Villas on Anna Maria Island

Villas on Anna Maria Island

40 properties for Villas. Compare and book at the best price!

Popular Villas in Anna Maria Island

Holmes Beach, Anna Maria Island

9.3

Villa for 2 people, with pool and balcony

Free cancellation

from £183 per night

Holmes Beach, Anna Maria Island

9.7

Villa for 6 people, with balcony and pool

Free cancellation

from £395 per night

Holmes Beach, Anna Maria Island

9.8

Villa for 6 people, with pool, with pets

Free cancellation

from £316 per night

Anna Maria Island, Manatee County

9.6

Villa for 2 people, with pool and terrace, with pets

Free cancellation

from £237 per night

Anna Maria Island, Manatee County

9.5

Villa for 6 people, with balcony and pool

Free cancellation

from £342 per night

Holmes Beach, Anna Maria Island

9.7

Villa for 4 people, with pool

Free cancellation

from £330 per night

Holmes Beach, Anna Maria Island

7.6

Villa for 4 people, with pool and balcony

Free cancellation

from £217 per night

Holmes Beach, Anna Maria Island

9.2

Villa for 6 people, with terrace and pool

Free cancellation

from £332 per night

Holmes Beach, Anna Maria Island

9.3

Villa for 4 people, with pool, with pets

Free cancellation

from £275 per night

Holmes Beach, Anna Maria Island

9.6

Villa for 4 people, with pool, with pets

Free cancellation

from £278 per night

Holmes Beach, Anna Maria Island

9.3

Villa for 6 people, with terrace

Free cancellation

from £204 per night

Anna Maria (FL), Anna Maria Island

10.0

Villa for 4 people, with terrace

Free cancellation

from £244 per night

Holmes Beach, Anna Maria Island

8.4

Villa for 4 people, with pool

Free cancellation

from £289 per night

Holmes Beach, Anna Maria Island

8.9

Villa for 6 people, with pool and balcony

Free cancellation

from £232 per night

Holmes Beach, Anna Maria Island

9.6

Villa for 4 people, with terrace

Free cancellation

from £192 per night

Holmes Beach, Anna Maria Island

8.8

Villa for 4 people, with terrace

Free cancellation

from £190 per night

Holmes Beach, Anna Maria Island

9.8

Villa for 5 people, with terrace and pool

Free cancellation

from £169 per night

Holmes Beach, Anna Maria Island

9.8

Villa for 5 people, with garden and terrace as well as pool

Free cancellation

from £181 per night

Holmes Beach, Anna Maria Island

9.8

Villa for 6 people, with garden and balcony

Free cancellation

from £299 per night

Holmes Beach, Anna Maria Island

9.8

Villa for 6 people, with garden and balcony

Free cancellation

from £293 per night

Bradenton Beach, Anna Maria Island

9.2

Villa for 6 people, with balcony, with pets

from £327 per night

Bradenton Beach, Anna Maria Island

9.2

Villa for 6 people, with balcony and garden

from £289 per night

Holmes Beach, Anna Maria Island

9.4

Villa for 6 people, with terrace

Free cancellation

from £188 per night

Holmes Beach, Anna Maria Island

8.1

Villa for 6 people, with terrace

Free cancellation

from £242 per night

Find Villas in Anna Maria Island

Highlights in Anna Maria Island

  • Relaxing tropical atmosphere
  • Spectacular culinary attractions
  • Pristine waters
  • Fun aquatic activities

