Villa Rentals in Anna Maria City Pier, FL: Compare 10+ Sites & Save

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100 Best Villa Rentals in Anna Maria City Pier (Starting from $222)

Bay Breezes at Bayside Bungalow
Bay Breezes at Bayside Bungalow
Villa
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
8.9

Fabulous

6 reviews

$500
Average price / night
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Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Villa
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom4 Guests
9.2

Superb

60 reviews

$608
Average price / night
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Bayside Cutie at Bayside Bungalow
Bayside Cutie at Bayside Bungalow
Villa
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
6.2

Good

6 reviews

$619
Average price / night
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Beautiful Bungalow with Pool and Bay Views!
Beautiful Bungalow with Pool and Bay Views!
Villa
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom6 Guests
9.6

Exceptional

41 reviews

$649
Average price / night
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Barefoot by the Bay at Bayside Bungalow
Barefoot by the Bay at Bayside Bungalow
Villa
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom6 Guests
8.0

Good

5 reviews

$447
Average price / night
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Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Villa
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

75 reviews

$879
Average price / night
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Blissful Bay at Bayside Bungalow
Blissful Bay at Bayside Bungalow
Villa
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
9.4

Superb

7 reviews

$670
Average price / night
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Bayfront Bliss! Pool, BBQ and Dolphin Views!
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Villa
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
9.4

Superb

96 reviews

$928
Average price / night
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Bay Vista at Bayside Bungalow
Bay Vista at Bayside Bungalow
Villa
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
8.5

Very Good

2 reviews

$974
Average price / night
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Resort-Style Pool Steps from the Bay and Pine Ave!
Resort-Style Pool Steps from the Bay and Pine Ave!
Villa
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

53 reviews

$799
Average price / night
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Bayside Bungalows by AMI Locals
Bayside Bungalows by AMI Locals
Villa
Anna Maria City Pier, Anna Maria, Florida, USA
0.1k from Anna Maria City Pier center

Parking, Kitchen, Pet Friendly, Internet, Laundry, Pool, Child Friendly

10 Bedrooms28 Guests
8.0

Good

6 reviews

$225
Average price / night
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Duplex Heated Pool Walk to Beach
Duplex Heated Pool Walk to Beach
Villa
Anna Maria, FL, 34216, United States
0.6k from Anna Maria City Pier center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

3 Bedrooms8 Guests
New to Booking
$829
Average price / night
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Island Gem A home
Island Gem A home
Villa
Anna Maria, FL, USA
0.4k from Anna Maria City Pier center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms4 Guests
8.0

Good

1 reviews

$222
Average price / night
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Villa
Anna Maria, FL, 34216, United States
0.7k from Anna Maria City Pier center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

122 reviews

$412
Average price / night
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Island Gem B home
Island Gem B home
Villa
Anna Maria, FL, USA
0.4k from Anna Maria City Pier center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
New to Booking
$333
Average price / night
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
Villa
Anna Maria, FL, 34216, United States
0.7k from Anna Maria City Pier center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.8

Exceptional

116 reviews

$494
Average price / night
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Beach N Bay home
Beach N Bay home
Villa
Anna Maria, FL, USA
0.5k from Anna Maria City Pier center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$372
Average price / night
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Villa Rozafa\n Cozy,spacious,walking distance from downtown white sandy beach.
Villa Rozafa\n Cozy,spacious,walking distance from downtown white sandy beach.
Villa
Anna Maria, FL, 34216, United States
0.7k from Anna Maria City Pier center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
9.2

Superb

9 reviews

$672
Average price / night
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Beach N Bay 204 villa
Beach N Bay 204 villa
Villa
Anna Maria, FL, USA
0.5k from Anna Maria City Pier center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$285
Average price / night
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Steps to Beach - Bean Point Residence Unit A by SeaBreeze Vacation
Steps to Beach - Bean Point Residence Unit A by SeaBreeze Vacation
Villa
Anna Maria, FL, 34216, United States
1.1k from Anna Maria City Pier center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

14 reviews

$726
Average price / night
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Minnow 2 Villa
Minnow 2 Villa
Villa
Anna Maria, FL, USA
1.0k from Anna Maria City Pier center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
6.5

Good

2 reviews

$222
Average price / night
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Steps to Beach - Bean Point Residence Unit B by SeaBreeze Vacation
Steps to Beach - Bean Point Residence Unit B by SeaBreeze Vacation
Villa
Anna Maria, FL, 34216, United States
1.1k from Anna Maria City Pier center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$530
Average price / night
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Beautiful House
Beautiful House
Villa
Holmes Beach, FL, 34217, United States
1.2k from Anna Maria City Pier center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

3 Bedrooms6 Guests
New to Booking
$423
Average price / night
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Cozy 'Day' Side Cottage with Heated Pool Pet Friendly No size restrictions
Cozy 'Day' Side Cottage with Heated Pool Pet Friendly No size restrictions
Villa
Holmes Beach, FL, 34217, United States
1.5k from Anna Maria City Pier center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$467
Average price / night
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Beachcomber.  Hot tub swim spa and a 3 min walk to the beach
Beachcomber. Hot tub swim spa and a 3 min walk to the beach
Villa
Holmes Beach, FL, 34217, United States
1.6k from Anna Maria City Pier center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
8.8

Fabulous

3 reviews

$294
Average price / night
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2 bedroom unit, West of Gulf Drive. Only steps to the beach!
2 bedroom unit, West of Gulf Drive. Only steps to the beach!
Villa
Holmes Beach, FL, 34217, United States
1.6k from Anna Maria City Pier center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.0

Fabulous

9 reviews

$330
Average price / night
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Comfortable island villa with private heated pool, courtyard & easy beach access
Comfortable island villa with private heated pool, courtyard & easy beach access
Villa
Holmes Beach, FL, 34217, United States
1.8k from Anna Maria City Pier center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.4

Superb

41 reviews

$410
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Anna Maria City Pier.

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Frequently Asked Questions

You can currently explore 100 verified villa rentals in Anna Maria City Pier. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Anna Maria City Pier vary depending on the season, location, and amenities. Rates typically start from around $222 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Anna Maria City Pier are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Anna Maria City Pier.

Yes, Anna Maria City Pier offers a wide range of villas ideal for group stays. Many properties include 3 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Anna Maria City Pier villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Anna Maria City Pier often include highly sought-after amenities such as Pet Friendly, Pool, and Internet. These features enhance comfort and convenience, making them especially popular among travelers visiting Anna Maria City Pier.

To discover top-rated villas in Anna Maria City Pier, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.