Anna Maria
2 guests

Adults:

2

Children:

0

Child’s age:

Anna Maria

Sep 24 - Sep 25 ·
2 guests

Anna Maria Vacation Rentals

Anna Maria
2 guests

Adults:

2

Children:

0

Child’s age:

Over 340 stays assessed to highlight the standout picks

Navigation

1. Bay Breezes At Bayside Bungalow

2. Blue Wave Villa West

3. Blissful Bay At Bayside Bungalow

4. Barefoot By The Bay At Bayside Bungalow

5. Blue Wave Villa East

6. Approx 40 Steps To Beach Entrance Of Anna Maria Beach

7. Approx 40 Steps To Beach Entrance Of Anna Maria Beach

8. Bayside Cutie At Bayside Bungalow

9. Bay Vista At Bayside Bungalow

10. Minnow 2 Villa

Best Anna Maria Vacation Rentals

  • Beach access
Hotel Image Hotel Image

Bay Breezes At Bayside Bungalow

201 S Bay Blvd, Unit #1, Us
0.5 km (0.3 mi) from city center
65
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Featuring a heated swimming pool, the 2-bedroom Bay Breezes At Bayside Bungalow Anna Maria is located about a 5-minute walk from the Anna Maria City Pier and is suitable for up to 6 guests. The villa features opportunities for snorkelling, horseback riding, and fishing in the area, within reach of Coquina Baywalk Park.

8.4
14 reviews
~ US$521 / night

Bay Breezes At Bayside Bungalow

0.5 km (0.3 mi) from city center
65
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Bay Breezes At Bayside Bungalow

Featuring a heated swimming pool, the 2-bedroom Bay Breezes At Bayside Bungalow Anna Maria is located about a 5-minute walk from the Anna Maria City Pier and is suitable for up to 6 guests. The villa features opportunities for snorkelling, horseback riding, and fishing in the area, within reach of Coquina Baywalk Park.

8.4
14 reviews
From US$ 521 / night
  • Beach access
Hotel Image Hotel Image

Blue Wave Villa West

1.5 km (1.0 mi) from city center
80
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Blue Wave Villa West Anna Maria is situated approximately a 5-minute walk from Bradenton Beach and hosts up to 4 travellers. This 1-bathroom villa features opportunities for horse riding, cycling, and fishing in the area, 2.4 km from Anna Maria Bayfront Park.

Blue Wave Villa West offers guests to enjoy horse riding tours, or relax by a private swimming pool.

8
4 reviews
~ US$236 / night

Blue Wave Villa West

1.5 km (1.0 mi) from city center
80
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Blue Wave Villa West

Blue Wave Villa West Anna Maria is situated approximately a 5-minute walk from Bradenton Beach and hosts up to 4 travellers. This 1-bathroom villa features opportunities for horse riding, cycling, and fishing in the area, 2.4 km from Anna Maria Bayfront Park.

Blue Wave Villa West offers guests to enjoy horse riding tours, or relax by a private swimming pool.

8
4 reviews
From US$ 236 / night
  • Beach access
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Blissful Bay At Bayside Bungalow

201 S Bay Blvd, Unit #4, Us
0.5 km (0.3 mi) from city center
112
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Featuring a heated pool, Blissful Bay At Bayside Bungalow Anna Maria is suitable for up to 6 people and is located 14 minutes' walk from Coquina Baywalk Park. This 3-bedroom villa features opportunities for snorkelling, hiking, and horseback riding in the area, steps away from the Pine Avenue.

8.8
8 reviews
~ US$900 / night

Blissful Bay At Bayside Bungalow

0.5 km (0.3 mi) from city center
112
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Blissful Bay At Bayside Bungalow

Featuring a heated pool, Blissful Bay At Bayside Bungalow Anna Maria is suitable for up to 6 people and is located 14 minutes' walk from Coquina Baywalk Park. This 3-bedroom villa features opportunities for snorkelling, hiking, and horseback riding in the area, steps away from the Pine Avenue.

8.8
8 reviews
From US$ 900 / night
  • Beach access
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Barefoot By The Bay At Bayside Bungalow

201 S Bay Blvd, Unit #3, Us
0.5 km (0.3 mi) from city center
93
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Located only 7 minutes' walk from the Anna Maria Island Historical Museum, the 1-bedroom Barefoot By The Bay At Bayside Bungalow Anna Maria offers opportunities for snorkelling, hiking, and horse riding in the area. Offering horse riding tours, the accommodation can accommodate up to 6 people.

