sauna
    • Fireplace
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Anna Maria Island

Find your perfect vacation rental in Anna Maria Island from just $220 per night!

House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

174 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Anna Maria boasts a kitchen and parking, perfect for accommodating up to 10 guests for a memorable stay.
from $550
per night
Excellent(10 ratings)
from $550
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

130 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private pool, kitchen, and parking, perfect for a getaway with up to six guests.
from $220
per night
Excellent(53 ratings)
from $220
per night
View deal
House Anna Maria Island
House ∙ 4 guests ∙ 2 bedrooms

102 m² House

Anna Maria Island, Manatee County, Florida, United States
This waterfront house rental in Anna Maria offers beach access, a kitchen, and a yard, perfect for family vacations.
from $712
per night
Outstanding(194 ratings)
from $712
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

297 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Anna Maria features a private heated pool, jacuzzi, kitchen, and balcony, perfect for family getaways.
from $1,095
per night
Outstanding(70 ratings)
from $1,095
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

191 m² House

Anna Maria Island, Manatee County, Florida, United States
This waterfront house rental in Anna Maria features a private heated pool, kitchen, balcony, and space for up to 8 guests.
from $631
per night
Outstanding(32 ratings)
from $631
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

228 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach features a private heated pool, jacuzzi, and a spacious yard, perfect for family getaways.
from $857
per night
Outstanding(218 ratings)
from $857
per night
View deal
Condo Anna Maria Island
Condo ∙ 5 guests ∙ 3 bedrooms

75 m² Condo

Anna Maria Island, Manatee County, Florida, United States
This condo in Holmes Beach features a heated pool, jacuzzi, kitchen, and family-friendly amenities, accommodating up to five guests.
from $438
per night
Excellent(25 ratings)
from $438
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private pool, kitchen, parking, and easy access to the beach for 12 guests.
from $1,476
per night
Outstanding(29 ratings)
from $1,476
per night
View deal
House Anna Maria Island
House ∙ 14 guests ∙ 7 bedrooms

260 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach features a private heated pool, jacuzzi, and ample space for 14 guests to relax and unwind.
from $936
per night
Outstanding(34 ratings)
from $936
per night
View deal
House Anna Maria Island
House ∙ 5 guests ∙ 2 bedrooms

87 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Anna Maria features a kitchen, parking, and comfortably accommodates up to five guests for an unforgettable getaway.
from $296
per night
Outstanding(38 ratings)
from $296
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

149 m² House

Anna Maria Island, Manatee County, Florida, United States
This Bradenton Beach house rental offers a kitchen, parking, and pet-friendly space for up to 8 guests, perfect for your getaway.
from $366
per night
Outstanding(92 ratings)
from $366
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

104 m² House

Anna Maria Island, Manatee County, Florida, United States
This Holmes Beach house rental features a private heated pool, yard, and kitchen, perfect for a memorable getaway with friends or family.
from $482
per night
from $482
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

210 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental on Holmes Beach features a private heated pool, full kitchen, and balcony, accommodating up to 8 guests and pets.
from $561
per night
Outstanding(19 ratings)
from $561
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 4 bedrooms

163 m² House

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach accommodates 12, featuring a kitchen, parking, and a pet-friendly policy for your stay.
from $456
per night
Excellent(33 ratings)
from $456
per night
View deal
Condo Anna Maria Island
Condo ∙ 6 guests ∙ 3 bedrooms

150 m² Condo

Anna Maria Island, Manatee County, Florida, United States
This condo in Holmes Beach features a pool, kitchen, and parking, accommodating up to 6 guests for a perfect getaway.
from $603
per night
Outstanding(194 ratings)
from $603
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Anna Maria Island
from $429 per night
Condo ∙ 6 guests ∙ 3 bedrooms

113 m² Condo

4.9
Outstanding(140 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House Anna Maria Island
from $801 per night
House ∙ 10 guests ∙ 5 bedrooms

193 m² House

4.8
Outstanding(64 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House Anna Maria Island
from $622 per night
House ∙ 10 guests ∙ 5 bedrooms

186 m² House

5.0
Outstanding(59 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
See all offers

Apartments with a balcony or patio

House Anna Maria Island
from $532 per night
House ∙ 8 guests ∙ 4 bedrooms

House

4.8
Outstanding(77 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House Anna Maria Island
from $422 per night
House ∙ 6 guests ∙ 3 bedrooms

218 m² House

4.0
Very good(14 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House Anna Maria Island
from $537 per night
House ∙ 12 guests ∙ 4 bedrooms

House

5.0
Outstanding(26 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and cottages with a garden

House Anna Maria Island
from $474 per night
House ∙ 6 guests ∙ 3 bedrooms

200 m² House

4.0
Very good(6 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House Anna Maria Island
from $1,191 per night
House ∙ 14 guests ∙ 5 bedrooms

232 m² House

4.9
Outstanding(156 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
House Anna Maria Island
from $706 per night
House ∙ 17 guests ∙ 7 bedrooms

269 m² House

5.0
Outstanding(2 ratings)
Anna Maria Island, Manatee County, Florida, United States
Yard
View deal
See all offers

Budget-friendly Rentals in Anna Maria Island

Find Fantastic yet Inexpensive Rentals

House Anna Maria Island
from $267 per night
House ∙ 6 guests ∙ 2 bedrooms

163 m² House

4.2
Very good(36 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $717 per night
House ∙ 10 guests ∙ 5 bedrooms

202 m² House

4.8
Outstanding(71 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $439 per night
House ∙ 6 guests ∙ 3 bedrooms

142 m² House

4.8
Outstanding(60 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

Top-Rated Offers and Accommodations in Anna Maria Island

Book Vacation Rentals with the Highest User Rating

House Anna Maria Island
from $738 per night
House ∙ 10 guests ∙ 5 bedrooms

House

4.8
Outstanding(94 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
Condo Anna Maria Island
from $426 per night
Condo ∙ 6 guests ∙ 3 bedrooms

