Holiday homes & rentals in Anna Maria Island - HomeToGo base64Hash Holiday homes & rentals in Anna Maria Island - HomeToGo

Holiday homes & rentals in Anna Maria Island

Find 6,206 available offers from 31 partners
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Top 15 Recommended holiday lettings in Anna Maria Island

Find your perfect holiday home, apartment or cottage in Anna Maria Island from just £119 per night!

House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant house with terrace, garden & BBQ | Nature view

Anna Maria Island, Manatee County, Florida, United States
This waterside house rental in Anna Maria offers a kitchen, garden, balcony, beach access, and parking for six guests.
from £199
per night
Outstanding(48 ratings)
from £199
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, private pool & barbeque | Nature view

Anna Maria Island, Manatee County, Florida, United States
This house rental in Anna Maria features a private heated pool, waterside views, and ample space for ten guests to unwind.
from £652
per night
Excellent(56 ratings)
from £652
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with private pool, garden & terrace | Perfect for remote work

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private heated pool, garden, kitchen, and balcony, perfect for family getaways.
from £354
per night
Outstanding(58 ratings)
from £354
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 4 bedrooms

House with private pool, terrace & BBQ

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach offers a private pool, kitchen, and balcony, perfect for up to 8 guests and their pets.
from £342
per night
Outstanding(19 ratings)
from £342
per night
View deal
House Anna Maria Island
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly house with terrace, jacuzzi & private pool | Next to the beach | Suitable for remote work | Pets allowed

Anna Maria Island, Manatee County, Florida, United States
This house rental in Holmes Beach features a private heated pool, hot tub, and garden, perfect for families and pets.
from £328
per night
Outstanding(59 ratings)
from £328
per night
View deal
Condo Anna Maria Island
Condo ∙ 6 guests ∙ 3 bedrooms

Flat with pool & hot tub

Anna Maria Island, Manatee County, Florida, United States
This condo in Bradenton Beach features a pool, hot tub, kitchen, and balcony, perfect for a family getaway for six.
from £224
per night
Outstanding(142 ratings)
from £224
per night
View deal
House Anna Maria Island
House ∙ 16 guests ∙ 7 bedrooms

Fully equipped pleasant house with garden, BBQ & private pool | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach features a heated private pool, garden, and balcony, accommodating up to 16 guests by the waterside.
from £717
per night
Outstanding(10 ratings)
from £717
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ & terrace | City view

Anna Maria Island, Manatee County, Florida, United States
This waterside house in Bradenton Beach features beach access, a balcony, and a kitchen, perfect for family getaways.
from £160
per night
from £160
per night
View deal
House Anna Maria Island
House ∙ 5 guests ∙ 2 bedrooms

Holiday home with terrace & barbeque | Nature view | Beach nearby

Anna Maria Island, Manatee County, Florida, United States
This house rental in Anna Maria offers a kitchen, parking, and space for five, perfect for your next seaside escape.
from £159
per night
Excellent(40 ratings)
from £159
per night
View deal
Condo Anna Maria Island
Condo ∙ 6 guests ∙ 3 bedrooms

Nice condo | Next to the beach | Pet-friendly

Anna Maria Island, Manatee County, Florida, United States
This condo in Holmes Beach accommodates six and welcomes pets, offering the perfect base for your beachside getaway.
from £309
per night
from £309
per night
View deal
House Anna Maria Island
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly pleasant house with terrace, barbecue & garden | City view | Close to the beach | Pets are welcome

Anna Maria Island, Manatee County, Florida, United States
This House rental on Holmes Beach offers a private pool, garden, and room for 12, perfect for a memorable family getaway.
from £326
per night
Outstanding(14 ratings)
from £326
per night
View deal
Condo Anna Maria Island
Condo ∙ 6 guests ∙ 3 bedrooms

Family-friendly lovely flat with terrace & pool | City view | Next to the beach | Pets are welcome

Anna Maria Island, Manatee County, Florida, United States
This family-friendly condo in Bradenton Beach features a pool, balcony with mountain view, and a fireplace for cozy evenings.
from £223
per night
Outstanding(85 ratings)
from £223
per night
View deal
House Anna Maria Island
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant holiday home with hot tub, barbeque & heated pool | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach offers a heated pool, hot tub, and a balcony, perfect for six guests seeking relaxation.
from £228
per night
Outstanding(25 ratings)
from £228
per night
View deal
House Anna Maria Island
House ∙ 14 guests ∙ 7 bedrooms

Children-friendly spacious holiday home with garden, BBQ & private pool | Close to the beach