8
13 reviews
~ US$582 / night

Barefoot By The Bay At Bayside Bungalow

0.5 km (0.3 mi) from city center
93
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Barefoot By The Bay At Bayside Bungalow

Located only 7 minutes' walk from the Anna Maria Island Historical Museum, the 1-bedroom Barefoot By The Bay At Bayside Bungalow Anna Maria offers opportunities for snorkelling, hiking, and horse riding in the area. Offering horse riding tours, the accommodation can accommodate up to 6 people.

8
13 reviews
From US$ 582 / night
Hotel Image Hotel Image

Blue Wave Villa East

1.5 km (1.0 mi) from city center
80
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool
  • Patio

Blue Wave Villa East Anna Maria can host up to 4 guests, boasting a convenient location about a 25-minute stroll from iconic cultural attractions such as the Anna Maria Island Historical Museum. The accommodation features opportunities for horse riding, cycling, and fishing in the area, 2.5 km from the Anna Maria City Pier.

9.5
8 reviews
~ US$350 / night

Blue Wave Villa East

1.5 km (1.0 mi) from city center
80
  • BBQ facilities
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool
  • Patio

Blue Wave Villa East

Blue Wave Villa East Anna Maria can host up to 4 guests, boasting a convenient location about a 25-minute stroll from iconic cultural attractions such as the Anna Maria Island Historical Museum. The accommodation features opportunities for horse riding, cycling, and fishing in the area, 2.5 km from the Anna Maria City Pier.

9.5
8 reviews
From US$ 350 / night
  • Beach access
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Approx 40 Steps To Beach Entrance Of Anna Maria Beach

784 North Shore Drive Unit B
1.2 km (0.7 mi) from city center
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Jacuzzi
  • Heated swimming pool

The 2-bedroom Approx 40 Steps To Beach Entrance Of Anna Maria Beach villa is located nearly a 5-minute walk from Rod and Reel Pier and features a year-round outdoor swimming pool and a terrace for a relaxing stay. Guests can benefit from a Jacuzzi while staying within easy reach of the Bean Point Beach.

9.6
5 reviews
~ US$584 / night

Approx 40 Steps To Beach Entrance Of Anna Maria Beach

1.2 km (0.7 mi) from city center
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Jacuzzi
  • Heated swimming pool

Approx 40 Steps To Beach Entrance Of Anna Maria Beach

The 2-bedroom Approx 40 Steps To Beach Entrance Of Anna Maria Beach villa is located nearly a 5-minute walk from Rod and Reel Pier and features a year-round outdoor swimming pool and a terrace for a relaxing stay. Guests can benefit from a Jacuzzi while staying within easy reach of the Bean Point Beach.

9.6
5 reviews
From US$ 584 / night
  • Beach access
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Approx 40 Steps To Beach Entrance Of Anna Maria Beach

784 North Shore Drive Unit A
1.1 km (0.7 mi) from city center
  • Cookware/ Kitchen utensils
  • VIP check-in/ -out
  • Air conditioning
  • Ironing facilities
  • Fitness centre
  • Heated swimming pool

Featuring a Jacuzzi, the 3-bedroom Approx 40 Steps To Beach Entrance Of Anna Maria Beach villa is located just 5 minutes' walk from the Bean Point Beach and can host up to 8 guests. Guests can enjoy snorkelling, mini golf, and ping pong at the villa, located within reach of the Anna Maria City Pier.

This Anna Maria accommodation offers guests to enjoy horse riding tours, or relax by a year-round outdoor swimming pool.

8.8
4 reviews
~ US$709 / night

Approx 40 Steps To Beach Entrance Of Anna Maria Beach

1.1 km (0.7 mi) from city center
  • Cookware/ Kitchen utensils
  • VIP check-in/ -out
  • Air conditioning
  • Ironing facilities
  • Fitness centre
  • Heated swimming pool

Approx 40 Steps To Beach Entrance Of Anna Maria Beach

Featuring a Jacuzzi, the 3-bedroom Approx 40 Steps To Beach Entrance Of Anna Maria Beach villa is located just 5 minutes' walk from the Bean Point Beach and can host up to 8 guests. Guests can enjoy snorkelling, mini golf, and ping pong at the villa, located within reach of the Anna Maria City Pier.