Best Villas in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 6 People in Holmes Beach, Anna Maria Island
Villa for 6 People in Holmes Beach, Anna Maria Island, Photo 1
Villa for 6 People in Holmes Beach, Anna Maria Island, Photo 2
Villa for 6 People in Holmes Beach, Anna Maria Island, Photo 3
Villa for 6 People in Holmes Beach, Anna Maria Island, Photo 4
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Holmes Beach, Anna Maria Island
Villa • 56 m² • 2 Bedrooms
7.9
(34 reviews)
Playa Casanas SouthOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property has a seven-night stay requirement. However, select properties have the flexibility for shorter stays.Head to Holmes Beach for your next sun-filled getaway and revel in a spectacular island experience when you stay in this adorable two-bedroom home right on the beach!With the flour-soft sands of the Gulf of Mexico as your backyard, we wouldn't blame you if you spent your entire vacation lounging on the beach! If you feel...
from £202 / night
Villa for 8 People in Holmes Beach, Anna Maria Island
Villa for 8 People in Holmes Beach, Anna Maria Island, Photo 1
Villa for 8 People in Holmes Beach, Anna Maria Island, Photo 2
Villa for 8 People in Holmes Beach, Anna Maria Island, Photo 3
Villa for 8 People in Holmes Beach, Anna Maria Island, Photo 4
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Holmes Beach, Anna Maria Island
Villa • 113 m² • 4 Bedrooms
8.7
(3 reviews)
Playa CasanasOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This darling four-bedroom beachside villa in Holmes Beach is the perfect option for your next trip with extended family or close family friends. Each side of this rental offers complete, private living quarters, so you'll be able to plan outings together yet have your own space when you need it. The best part? Anna Maria Island's powder sand beach is your backyard!This home is nestled right on the Gulf of Mexico, making it easy to spend all...
from £393 / night
Villa for 5 People in Anna Maria (FL), Anna Maria Island
Villa for 5 People in Anna Maria (FL), Anna Maria Island, Photo 1
Villa for 5 People in Anna Maria (FL), Anna Maria Island, Photo 2
Villa for 5 People in Anna Maria (FL), Anna Maria Island, Photo 3
Villa for 5 People in Anna Maria (FL), Anna Maria Island, Photo 4
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Anna Maria (FL), Anna Maria Island
Villa • 74 m² • 2 Bedrooms
9.9
(55 reviews)
Quaint and quiet Northshore Villa nestled in the heart of the village of Anna Maria, on Anna Maria Island. Our 2 bedroom 1 bath home has been recently updated for our guests enjoyment. Sit out on our deck in the morning and enjoy a peaceful quiet cup of coffee or enjoy a short stroll to eating wonderfully fresh baked pastries, breads, and roasted coffee at the local antique shop and bakery just off of Magnolia and Gulf Drive. In the afternoon just steps away are some of Florida's best sandy white beaches to relax on or dip your toe or more in the azure blue Gulf of America. Stroll down Pine...
from £219 / night

Other holiday ideas and property types in Anna Maria Island that might be interesting

Villas on Anna Maria Island

Picturesque villas near paradisiacal beaches

With beautiful villas located in the towns of Holmes Beach and Bradenton Beach, Anna Maria Island is a paradise to get away from it all. This place with old Florida charm offers pleasant villas close to the beautiful white sandy beaches of the gulf. Here you can experience the Sunshine State without the hustle and bustle of tourists and stroll along the boulevards - just bring your sandals and shorts and mingle with the locals! Anna Maria is a dream holiday destination if you are planning to escape to Florida, away from the crowds.

Vintage villas with pools and relaxing tropical surroundings

The island's pleasant villas will provide you with a stay like no other. Despite their old-fashioned style, you'll enjoy air-conditioned rooms, tropical landscaping and private pools. Enjoy a meal in the fully equipped kitchen or step out onto the dining terrace and cool off with a cocktail by the palm-lined pool. Anna Maria Island's beachside accommodation offers a tranquil experience and a range of sizes to suit your needs.

Travellers and activities

Anna Maria Island for beach lovers

Known for its idyllic beaches, Anna Maria Island is a paradise for those who love sunbathing and dipping their toes in the sand! The coastline has beaches with soft white sands and clear turquoise waters perfect for young and old to have a great time. If you are looking for a family-friendly beach, Manatee Public Beach is the island's number one choice. The beach is equipped with toilets, a café and a beach bar to relax while the kids play. On the other hand, Coquina Beach, on the southern tip of the island, is surrounded by shady Australian pines that provide a private and relaxed atmosphere for a couple's picnic. With waves, sunsets over the Gulf of Mexico and a tropical setting accompanied by a cocktail, family and friends can enjoy a relaxing few days in this slice of Florida paradise.

