Villas in Anna Maria Island

Villas in Anna Maria Island

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

Popular Villas in Anna Maria Island

Villa for 2 people, with terrace and pool, with pets in Anna Maria Island
Villa for 2 people, with terrace and pool, with pets
1 bedroom20 yd to the beach
9.6
(31 reviews)
from $681 / night
Villa for 2 people, with pool and balcony in Anna Maria Island
Villa for 2 people, with pool and balcony
1 bedroom100 yd to the beach
8.8
(38 reviews)
from $314 / nightFREE cancellation
Villa for 4 people, with pool, with pets in Anna Maria Island
Villa for 4 people, with pool, with pets
2 bedrooms200 yd to the beach
9.3
(30 reviews)
from $716 / night
Villa for 5 people, with pool and terrace in Anna Maria Island
Villa for 5 people, with pool and terrace
2 bedrooms250 yd to the beach
9.8
(90 reviews)
from $381 / nightFREE cancellation
Villa for 4 people, with terrace in Anna Maria Island
Villa for 4 people, with terrace
2 bedrooms250 yd to the beach
9.8
(73 reviews)
from $491 / nightFREE cancellation
Villa for 4 people, with pool in Anna Maria Island
Villa for 4 people, with pool
2 bedrooms0.6 mi to the beach
9.0
(40 reviews)
from $677 / night
Villa for 4 people, with yard and terrace, with pets in Anna Maria Island
Villa for 4 people, with yard and terrace, with pets
2 bedrooms150 yd to the beach
9.2
(33 reviews)
from $486 / nightFREE cancellation
Villa for 4 people, with pool in Anna Maria Island
Villa for 4 people, with pool
2 bedrooms200 yd to the beach
8.3
(19 reviews)
from $716 / night
Villa for 4 people, with pool, with pets in Anna Maria Island
Villa for 4 people, with pool, with pets
2 bedrooms200 yd to the beach
9.6
(37 reviews)
from $710 / night
Villa for 6 people, with terrace and yard in Anna Maria Island
Villa for 6 people, with terrace and yard
3 bedrooms200 yd to the beach
9.9
(63 reviews)
from $731 / nightFREE cancellation
Villa for 6 people, with terrace, with pets in Anna Maria Island
Villa for 6 people, with terrace, with pets
2 bedrooms150 yd to the beach
9.3
(38 reviews)
from $377 / nightFREE cancellation
Villa for 6 people, with terrace, with pets in Anna Maria Island
Villa for 6 people, with terrace, with pets
3 bedrooms450 yd to the beach
10.0
(11 reviews)
from $494 / nightFREE cancellation
Villa for 6 people, with balcony and yard in Anna Maria Island
Villa for 6 people, with balcony and yard
3 bedrooms400 yd to the beach
9.8
(35 reviews)
from $542 / nightFREE cancellation
Villa for 6 people, with pool and balcony in Anna Maria Island
Villa for 6 people, with pool and balcony
2 bedrooms100 yd to the beach
8.9
(13 reviews)
from $110 / nightFREE cancellation
Villa for 6 people, with yard in Anna Maria Island
Villa for 6 people, with yard
2 bedrooms200 yd to the beach
8.8
(8 reviews)
from $413 / nightFREE cancellation
Villa for 6 people, with yard and terrace in Anna Maria Island
Villa for 6 people, with yard and terrace
4 bedrooms250 yd to the beach
9.8
(16 reviews)
from $417 / nightFREE cancellation
Villa for 4 people, with pool in Anna Maria Island
Villa for 4 people, with pool
2 bedrooms200 yd to the beach
9.7
(24 reviews)
from $716 / night
Villa for 4 people, with terrace in Anna Maria Island
Villa for 4 people, with terrace
2 bedrooms250 yd to the beach
9.7
(84 reviews)
from $388 / nightFREE cancellation
Villa for 4 people, with terrace in Anna Maria Island
Villa for 4 people, with terrace
2 bedrooms250 yd to the beach
9.9
(86 reviews)
from $537 / nightFREE cancellation
Villa for 4 people, with terrace in Anna Maria Island
Villa for 4 people, with terrace
2 bedrooms300 yd to the beach
9.9
(81 reviews)
from $486 / nightFREE cancellation
Villa for 4 people, with terrace in Anna Maria Island
Villa for 4 people, with terrace
2 bedrooms250 yd to the beach
9.5
(22 reviews)
from $316 / nightFREE cancellation
Villa for 4 people, with terrace in Anna Maria Island
Villa for 4 people, with terrace
2 bedrooms300 yd to the beach
9.8
(22 reviews)
from $266 / nightFREE cancellation
Villa for 6 people, with balcony and yard in Anna Maria Island
Villa for 6 people, with balcony and yard
3 bedrooms400 yd to the beach
9.8
(25 reviews)
from $656 / nightFREE cancellation
Villa for 6 people, with pool in Anna Maria Island
Villa for 6 people, with pool
3 bedrooms0.6 mi to the beach
9.3
(36 reviews)
from $816 / night