This Anna Maria accommodation offers guests to enjoy horse riding tours, or relax by a year-round outdoor swimming pool.

8.8
4 reviews
From US$ 709 / night
  • Beach access
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Bayside Cutie At Bayside Bungalow

201 S Bay Blvd, Unit #2, Us
0.5 km (0.3 mi) from city center
65
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

The 1-bedroom Bayside Cutie At Bayside Bungalow Anna Maria accommodates up to 4 guests and offers proximity to the Anna Maria Island Historical Museum, located only a 7-minute walk away. The property features opportunities for snorkelling, hiking, and horse riding in the area, merely 1.2 km from Palmetto Avenue Beach.

6.2
6 reviews
~ US$564 / night

Bayside Cutie At Bayside Bungalow

0.5 km (0.3 mi) from city center
65
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Bayside Cutie At Bayside Bungalow

The 1-bedroom Bayside Cutie At Bayside Bungalow Anna Maria accommodates up to 4 guests and offers proximity to the Anna Maria Island Historical Museum, located only a 7-minute walk away. The property features opportunities for snorkelling, hiking, and horse riding in the area, merely 1.2 km from Palmetto Avenue Beach.

6.2
6 reviews
From US$ 564 / night
  • Beach access
Hotel Image Hotel Image

Bay Vista At Bayside Bungalow

201 S Bay Blvd, Unit #5, Us
0.5 km (0.3 mi) from city center
112
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Offering a swimming pool, the 3-bedroom Bay Vista At Bayside Bungalow Anna Maria is located approximately a 5-minute walk from the Anna Maria City Pier and is ideal for up to 6 guests. The villa features opportunities for snorkelling, hiking, and horse riding in the area, in the vicinity of Palmetto Avenue Beach.

9.3
4 reviews
~ US$1068 / night

Bay Vista At Bayside Bungalow

0.5 km (0.3 mi) from city center
112
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Fitness centre
  • Heated swimming pool

Bay Vista At Bayside Bungalow

Offering a swimming pool, the 3-bedroom Bay Vista At Bayside Bungalow Anna Maria is located approximately a 5-minute walk from the Anna Maria City Pier and is ideal for up to 6 guests. The villa features opportunities for snorkelling, hiking, and horse riding in the area, in the vicinity of Palmetto Avenue Beach.

9.3
4 reviews
From US$ 1068 / night
  • Great deal
Hotel Image Hotel Image

Minnow 2 Villa

1.1 km (0.7 mi) from city center
58
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Situated approximately 25 minutes' walk from Palmetto Avenue Beach, the 2-bedroom Minnow 2 Villa Anna Maria provides access to numerous tourist attractions in the area. With a maximum capacity of 4 guests, this accommodation offers a private parking lot.

~ US$158 / night

Minnow 2 Villa

1.1 km (0.7 mi) from city center
58
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Minnow 2 Villa

Situated approximately 25 minutes' walk from Palmetto Avenue Beach, the 2-bedroom Minnow 2 Villa Anna Maria provides access to numerous tourist attractions in the area. With a maximum capacity of 4 guests, this accommodation offers a private parking lot.

From US$ 158 / night
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Island Gem A Home

0.1 km (0.1 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Island Gem A Home Anna Maria is nestled a 7-minute walk from the Anna Maria Island Historical Museum and can accommodate up to 4 guests.

~ US$435 / night

Island Gem A Home

0.1 km (0.1 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Island Gem A Home

Island Gem A Home Anna Maria is nestled a 7-minute walk from the Anna Maria Island Historical Museum and can accommodate up to 4 guests.

From US$ 435 / night
Hotel Image Hotel Image

Island Gem B Home

0.1 km (0.1 mi) from city center
84
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

The 2-bedroom Island Gem B Home Anna Maria hosts up to 4 guests and provides proximity to Coquina Baywalk Park, situated a mere 8 minutes' walk away.

~ US$220 / night

Island Gem B Home

0.1 km (0.1 mi) from city center
84
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Island Gem B Home

The 2-bedroom Island Gem B Home Anna Maria hosts up to 4 guests and provides proximity to Coquina Baywalk Park, situated a mere 8 minutes' walk away.

