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.

265 properties available

Highlights • 1-minute walk to the beach • Private patio• Outdoor Shower• Washer and Dryer• Shared Pool Sand And Sea 109 A by Anna Maria Island Accommodations109 Magnolia Ave, Unit AAnna Maria, FL 34216VR16-000422Welcome to Sand and Sea 109 A! This ground-level condo has two bedrooms and one bathroom and is just two houses from the nearest beach acc

HOT 31

Highlights • 5-minute walk to the beach • Near restaurants and shops • BBQ grill • Outdoor living space • Washer and dryer Bikini So Tiny by AMI Locals 309 Pine Ave Anna Maria, Florida Welcome to Bikini So Tiny, a beachy one-bedroom, one-bath bungalow with original Anna Maria Island historic touches while still offering a modern getaway! Located on

HOT 26

Highlights• Brand New Home with Rooftop Deck• 2-minute walk to the beach• Private Pool and Hot Tub• Near Herb Dolan Park with playground and basketball courtInto the Sunset by Anna Maria Island Accommodations 2516 Avenue CBradenton Beach, FloridaPack your bags for an unbeatable luxury vacation at Into the Sunset! This brand-new home has seven bedro

HOT 39

Highlights• Private Pool and In-ground Spa• Less than a 5-minute walk to the beach• BBQ grill• Ping pong table• Near Anna Maria Island trolley stopGarden Party by AMI Locals8104 Gulf Dr Holmes Beach, FloridaVRC20-000303Welcome to Garden Party - the perfect peaceful retreat! This three-bedroom, three-bathroom beach house features a stunning Zen-insp

HOT 36

Coral Palms by Anna Maria Island Accommodations 209 81st St Holmes Beach, FL 34217VRC16-000157 Welcome to Coral Palms, a newly remodeled ground-level vacation home perfect for families or groups seeking a relaxing beach escape. With three bedrooms and two bathrooms, this charming retreat is just a three-minute walk from the stunning Gulf of Mexico

HOT 48

Swell Life by AMI Locals 110 46th St, Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a custom-built 4-bedroom, 4-bathroom home located just steps from the stunning beaches of Anna Maria Island—no streets to cross! Perfect for families and groups seeking a memorable beach getaway, this beautifully designed home off

HOT 37

Beach Haven by AMI Locals5501 Holmes Blvd Holmes Beach, FloridaVRC18-000066 Welcome to Beach Haven, a stunning eight-bedroom and seven-and-a-half-bath luxury home just a five-minute walk from the beach! Your friends and family will love the amenities this home has to offer, including a spectacular backyard with a private pool that has a waterslide

HOT 25

Highlights• 5-minute walk to the beach• Private pool • Putting green• Ping pong table• Close to restaurants and shopsAMI Oasis by AMI Locals 94 N Shore Dr. Anna Maria VR22-000028Welcome to AMI Oasis! This luxurious four-bedroom retreat offers modern elegance and beachside fun. With sleek features and a perfect backyard for entertaining, it's a drea

HOT 22

Highlights• Less than a 5-minute walk to the beach• Private Pool • Hot tub• Outdoor dining and BBQ grill• Less than a 5-minute walk from the free Trolley stopLast Resort by AMI Locals5610 Guava St Holmes Beach, Florida VRC19-000160Welcome to Last Resort, the perfect ground-level, four bedroom and three bathroom vacation home for you and your family

HOT 54

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 25

Beach Cottage by Anna Maria Island Accommodations 211 71st St Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach Cottage, a charming ground-level vacation home just a 2-minute walk from the sugary white sands of Holmes Beach! This centrally located haven features 4 bedrooms and 3 bathrooms, accommodating up to 8 beach-loving guests, making it per

HOT 51

Highlights• 2-minute walk to the beach• Dog Friendly • Shared Pool• Close to restaurants and grocery stores• BBQ grillVilla #6 Starfish by AMI Locals3605 Gulf Dr, Unit #6 Holmes Beach, FloridaDive into resort-style living at Villa #6 Starfish, a beautiful one-bedroom and one-bath vacation getaway. Island West Resort is a beautiful resort with uniqu

HOT 19

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.