Find Villas in Anna Maria Island

Highlights in Anna Maria Island

  • Beaches
  • Beachfront restaurant
  • Bike rentals
  • Beach pier

Best Villas in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 4 Guests in Holmes Beach, Anna Maria Island
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 1
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 2
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 3
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 4
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Holmes Beach, Anna Maria Island
Villa • 850 ft² • 2 Bedrooms
9.6
(24 reviews)
Blue Wave Villa EastOur 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 7-night stay requirement. However, select properties have the flexibility for shorter stays. Treat yourself to an island vacation you won't soon forget and stay in this comfortable villa on Anna Maria Island. With a private pool in a peaceful courtyard, a sunroom, and easy beach access, this villa has everything you need.Located in Holmes Beach less than two blocks from the white sands of the Gulf, you'll find rel...
from $378 / night
Villa for 4 Guests in Holmes Beach, Anna Maria Island
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 1
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 2
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 3
Villa for 4 Guests in Holmes Beach, Anna Maria Island, Picture 4
more...
Holmes Beach, Anna Maria Island
Villa • 850 ft² • 2 Bedrooms
8.7
(28 reviews)
Blue Wave Villa WestOur 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 7-night stay requirement. However, select properties have the flexibility for shorter stays. Luxury is yours when you stay at this villa on Anna Maria Island, with a private pool in a tranquil courtyard, and the sandy Gulf beaches a quick walk away! This villa has an identical neighbor, which can be rented together to accommodate up to eight guests.Located in Holmes Beach less than two blocks from the sugar white ...
from $564 / night
Villa for 5 Guests in Holmes Beach, Anna Maria Island
Villa for 5 Guests in Holmes Beach, Anna Maria Island, Picture 1
Villa for 5 Guests in Holmes Beach, Anna Maria Island, Picture 2
Villa for 5 Guests in Holmes Beach, Anna Maria Island, Picture 3
Villa for 5 Guests in Holmes Beach, Anna Maria Island, Picture 4
more...
Holmes Beach, Anna Maria Island
Villa • 5 Guests • 2 Bedrooms
9.8
(62 reviews)
Palm Oasis Villa East is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This duplex Villa has lush tropical landscaping and the heated shared pool is surrounded by a privacy fence. Relax in the chaise loungers before you fire up the BBQ grill for your favorite grill specials. Each unit has its own private back patio with a 6 person dining table and grill. There is plenty of brick paver deck space to soak up the Florida sunshine! This property can be rented together with its neighboring Villa West VRBO listing 1410300 to serve as a family retreat, p...
from $251 / night

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 vacation 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.

Travelers 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 snorkeling 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 colorful 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 center 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 vacation. 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 flavors, Two Scoops is a popular shop with tourists and locals alike for its tempting ice cream. If you're on vacation 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 flavors and enjoy the extensive menu that includes different dessert options such as banana splits, milkshakes, smoothies, sherbets and sundaes. With 32 original flavors, 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 colorful eggs during the vacations, 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.

Villas in Anna Maria Island

A barrier island vacation

Set along Florida’s gulf coast, Anna Maria Island is a barrier island known for its spectacular 7-mile-long coastline. There are three separate beach communities around the island, all of which boast pristine white-sand beaches with clear turquoise waters. Visitors are often amazed by the sheer number of attractions and points of interest around the island, including several historic sites, diverse wildlife, world-class dining options, and fantastic shopping options. It’s the perfect year-round destination for a family beach vacation, a romantic couple’s getaway, or a fun trip with friends.

Finding your dream villa on Anna Maria Island

There is an abundance of spectacular villas sprinkled throughout Anna Maria Island. Stay in a beachy villa right on the sandy shores of one of the many beaches. Opt for a villa with a private pool to splash around in and a blooming tropical garden. Cozy, smaller villas are available for couples and solo travelers. Large groups and families can opt for oversized villas with plenty of bedrooms and a fully-equipped kitchen. There is a wide range of villas on Anna Maria Island, with something for every type of traveler and price point. Villas on the island typically boast a beachy/coastal design style, with pastel colored exteriors, green gardens surrounding the property, high-speed internet, air-conditioning, and sleek amenities.

Travelers and activities

Anna Maria Island for couples

With its many postcard-worthy beaches, Anna Maria Island offers the perfect romantic setting for couples. Get some quality R&R together with a couple’s massage at Aluna Wellness Center & Spa. Sea-renity Beach Spa and Bou-tiki offers couple’s massages right on the beach! Renting tandem bikes is another unique activity option for couples visiting the island. A tandem bike is a two-person bicycle from which you can easily explore the island and its many beaches together.

Anna Maria Island for families

Families of all ages will find plenty of ways to stay entertained on Anna Maria Island. Go for a walk along the Bradenton Beach City Pier which is free to enter. Enjoy the scenic views of the ocean and surrounding city and dine at the restaurant. There are many nearby dining and shopping options. Fishing from the pier is allowed and free.

Pine Avenue in Bradenton Beach is considered the “Greenest little main street in America.”