From US$ 220 / night
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Beach N Bay 204 Villa

200 S Lake Park Blvd Unit B3
0.1 km (0.0 mi) from city center
77
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Situated just an 8-minute walk from the Anna Maria Island Historical Museum, Beach N Bay 204 Villa Anna Maria is ideal for up to 4 guests.

~ US$247 / night

Beach N Bay 204 Villa

0.1 km (0.0 mi) from city center
77
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Beach N Bay 204 Villa

Situated just an 8-minute walk from the Anna Maria Island Historical Museum, Beach N Bay 204 Villa Anna Maria is ideal for up to 4 guests.

From US$ 247 / night
  • Top location
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Beach N Bay Home

206 Crescent Dr
0.1 km (0.0 mi) from city center
77
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

The 2-bedroom Beach N Bay Home Anna Maria is located only 0.7 km from Palmetto Avenue Beach, giving access to various tourist spots nearby. This Anna Maria villa is suitable for up to 4 guests and features private car parking.

~ US$525 / night

Beach N Bay Home

0.1 km (0.0 mi) from city center
77
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities

Beach N Bay Home

The 2-bedroom Beach N Bay Home Anna Maria is located only 0.7 km from Palmetto Avenue Beach, giving access to various tourist spots nearby. This Anna Maria villa is suitable for up to 4 guests and features private car parking.

From US$ 525 / night

Vacation rentals near Anna Maria

  • Best-rated
  • Beach access
Hotel Image Hotel Image

Siesta Key Beachside Villas

124 Columbus Blvd
32.7 km (20.3 mi) from Anna Maria
  • BBQ facilities
  • Car park
    US$ 10 per day
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Located just 400 metres from the Siesta Key Beach Access 2, Siesta Key Beachside Villas Sarasota offers opportunities for cycling in the area. The self-catering villa boasts a picnic area and barbecue grills, while the Shell Beach is about a 10-minute ride away.

8.8
311 reviews
~ US$223 / night

Siesta Key Beachside Villas

32.7 km (20.3 mi) from Anna Maria
  • BBQ facilities
  • Car park
    US$ 10 per day
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Siesta Key Beachside Villas

Located just 400 metres from the Siesta Key Beach Access 2, Siesta Key Beachside Villas Sarasota offers opportunities for cycling in the area. The self-catering villa boasts a picnic area and barbecue grills, while the Shell Beach is about a 10-minute ride away.

8.8
311 reviews
From US$ 223 / night
Hotel Image Hotel Image

Pirates Pointe Resort

1800 Kofresi Court
34.5 km (21.4 mi) from Anna Maria
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Pirates Pointe Resort Ruskin villa is located about a 25-minute walk from the Cockroach Bay Aquatic Preserve and provides a swimming pool, ensuring a relaxing stay. The villa awaits guests on an individual terrace with a swimming pool.

An array of activities such as canoeing and fishing can be enjoyed on-site.

9.5
80 reviews
~ US$169 / night

Pirates Pointe Resort

34.5 km (21.4 mi) from Anna Maria
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Pirates Pointe Resort

Pirates Pointe Resort Ruskin villa is located about a 25-minute walk from the Cockroach Bay Aquatic Preserve and provides a swimming pool, ensuring a relaxing stay. The villa awaits guests on an individual terrace with a swimming pool.

An array of activities such as canoeing and fishing can be enjoyed on-site.

9.5
80 reviews
From US$ 169 / night
Hotel Image Hotel Image

Sand Glo Villas

19316 Gulf Boulevard
37.1 km (23.1 mi) from Anna Maria
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

The 6-room Sand Glo Villas Clearwater Beach offers easy access to such tourist spots as Smugglers Cove Adventure Golf, located nearly a 5-minute walk away. Guests can enjoy canoeing, hiking, and fishing at the accommodation, located 4.9 km from the Indoor Pinellas County Heritage Village Outdoor Museum.

9.7
79 reviews
~ US$161 / night

Sand Glo Villas

37.1 km (23.1 mi) from Anna Maria
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Sand Glo Villas

The 6-room Sand Glo Villas Clearwater Beach offers easy access to such tourist spots as Smugglers Cove Adventure Golf, located nearly a 5-minute walk away. Guests can enjoy canoeing, hiking, and fishing at the accommodation, located 4.9 km from the Indoor Pinellas County Heritage Village Outdoor Museum.

