Anna Maria City Vacation Rentals

Located on the North side of Anna Maria Island, Anna Maria City is the perfect destination for those seeking beautiful beaches and a family-friendly atmosphere. This charming "Old Florida" town offers beautiful sunsets and is surrounded on all sides by a beautiful white sand coastline and the tranquil turquoise waters of the Gulf of Mexico. Bean Point Beach and City Pier Park are two of the main beach attractions in this lovely and quaint city. With dolphins, manatees, and other marine life all around, Anna Maria City is a nature and beach lovers paradise. Local food and attractions offer something for everyone in your family, with plenty of activities to keep everyone entertained. Please browse our selection of finely appointed Anna Maria Island vacation rentals offering modern amenities and decorations. Anna Maria Island Accommodations offers the perfect vacation home rentals for your next getaway to Anna Maria City.

Frequently Asked Questions

What is Anna Maria Island known for?
Pristine beaches, crystal-clear waters, a laid-back atmosphere, historic landmarks, fresh seafood, and water activities like fishing, kayaking, and paddleboarding.

How far is Anna Maria Island from Miami?
Approximately 200 miles northwest, about a 3.5 to 4-hour drive.

How far is Anna Maria Island from Clearwater?
Approximately 40 miles south of Clearwater, about 1 to 1.5 hours by car.

225 properties available

Ob La Di Ob La Da by Anna Maria Island Accommodations 442 62nd St, Holmes Beach, FL 34217 Welcome to Ob La Di Ob La Da by Anna Maria Island Accommodations, a cheerful two-bedroom, two-bathroom ground-level retreat in the heart of Holmes Beach! This cozy bungalow radiates charm and good vibes, just like the iconic Beatles tune “life goes on.” Whethe

HOT 24

Grande Haven by AMI Locals 804 N Shore Drive, Anna Maria, Florida VR18-000049 Welcome to Grande Haven by AMI Locals, an exquisite seven bedroom, three bath Anna Maria Island vacation home located directly across the street from the public beach access to the island’s famous Bean Point. This luxurious coastal retreat offers elegant interiors, a reso

HOT 17

Beachfront Paradise by Exclusive Vacations 2514 Gulf Drive North, Bradenton Beach, Florida TPL19-000058 Escape to Beachfront Paradise, part of our Exclusive Collection. Offering an exquisite eight bedroom, six-and-a-half bath waterfront estate with spectacular ocean views and private beach access! This boutique luxury home boasts a heated pool and

EXCLUSIVE COLLECTION

What A Catch by Anna Maria Island Accommodations 2408 Avenue C, Bradenton Beach, FL 34217 Welcome to What A Catch by Anna Maria Island Accommodations, an exceptional seven bedroom, seven and a half bath luxury home just a 2-minute walk from the beach. With a private pool, rooftop deck with Gulf views, and plenty of space to relax and entertain, thi

HOT 59

Tropical Oasis by AMI Locals 204 72nd St, Holmes Beach, FL 34217 VRC18-000061 Welcome to Tropical Oasis, a true paradise nestled in the heart of Holmes Beach on Anna Maria Island. This exceptional eight bedroom, five and a half bathroom vacation home was designed for large family reunions or group getaways. Just a short stroll to the beach, this

HOT 24

Tropical Oasis (AMIL)

Beachfront Bungalow by AMI Locals 102 77th St, Holmes Beach, Florida VRC19-000270 Welcome to Beachfront Bungalow, a rare four-bedroom, three and a half bath coastal cottage located directly on the sandy shores of Holmes Beach on Anna Maria Island! With nothing but your private pool and spa between you and the Gulf, this beachfront escape is designe

HOT 27

Coconut Cottage by Anna Maria Island Accommodations 310 68th St, Holmes Beach, FL 34217VRC16-000159Welcome to Coconut Cottage, a stunning coastal retreat just a quick stroll from the turquoise ocean of Holmes Beach! Perfect for families and groups seeking fun and relaxation. This three-bedroom, two and a half bath home offers a private heated pool,

HOT 45

No Bad Days by Anna Maria Island Accommodations 7100 Holmes Blvd, Holmes Beach, FL 34217 VRC18-000057 Welcome to No Bad Days by Anna Maria Island Accommodations, a beautiful four-bedroom, three-bath ground-level vacation home located just a four-minute walk from the soft white sands of Holmes Beach. Perfect for families or groups, this island retre

HOT 23

Villa #7 AMI Lime Fish by AMI Locals 3602 Gulf Dr, Unit #1, Holmes Beach, FL 34217 Welcome to Villa #7 AMI Lime Fish, a beautifully designed two-bedroom, two-bath beach villa located at the Islands West Resort! Just a two-minute walk to the white sandy beaches of Holmes Beach, this villa combines coastal charm with resort-style amenities including

HOT 13

Villa #7 AMI Lime Fish

Villa #4 Sand Dollar by AMI Locals 3605 Gulf Dr, Unit #4, Holmes Beach, FL 34217 Welcome to Villa 4 Sand Dollar, a cozy one-bedroom, one-bath retreat located at the Islands West Resort! Just a two-minute walk to the soft-sands of Holmes Beach, this villa is perfect for couples or solo travelers looking for a tranquil escape. With resort amenities i

HOT 26

Fortunate Sol by AMI Locals 206 Oak Ave, Anna Maria, FL 34216 VR22-000005 Welcome to Fortunate Sol, a beautifully remodeled six-bedroom, four and a half bath home located just one block from the sugar-white sands of Anna Maria Island’s Gulf beaches. This peaceful retreat features a private heated pool with spa, generous outdoor living space, and a

HOT 18

Bikini So Tiny by AMI Locals 309 Pine Ave, Anna Maria, Florida 34216 Welcome to Bikini So Tiny, a charming one bedroom, one bath pet-friendly vacation rental that captures the character of historic Anna Maria Island with modern comforts. Located right on lively Pine Avenue, you’ll be just a five-minute walk to the beach and steps from boutique shop

HOT 32

Tell us what you're looking for and someone will contact you with available options.

First Name

Last Name

Phone Number

Email Address

Comments

I agree Sign me up! I agree to receive information about promotional offers and rental info via phone, email or SMS.
You can unsubscribe at anytime. Privacy Policy

NOTE: The information contained within these pages are deemed to be reliable but may not be entirely accurate. This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.