1350 m² Condo

4.9
Outstanding(85 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from $644 per night
House ∙ 6 guests ∙ 3 bedrooms

94 m² House

5.0
Outstanding(43 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

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Popular Rental Amenities in Anna Maria Island

  • Pool (4,746)
  • WiFi (5,605)
  • Air conditioning (5,625)
  • Washing machine (4,811)
  • Kitchen (5,960)
  • Dishwasher (4,864)
  • Pet-friendly (1,674)
  • Parking (806)
  • Balcony/patio (2,549)
  • Grill (4,280)
  • TV (5,587)
  • Microwave (5,161)

You will have a large selection of vacation homes to compare and choose from if you are looking for an accommodation including a pool in Anna Maria Island. Interestingly, HomeToGo's data shows that more condo have a pool than apartment rental. Additionally, they can host 5 people, on average, while apartment rental with pools can host an average of 5 guests. Among these accommodations, 42 of them are situated within 2 kilometres of water.

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

The graph shows the average rental prices for the next twelve months in Anna Maria Island. The week with the highest average prices is in April (4/4 – 4/11). During this week, a night will cost on average $1,279. Anna Maria Island is cheaper in a week of August (8/22 – 8/29), where prices are on average $965 a night.

Rental availability information in Anna Maria Island

The availability graph shows the percentage of available vacation rentals in Anna Maria Island. More people travel to Anna Maria Island a week in December (12/12 – 12/19). So far, 81% of the vacation rentals are occupied this week. More vacation rentals are available in a week of October (10/3 – 10/10) as the booking rate is only 26%.

Plan a seaside escape with an Anna Maria Island vacation rental

Sometimes called Anna Maria Key, the barrier island of Anna Maria enjoys its location south of Tampa Bay along Florida's southern coast. Over the years, the island has gained a reputation as one of the most visited locations in Florida thanks to its pristine beaches, varied wildlife and natural resources that attract scholars of biology and marine biology too.

The island offers plenty of recreational activities to keep all its visitors occupied. Book your vacation home on Anna Maria Island and bring the family along for the adventure.

What are the top sights in Anna Maria Island?

Things to do and see

The island boasts not just beautiful beaches but also an eventful history. Schedule a visit to the Anna Maria Island Historical Society where exhibits recount the discovery of the island by the Timucuan and Caloocan tribes, and the Spanish explorers who arrived later. For some outdoor fun, embark on a charter fishing trip, or hire kayaks or bicycles to explore little pockets of the island. Downtown Bradenton hosts a farmers market where fresh veggies, meats, cheeses and organic products are sold; pick some goodies for an intimate family dinner at your Anna Maria Island vacation rental.

Animal lovers, take note of the sea turtles that come to nest on the shores and are fiercely protected by locals. Bald eagles, pelicans, cranes, wild parrots, sand pipers, osprey, seagulls and an entire gamut of bird life seek refuge on the Anna Maria Island annually.

Where are the unique attractions in Anna Maria Island?

Excursion destinations from Anna Maria Island

Plan a visit to Holmes Beach where shopping options, beach cafés and restaurants will keep families occupied for hours. A trip to Bradenton Beach is highly recommended to relive the old Florida charm — take a walk along the docks and admire the friendly seagulls. A drive to the nearby town of Sarasota will earn you more speciality shops, shopping villages, indie boutiques and flea markets. Other popular excursions include Whitney Beach, Manatee Beach and Coquina Beach, all which offer a great selection of cozy Anna Maria Island vacation rentals.

Book your vacation home on Anna Maria Island to experience Florida's hidden gem, the turquoise waters await!

What are the must-see attractions in Anna Maria Island?

Enjoy a relaxed break on Anna Maria Island in Florida

Anna Maria Island Historical Museum

Learn about the island's history in this lovingly cared-for museum. Among photographs and artefacts, you can also send the kids on a scavenger hunt.

Anna Maria City Pier

Enjoy delicious seafood and views over the ocean in the enclosed deck or out in the open air right next to Bayfront Park. Dolphins can commonly be spotted here, too.

Manatee Public Beach

Relax on beautiful white sands and go swimming or boating here. There are a range of handy facilities including changing cabins and local eateries.

Bradenton Beach

This is a tranquil spot where you can spend the day sunbathing by the water or exploring the local boutiques near the seafront.

Bean Point

The beach area at the very tip of the island is a must-see, with wonderful views and the best of the laid-back Floridian atmosphere. It’s a popular spot to collect beautiful seashells.

Information about vacation rentals in Anna Maria Island

🏡 Vacation rentals available 6,094 rentals
🌙 Nightly prices starting at $220
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 1,652 homes
🏊 Vacation rentals with pools 4,739 homes
23 reviews
Anna Maria Island vacation rentals have an average rating of 4.3/5 on 23 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Anna Maria Island?

We found 6,094 vacation homes in Anna Maria Island available for your next trip.

What are the most popular vacation home amenities in Anna Maria Island?

The most popular amenities for rentals in Anna Maria Island include vacation homes with Pool, Internet, or Air conditioning.

Are there pet-friendly vacation rentals in Anna Maria Island?

If you're travelling with a dog, over 27% of vacation rentals in Anna Maria Island are pet-friendly.

What's the best month to visit Anna Maria Island?

If you're looking for balmy weather, August and June are typically the hottest months in Anna Maria Island with temperatures around 33 °C. February and January in Anna Maria Island are the coldest, with 13 °C on average.

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