Anna Maria Island for water sports lovers

The coves and shorelines offer excellent places to paddle and enjoy the scenic beauty of the area. Anna Maria Island is the ideal place to explore the natural wonders of southern Tampa Bay. You can spot dolphins and chubby manatees, as well as pass through spectacular mangrove tunnels that hide small fish. To enjoy these activities, the island offers the best businesses such as AMI Watersports, which allows you to rent scooters and boats to explore the cays or around the island, and Coastal Watersports, which allows activities such as paddleboarding to discover the wildlife. There are a variety of other water sports on Anna Maria Island, including parasailing and flying over the waves, as well as speeding jet skis and taking on the waves with a surfboard.

In 1948, the paradise of Anna Maria Island was the backdrop for the film "On an island with you"

Top 7 travel tips in Anna Maria Island

1. Discover the wrecks of the island!

On the island you'll find a variety of locations offering daily dive excursions to suit all needs. Dive into the waters and see one of Florida's most famous shipwrecks, The Regina Wreck. Diving or snorkelling is a fantastic option if you want to see the wonderful marine life and history of the site. However, during your dive you will see many other wrecks in and around Anna Maria Island as well as colourful tropical fish, sea urchins and even a manatee.

2. Stop off at local restaurants

Anna Maria Island is a seafood lover's paradise and boasts some of the best seafood in Florida, so you won't want to miss out on one of these delicacies during your trip. Almost every restaurant on the island offers seafood dishes, so you won't have to look far. Try fresh fish, delicious shrimp, crab and lobster. If you want to enjoy some calamari and fresh oyster varieties, Anna Maria Oyster Bar is one of the best restaurants. If you prefer something with a beach view, Waterfront Restaurant is one of the best-rated seafood restaurants on Anna Maria Island and offers vegan and vegetarian options.

3. Tour the most fascinating places by Segway

Take a segway tour and get to know the surroundings. You can do this activity with Zegway by the Bay Tours on three different tours. Take a two-hour tour and explore the island's most popular and fascinating attractions on the Beach to Bay Adventure, or if you're a history buff try the Historic Bridge Street tour which will take you to the most historic sites. If you prefer something more relaxed you can opt for the Canals and Cottages tour to explore the pretty cottages. A segway tour is perhaps the best and most fun way to get around!

4. Meet the area's extraordinary sea creatures

Focused on learning about the local waters, the Mote Marine Laboratory and Aquarium is one of the island's most entertaining family attractions and one of the best aquariums on Florida's Gulf Coast. Get up close and personal with the adorable manatees in the touch tank or have a special time with the beautiful sea turtles and manta rays. Experience a unique opportunity to feed the sharks and see other exhibits such as the Creatures of the Reef to discover rare tropical fish. This research centre provides an unforgettable experience that will delight both children and adults interested in marine life.

5. Experience the lively nightlife!

Enjoy cocktails, beer, wine and more! Mingling with the locals while drinking is one of the most enjoyable ways to spend a night out. The island has a wide variety of bars where you can have a night like no other. The Sandbar restaurant is very popular for its happy hour and its location right on the beach. You can enjoy fun beach-themed cocktails that will add a special touch to your holiday. And The Waterfront is also known for its unique cocktail menus overlooking Tampa Bay. With plenty of outdoor tiki bars, great drinks and a lively atmosphere, Anna Maria's nightlife caters to all tastes.

