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

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3670 Best Vacation Rentals in Anna Maria City Pier (Starting from $210)

AM I Dreaming
AM I Dreaming
House
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$930
Average price / night
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Tiny Tides: Adorable Cozy House!
Tiny Tides: Adorable Cozy House!
House
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$645
Average price / night
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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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Amazing 6 bed house on Anna Maria! Putt putt, heated pool and spa!
Amazing 6 bed house on Anna Maria! Putt putt, heated pool and spa!
House
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry

6 Bedrooms12 Guests
9.8

Exceptional

12 reviews

$2189
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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Bungalow On The Bayou  (Best Location on the Island)
Bungalow On The Bayou (Best Location on the Island)
House
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

112 reviews

$287
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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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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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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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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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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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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Slo M'Ocean
Slo M'Ocean
House
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$210
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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AM I Dreaming by AMI Locals
AM I Dreaming by AMI Locals
House
Anna Maria City Pier, Anna Maria, Florida, USA
0.1k from Anna Maria City Pier center

Parking, Internet, Kitchen, Pet Friendly, Pool, Private Pool, Wheelchair Accessible

3 Bedrooms6 Guests
New to Booking
$425
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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Luxe AMI Stay! Saltwater Pool and Rooftop Views
Luxe AMI Stay! Saltwater Pool and Rooftop Views
House
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
9.2

Superb

28 reviews

$1370
Average price / night
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Coconut Bayou home
Coconut Bayou home
House
Anna Maria, FL, USA
0.1k from Anna Maria City Pier center

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

2 Bedrooms4 Guests
New to Booking
$391
Average price / night
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Dog friendly cottage - One block to the Bay!
Dog friendly cottage - One block to the Bay!
House
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

13 reviews

$652
Average price / night
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Sunrise Garden Resort
Sunrise Garden Resort
Apartment
Anna Maria, FL, USA
0.2k from Anna Maria City Pier center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Self-catering, Accessible hotels, Beach rentals

22 Bedrooms65 Guests
8.0

Good

178 reviews

$378
Average price / night
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Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green
Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$1570
Average price / night
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Magnolia Cottage: Private Pool, Near Beaches & Pine Ave
Magnolia Cottage: Private Pool, Near Beaches & Pine Ave
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

3 Bedrooms10 Guests
9.8

Exceptional

7 reviews

$917
Average price / night
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Luxury Beach House with Bay Views and Pool
Luxury Beach House with Bay Views and Pool
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$1833
Average price / night
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Bayfront Beach access with Heated Pool!
Bayfront Beach access with Heated Pool!
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

3 Bedrooms6 Guests
New to Booking
$680
Average price / night
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Sea La Vie by Duncan Real Estate
Sea La Vie by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
New to Booking
$768
Average price / night
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Decked Out: Steps to Bay & Beach, Pool, Games by Anna Maria Life Vacation Rentals
Decked Out: Steps to Bay & Beach, Pool, Games by Anna Maria Life Vacation Rentals
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$761
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 Vacation Rentals in Anna Maria City Pier.

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Anna Maria City Pier Vacation Rentals on the Map

Frequently Asked Questions

You can explore 3670 verified vacation rentals in Anna Maria City Pier. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Anna Maria City Pier vary depending on the season, property size, and location. Rates typically start from around $210 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Anna Maria City Pier include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Anna Maria City Pier welcome pets. Currently, 52 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Anna Maria City Pier often include amenities such as Internet, Pool, and Fireplace/Heating. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.