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.

264 properties available

Highlights• 2-minute walk to the beach• Dog Friendly • Shared Pool• Close to restaurants and grocery stores• BBQ grillVilla #2 Shrimp by AMI Locals3605 Gulf Dr, Unit # 2 Holmes Beach, Florida Welcome to Villa #2 Shrimp, a vibrant, beautifully decorated studio. Island West Resort is a beautiful resort with unique villas located two minutes from the

HOT 26

A Place in Paradise Unit A by Anna Maria Island Accommodations218 Palmetto Ave, Unit A Anna Maria, Florida 34216VR16-000529Welcome to A Place in Paradise Unit A, the perfect family retreat located just two blocks from the sparkling Gulf of Mexico! Enjoy sugar-white sandy beaches, exciting local shops, and gourmet restaurants just a short stroll aw

HOT 16

A Place in Paradise Unit A

Highlights• Less than a 5-minute walk from the beach• Private Pool• Ping Pong and Foosball• Near Island Trolley stop• Outdoor entertainment spaceOcean's 77 by Anna Maria Island Accommodations205 77th St, Unit B Holmes Beach, FL 34217VRC19-000012Welcome to Ocean's 77, a charming beach cottage with two bedrooms and two bathrooms, located just five ho

HOT 44

Sun Kiss by AMI Locals 102 7th St S, Unit B Bradenton Beach, Florida TPL21-000135 Welcome to Sun Kiss! This one-bedroom, one-bath cottage is the perfect beach retreat. Just a stone's throw from the pristine Gulf of Mexico beaches, you’ll bask in sun-kissed days and serene sunsets. Take advantage of the free Anna Maria Island trolley to uncover hid

HOT 21

Highlights • Private pool and hot tub • Less than a 5-minute walk to the beach • Ping Ping and Foosball table • Washer and dryerVilla La Concha by Anna Maria Island Accommodations 113 Maple Ave Anna Maria, FL 34216 VR16-000446 Welcome to Villa La Concha, a marvelous vacation home with a private pool, hot tub, game room, and a fabulous outdoor are

HOT 27

Highlights • Brand New Home• Less than a 5-minute walk to the beach• Rooftop Deck• Dog Friendly Majestic Summer by Anna Maria Island Accommodations2213 Avenue CBradenton Beach, FloridaWelcome to Majestic Summer, a spectacular new vacation home with seven bedrooms and seven and half baths just minutes from the pristine Gulf of Mexico! This pet-frien

The Curated Palm by Anna Maria Island Accommodations520 Kumquat Drive, Anna Maria, FLDiscover The Curated Palm, a stunning, spacious retreat perfect for group rentals, multi-family vacations, or extended stays with friends. This luxury 4-bedroom home offers an exceptional blend of comfort, style, and outdoor resort-style amenities. Located right on

HOT 472

Highlights • Less than a 5-minute walk to the beach • PoolAnna Maria Guest House 212 by Anna Maria Accommodations 212 Pine AveAnna Maria, FL 34216Welcome to Anna Marie Guest House 212, an inviting vacation rental one and a half blocks from the warm Gulf of Mexico waters and beach. This three-bedroom and two-bathroom getaway is above a small, local

HOT 87

Anna Maria Guest House 212

Harbor Haven by AMI Locals 210 N Harbor Dr Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, and enjoy this custom-built home with four bedrooms, a loft, and five and a half bathrooms. Enjoy a refreshing swim in the pool or challenge your loved ones to Ping Pong and Foosball games in the fun-filled game room. Highlights • 5

HOT 18

Welcome to Seaside Magnolia! From the moment you step through the front door, you are greeted by the subtle hues of the beach, with the elegance of a five-star resort. And its only 3 blocks to the beach!!This beautiful luxury vacation home was designed and decorated with quality and island charm in mind. The main living level is on the 2nd floor

HOT 16

Key Largo Cottage by Anna Maria Island Accommodations 315 62nd St Holmes Beach, FL 34217 Discover the ultimate family getaway at Key Largo Cottage, a charming bungalow-style vacation rental perfectly situated for your fun-filled escape to Anna Maria Island. This lovely home features three spacious bedrooms and three modern bathrooms, offering ever

HOT 100

Beach Dream Cottage by Anna Maria Island Accommodations5605 Carissa St, Unit A Holmes Beach, FL 34217 VRC16-000637 Discover the perfect getaway at Beach Dream Cottage, a gorgeous two-level vacation home featuring three bedrooms and two bathrooms. Located in Holmes Beach, just a ten-minute walk from the stunning white sands, this retreat is ideal fo

HOT 35

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

First Name

Last Name

Phone Number

Email Address

Arrival Date

Departure Date

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.