9.7
79 reviews
From US$ 161 / night

Are you in a hurry?

Here is a quick list of Vacation Rentals in Anna Maria, selected based on their rating

Name of hotel Accommodation Rating Price, $
Bay Breezes At Bayside Bungalow

8.4 / 10

(14 Reviews)

From 521$
Blue Wave Villa West

8.0 / 10

(4 Reviews)

From 236$
Blissful Bay At Bayside Bungalow

8.8 / 10

(8 Reviews)

From 900$
Barefoot By The Bay At Bayside Bungalow

8.0 / 10

(13 Reviews)

From 582$
Blue Wave Villa East

9.5 / 10

(8 Reviews)

From 350$

More accommodations in Anna Maria

South Bay Inn 1 South Bay Inn 1 South Bay Inn 1
9
35 reviews
~ US$ 142 / night
South Bay Inn 1
0.5 km (0.3 mi) from city center
Check Availability
Sunrise Garden Resort Sunrise Garden Resort Sunrise Garden Resort
7.8
175 reviews
~ US$ 51 / night
Sunrise Garden Resort
0.3 km (0.2 mi) from city center
Check Availability

Frequently Asked Questions

What are the best vacation rentals near Anna Maria Beach?

Pirates Pointe Resort and Beach N Bay Home are both excellent choices, just a short walk from Anna Maria Beach. You can enjoy beautiful sunsets and easy access to beach activities.

Tip:

Visit the beach early in the morning for quieter moments, and pack a picnic to enjoy by the shore.

Which vacation rentals in Anna Maria are best for families with kids?

Blue Wave Villa West and Minnow 2 Villa offer kid-friendly amenities like pools and spacious living areas. These homes are perfect for relaxing after a day of play.

Tip:

Check for homes with fenced yards for extra safety, especially if your kids like to play outside.

Where can I find budget-friendly vacation rentals in Anna Maria?

Sand Glo Villas and Pirates Pointe Resort provide comfortable stays at affordable prices. These are great options if you're looking to save money while enjoying your trip.

Tip:

Book your stay in the off-season, typically late fall or early spring, to get the best rates.

Are there romantic vacation rentals in Anna Maria?

Island Gem A Home and Bayside Cutie At Bayside Bungalow are perfect for couples. They offer cozy atmospheres and beautiful views of the sunset or the bay.

Tip:

Plan to watch the sunset from the beach, it creates a beautiful romantic setting.

Which vacation rentals near downtown Anna Maria are best for sightseeing?

Beach N Bay 204 Villa and Approx 40 Steps To Beach Entrance Of Anna Maria Beach are both conveniently located for exploring local shops and restaurants. You can easily walk to many attractions.

Tip:

Take a stroll along Pine Avenue to discover unique shops and eateries.

What vacation rentals in Anna Maria have a pool?

Blue Wave Villa East and Blissful Bay At Bayside Bungalow both feature private pools. These are great spots for cooling off on hot days.

Tip:

Consider a late afternoon swim; the setting sun makes for a relaxing experience.

Which vacation rentals in Anna Maria offer waterfront views?

Bay Vista At Bayside Bungalow and Island Gem B Home provide stunning views of the water. These views enhance your vacation experience.

Tip:

Plan to enjoy breakfast on the balcony to soak in the beautiful views in the morning light.

What unique local experiences can I enjoy in Anna Maria?

Visitors can enjoy the Anna Maria Island Farmers Market every Tuesday for fresh produce and local crafts. This market showcases local flavors and community spirit.

Tip:

Arrive early to get the best selections and to avoid the afternoon heat.

How can I get to Anna Maria Island from the airport?

The nearest major airport is Sarasota-Bradenton International Airport, about 25 miles away. You can rent a car or take a taxi to reach your rental.

Tip:

Consider using a rideshare service for a more convenient and potentially cheaper option.

What is the best time to visit Anna Maria for good weather?

The best time is between March and May, when the temperatures are warm, and the crowds are smaller than in summer. Enjoy pleasant beach days and fewer tourists.

Tip:

Book your accommodations ahead of time for the best choices in this popular season.

Anna Maria and related destinations

Location