Anna Maria Island, Manatee County, Florida, United States
This Bradenton Beach house rental features a private heated pool, hot tub, garden, and ample space for 14 guests to relax.
from £495
per night
Outstanding(34 ratings)
from £495
per night
View deal
House Anna Maria Island
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly house with garden, terrace & barbeque | Beach nearby | Pets allowed

Anna Maria Island, Manatee County, Florida, United States
This house rental in Bradenton Beach features a heated pool, garden, and waterside views, perfect for a family getaway with pets.
from £205
per night
Outstanding(205 ratings)
from £205
per night
View deal

Holiday lettings and apartments with air conditioning

House  Anna Maria Island
from £219 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with garden, terrace & private pool

4.5
Excellent(69 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House  Anna Maria Island
from £514 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped spacious house with garden, hot tub & private pool | Close to the beach | Suitable for remote work

4.7
Excellent(20 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
House  Anna Maria Island
from £214 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant holiday home with garden, BBQ & terrace | Next to the beach

4.5
Excellent(27 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
View deal
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Best holiday homes with a patio or terrace

House  Anna Maria Island
from £314 per night
House ∙ 8 guests ∙ 4 bedrooms

House with garden, jacuzzi & BBQ | City view

4.8
Outstanding(77 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Anna Maria Island
from £593 per night
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly big house with private pool, terrace & hot tub | Nature view | Next to the beach

5.0
Outstanding(71 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Anna Maria Island
from £270 per night
House ∙ 12 guests ∙ 4 bedrooms

Holiday home with barbeque & terrace | Nature view

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

Holiday homes and cottages with a garden

House  Anna Maria Island
from £344 per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque, terrace & garden | City view

4.8
Outstanding(32 ratings)
Anna Maria Island, Manatee County, Florida, United States
Garden
View deal
House  Anna Maria Island
from £267 per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly holiday home with BBQ, garden & private pool | Pets allowed

4.5
Excellent(46 ratings)
Anna Maria Island, Manatee County, Florida, United States
Garden
View deal
House  Anna Maria Island
from £263 per night
House ∙ 8 guests ∙ 3 bedrooms

House with BBQ, terrace & garden | Nature view

4.7
Excellent(22 ratings)
Anna Maria Island, Manatee County, Florida, United States
Garden
View deal
See all offers

Budget-friendly Holiday Homes in Anna Maria Island

Find Fantastic yet Cheap Lettings

House Anna Maria Island
from £268 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with private pool, barbecue & terrace | City view | Close to the beach

4.6
Excellent(43 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from £351 per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped big house with terrace & barbecue | Nature view | Close to the beach

4.4
Very good(52 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from £231 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped nice house with barbecue, heated pool & hot tub | Nature view | Next to the beach

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

Top-Rated Lettings and Properties in Anna Maria Island

Book Holiday Letting Offers with the Highest User Rating

House Anna Maria Island
from £271 per night
House ∙ 8 guests ∙ 3 bedrooms

House with jacuzzi & heated pool

4.9
Outstanding(165 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from £204 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly nice house with barbecue, garden & terrace | Beach nearby

4.9
Outstanding(57 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal
House Anna Maria Island
from £119 per night
House ∙ 2 guests ∙ 1 bedroom

House with heated pool, barbecue & terrace | Nature view | Good for workation

5.0
Outstanding(44 ratings)
Anna Maria Island, Manatee County, Florida, United States
View deal

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Popular holiday rental amenities in Anna Maria Island

  • Pool (4,784)
  • WiFi (5,653)
  • Air conditioning (5,691)
  • Parking (816)
  • Washing machine (4,890)
  • Grill (4,302)
  • Balcony/patio (2,559)
  • TV (5,653)
  • Kitchen (6,026)
  • Dishwasher (4,885)
  • Microwave (5,181)
  • No smoking (5,405)

More than two-thirds of the holiday rentals include a pool, which makes Anna Maria Island an excellent holiday destination for people looking to spend their holidays poolside. Condo with pools in Anna Maria Island are an excellent option for groups of 5 and have an average cost of £638 per night. Nearly half of Anna Maria Island's holiday rentals including a pool are situated within 2 kilometres of water, so you can choose between some pool time or waterfront moments.

Price and Availability Index for Anna Maria Island

Click on any bar to see price and availability information

Holiday Letting Price Information in Anna Maria Island

We summarised price data in the graph above to give you more insights as to accommodation costs in Anna Maria Island. The highest prices are seen in December (26/12 – 02/01). Prices reach an average of £726 per night. Prices are at their lowest during one week in September (12/09 – 19/09), when nightly costs are £470 on average.