6. Indulge in the amazing ice cream at Two Scoops

Known for its unique flavours, Two Scoops is a popular shop with tourists and locals alike for its tempting ice cream. If you're on holiday on the island, a visit here is one of the best suggestions if you're in the mood for a gourmet ice cream to cool you down after a walk. Try their innovative and delicious flavours and enjoy the extensive menu that includes different dessert options such as banana splits, milkshakes, smoothies, sherbets and sundaes. With 32 original flavours, you can always try something different to add sweetness to your day!

7. Attend popular spring events

Visiting the island during the Easter season is one of the best things to do if you're with the kids. Children love to hunt for colourful eggs during the holidays, so you can keep this classic tradition going even if you're away from home. Every year the Sandbar restaurant organizes a big egg hunt, and it is one of the most popular spring events in Anna Maria. Bring the children and be sure to bring a basket with you. During the spring there are also many other themed events such as Spring Fest, Beach Bistro's St. Patrick's Day Parade (one of Florida's biggest events) and the Beach'N Food Truck and Music Festival in April at Coquina Beach.

Information about villas in Anna Maria Island

🏡 Villas available: 60 properties.
💳 Discount available: up to -59%.
🌙 Minimum price per night: from £24.
⭐ Most popular amenities: air conditioning, Wi-Fi and barbecue.
🐾 Pet-friendly: 30 properties.
📶 For workation: 95% of the properties.
🏊 With pool: 36 properties.

FAQs: Villas in Anna Maria Island

Which amenities can you expect to find at the villas in Anna Maria Island?

When looking at the services available on Holidu, it seems that the villas in Anna Maria Island have everything that holiday-makers desire! Here, villas generally have a variety of facilities, the most popular being: air conditioning (100%), Wi-Fi (100%), and barbecue (90%)... What more could you want?!

How do travellers usually rate villas in Anna Maria Island?

The villas in this destination receive many good reviews from holiday-makers. 78% of the villas in Anna Maria Island have excellent reviews and an average rating of 4.5 stars!

Are the villas in Anna Maria Island suitable for families with children?

According to information from last year, less than 10% of villas in Anna Maria Island are child-friendly. Here, it will most likely be easier to stay as a couple or with friends.

Are the villas in Anna Maria Island suitable for holiday-makers who wish to travel with their pets?

Of course! In Anna Maria Island, 55% of the villas accept them, and 22% also have a garden!

Do the villas in Anna Maria Island often come with an internet connection?

Yes! According to Holidu's data, 100% of villas in Anna Maria Island offer an internet connection. This means that you will be able to access your emails and favourite social media sites throughout your stay!

How much does it usually cost for villas in Anna Maria Island?

A high percentage of villas in Anna Maria Island (62%) roughly cost less than £100 per night. This is the ideal destination for reserving an affordable villa!

Do the villas in Anna Maria Island generally have a swimming pool?

Definitely! According to Holidu's data, 70% of villas in Anna Maria Island have a swimming pool. This is a dream destination for sunbathing and relaxing by the swimming pool! In addition,90% even have a barbecue!

Are the villas in Anna Maria Island suitable for holidays with the whole family or rather for an escape as a couple?

According to the information collected last year, 98% of villas welcome small groups of up to four guests. Approximately 95% of the villas here have at least two separate bedrooms. Anna Maria Island is the ideal destination for going in small groups, with family or friends!

Do the villas in Anna Maria Island have a beautiful view?

70% of villas have a balcony or terrace, and 0% have a view. However, this does not represent the majority of properties here, so availability can be limited. If this is important to you, you should start your research early. Also, don't forget to use the filters to be sure to find what you are looking for. However, 22% of villas in Anna Maria Island have gardens, where you can bask in the sun. If you like to have lunch or dinner outside, and especially if you like barbecues, 90% of the villas have them.

Are you interested in getting to know which are the best times of the year to make a trip to Anna Maria Island?

The characteristics of the villas in Anna Maria Island show that it is a holiday destination that can adapt to all types of tourists and times of the year. This is because there are varied options, from a swimming pool to air conditioning. Therefore, you will be able to enjoy Anna Maria Island when you feel like it.