Top 7 travel tips in Anna Maria Island

1. Swim in the turquoise waters of Holmes Beach

Holmes Beach is centrally located on Anna Maria Island and boasts several sandbars which give you the opportunity to wade far into the ocean. The clean, sugary white sands and swimmable clear waters have made Holmes Beach one of the island’s most popular beaches. Spend a day lazing around on the soft sandy shores, sunbathing, and splashing around in the calm waters.

2. Visit Bean Point

Located on the northern tip of the island, Bean Point is considered the island’s “hidden gem” of a beach. It boasts soft white sands, clear swimmable waters, and breathtaking sunset views. Head here for a family beach day or a sunset stroll.

3. Rent bikes

Renting bikes is one of the best ways to explore Anna Maria Island, it’s also the easiest and most convenient way of getting around. There are several bike rental companies on the island where you can find daily or hourly rentals. The entire island is 7 miles in length, and can be explored in its entirety on a bicycle over the course of several days. Ride from beach to beach and discover some hidden gems along the way!

4. Spend the day at Coquina Beach

Coquina Beach is set on the southern end of Anna Maria Island and boasts crystal clear swimmable waters and perfect powdery-white sands. The 22-acre beach offers an ample parking area, a picnic area, and concession stands to grab a bite to eat. It’s the perfect place for a family beach day and offers an uncrowded tranquil atmosphere for couples.

5. Stroll along the Bridge Street Pier

Located at the very end of the spectacular Bradenton Beach is the Bridge Street Pier. Here you’ll find the marina and plenty of dining options. It's a peaceful place to take a stroll, snap some photos, and enjoy the scenic surroundings. Fishing is allowed from the pier.

6. Visit the Beach Market at Coquina Beach

This wonderful outdoor market is surrounded by trees and boasts a wide range of artisan craft, food, and clothing vendors. Spend some time meeting the artisans, browsing the many kiosks, trying some of the foods on offer, and checking out the nearby beach! The market is only open on Sundays, so you’ll want to plan ahead to be sure that you don’t miss it!

7. Dine at Beach House Restaurant

Dine with your toes in the sand at Beach House Restaurant. This famed waterfront restaurant is set on Bradenton Beach and offers a nice outdoor seating right on the beach. Come sip on a gourmet cocktail as you watch the sun set over the calm turquoise waters. The food menu is fantastic and highly rated as well!

FAQs: Villas in Anna Maria Island

When planning a vacation to Anna Maria Island, which amenities are the most important for travelers?

According to Holidu, when vacationers browse for villas on Anna Maria Island, the most utilized facilities are: internet (32%), pool (27%), and a balcony (15%). Last year, most of the people searching on Holidu used at least one of these amenities when finding the perfect villa.

Which types of amenities can you find at the villas on Anna Maria Island?

Out of the services you can find on Holidu, it appears that the villas on Anna Maria Island offer everything that vacationers desire! Here, the villas generally have a variety of facilities, the most popular being: barbecue (96%), internet (92%), and air-conditioning (73%)...Pretty cool!

How are the reviews for the villas on Anna Maria Island?

According to last year, most of the villas on Anna Maria Island receive a score of fewer than 4.5 stars. It can therefore be assumed that it is not the best destination for the highest-rated villas in the USA.

Are the villas on Anna Maria Island child-friendly?

According to the Holidu database, 25% of villas on Anna Maria Island are suitable for families with children, it will therefore be easy to find the perfect villa for you and your family.

Are the villas on Anna Maria Island suitable for travelers and their pets?

Certainly! On Anna Maria Island, 35% of the villas accept pets, 8% also have a garden!

Do the villas on Anna Maria Island generally offer Wi-Fi?

Certainly! Based on the last year, 92% of villas on Anna Maria Island offer internet connection. So no need to panic, you will be able to browse the internet during your stay!

How much does it cost for villas on Anna Maria Island?

The villas on Anna Maria Island are, in general, fairly expensive. Based off last year, 10% cost on average more than $500 a night.

Do the villas on Anna Maria Island generally have a pool?

Definitely! According to Holidu, 62% of villas on Anna Maria Island have a pool. This is a dream destination for sunbathing and relaxing by the swimming pool! 96% even have a barbecue!

Are the villas on Anna Maria Island suitable for stays with several people or better for an escape as a small group?

Based on last year, 96% of villas welcome families of up to four guests. Approximately 87% of the villas here include at least two separate bedrooms. Anna Maria Island is the ideal destination for families of four!

For a luxury stay in Anna Maria Island, are Villas a good idea?

Some villas are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 62% have a pool, while 73% have AC none have a sauna.

At the villas in Anna Maria Island are you able to have a beautiful view and spend time outside?

62% of villas have a balcony or terrace, and 15% have a view, but since it is not very common so availability can be limited. If this is important to you, you should start your research early, and use the filters to be sure to find what you are looking for. However, if you like to have lunch or dinner outside, and especially if you like barbecues,96% of the villas are equipped with them.