Rental availability information in Anna Maria Island

Find out the percentage of available rentals & cottages in Anna Maria Island with the graph above. In one week of February (21/02 – 28/02), 77% of the holiday homes are booked. The week with the most available holiday lettings is in October (03/10 – 10/10), with 69 of the holiday rentals available.

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 holiday 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 on Anna Maria Island

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 holiday lettings.

Book your vacation rental 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 holiday rentals in Anna Maria Island

🏡 Holiday homes available 6,206 rentals
🌙 Nightly prices from £119
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 1,625 properties
🏊 Holiday rentals with pools 4,798 properties
62 reviews
Anna Maria Island holiday rentals have an average rating of 4.5/5 across 62 reviews left by travellers.

Frequently Asked Questions

What is the price per night for a holiday rental in Anna Maria Island?

Nightly rates for holiday rentals in Anna Maria Island start from around £119. Prices vary depending on the type of holiday let, season, and amenities. HomeToGo helps you filter by price to match your budget.

How many holiday cottages are available to book in Anna Maria Island? And what are the most popular types of holiday lets?

There are 6,206 holiday apartments from 31 providers on offer in Anna Maria Island. The most popular types of holiday lets in Anna Maria Island include house rentals and condos. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most searched holiday home amenity in Anna Maria Island?

Travellers planning trips to Anna Maria Island most often look for Pool, Internet, and Air conditioning when it comes to holiday home amenities.

Do you offer holiday homes with a swimming pool in Anna Maria Island?

Yes, 77% of holiday lettings in Anna Maria Island include access to a swimming pool. They’re ideal for cooling off on sunny days or relaxing poolside, with 4,798 properties to choose from. Find your perfect poolside getaway on HomeToGo.

What is the perfect time to travel to Anna Maria Island?

June and August are usually the warmest months in Anna Maria Island, while January and December have the least rain.

How do I find discounts on holiday rentals in Anna Maria Island?

You can get fabulous discounts on holiday rentals in Anna Maria Island with the nightly price of accommodation starting at just £119 - and HomeToGo has created plenty of features that make it easy to locate the top deals. When thinking about the timing for your holiday, you can use HomeToGo's flexible dates technology to scan for great value date options and find savings of as much as 9%. In addition, HomeToGo's 'distance from' filter makes it easy to locate hidden treasure holiday rentals in lower-price, under-the-radar locales with good proximity to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start your search as soon as possible to get the benefits of a wide range of offers and the best deals - and do so without worries by ticking HomeToGo's 'free cancellation' filter when you search.

What are the advantages of booking a holiday letting in Anna Maria Island with HomeToGo?

From serenity away from the crowds to plenty of room in which to chill out with your travel companions, holiday rentals in Anna Maria Island offer a variety of bonuses. HomeToGo surfaces real reviews from verified visitors, and searching is secure, easy, and stress-free - so with 6,206 deals from 31 providers in the region, you're bound to discover the ideal place to stay with the amenities and features to suit you in Anna Maria Island.

Do you offer holiday accommodation for couples in Anna Maria Island?

Absolutely – couples love the range of holiday lettings available in Anna Maria Island. Whether you're after a quiet countryside cottage or a city-centre flat, there’s something to suit your style. Let HomeToGo help you plan your next romantic break.

Can I book a waterfront holiday rental in Anna Maria Island?

Yes, there are 6065 waterfront holiday lets available in Anna Maria Island. These spots are perfect for a morning coffee with a view or lazy days by the water. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

HomeToGo offers over 15 million holiday rentals worldwide, so there’s something for everyone. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Try HomeToGo and discover how easy it is to plan your perfect holiday letting.

Can I find family-friendly holiday lettings in Anna Maria Island?

Yes, there are lots of family-friendly holiday homes in Anna Maria Island. Many come with space for large groups and practical features like kitchens and gardens. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Free cancellation is available on lots of holiday homes, depending on the provider. Just make sure to check the property's policy before booking.

Is it possible to rent a holiday home for a weekend getaway in Anna Maria Island?

Need a weekend getaway in Anna Maria Island? Lots of holiday rentals offer short stays for a quick and easy break. It’s perfect for a quick break without using too many holiday days. Discover your ideal holiday home with ease on HomeToGo.

Are there any last-minute holiday rental deals in Anna Maria Island?

Yes, HomeToGo regularly features last-minute holiday deals in Anna Maria Island. With HomeToGo, you can find great value — and save up to 9%, even at short notice. Check today’s offers and grab a holiday cottage at a great price.

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