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

SeaLuxe by Anna Maria Island Accommodations 222 Willow Ave, Anna Maria, FL 34216 VR19-000031 Welcome to SeaLuxe, a luxury four-bedroom, four full bath, and two half bath vacation home located just a block and a half from the Gulf beaches at the end of Willow Avenue. Designed for families and groups who love both comfort and fun, this coastal retrea

HOT 19

Blissful Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #4, Anna Maria, FL 34216 VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, t

HOT 28

Blissful Bay at Bayside Bungalow

AMI Breeze by AMI Locals 507 Spring Ave, Anna Maria, FL VR20-000022 Welcome to AMI Breeze! Tucked away in a relaxed neighborhood just minutes from the soft white sands of Anna Maria Beach, this two bedroom, two bath retreat is perfect for families, couples, or friends. With a private heated pool and spa surrounded by lush landscaping, plus styli

HOT 29

Silver King by Anna Maria Island Accommodations 316 Tarpon Street, Anna Maria, FL 34216 VR16-000118 Welcome to Silver King, a stunning four-bedroom, three-bathroom canal-front vacation home with a bonus bunk room, rooftop deck, and a backyard designed for endless fun. Located just four blocks from the Gulf beaches and three blocks from the charming

HOT 51

Buttonwood Cottage by AMI Locals 405 Pine Ave, Anna Maria, Florida 34216 Welcome to Buttonwood Cottage, a recently restored three bedroom, two bathrooms home full of Florida charm. Perfectly located on iconic Pine Avenue in Anna Maria and 10-minute walk to the Gulf. With a private heated pool, a pet-friendly policy, and easy access to island boutiq

HOT 27

Bay View Bliss by AMI Accommodations 117 7th St N Unit 29, Bradenton Beach, FL 34217 Welcome to Bay View Bliss, a newly remodeled two-bedroom, one bath coastal condo tucked in the heart of Bradenton Beach. Just a block from the beach, steps from the bay, and less than a mile from the vibrant Bridge Street district, this ground floor unit is your pe

HOT 18

Absolutely Anna by Anna Maria Island Accommodations 805 N Bay Blvd, Anna Maria, FL 34216 VR16-000095 Welcome to Absolutely Anna, a charming two-bedroom, two-bathroom vacation home with a private pool, cabana lounge, and screened-in porch, just a two-minute walk to Bean Point Beach. This dog-friendly Anna Maria Island rental is the perfect mix of co

HOT 39

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 17

Deckadance by AMI Locals407 N Bay Blvd. Anna Maria, FL 34216Experience the ultimate getaway at Deckadance! This brand-new luxury rental features 4 bedrooms and 4.5 bathrooms, making it the perfect choice for families or groups looking to indulge in the beauty of Anna Maria Island. Just across the street, you’ll find pristine bay beaches and the nea

EXCLUSIVE COLLECTION

Sea Oats by Anna Maria Island Accommodations 116 48th St, Holmes Beach, FL 34217 VRC16-000115 Welcome to Sea Oats by Anna Maria Island Accommodations, a stunning six bedroom, four and a half bathroom home designed for the ultimate island getaway. Located just four houses from the beach, this luxury retreat offers the perfect mix of coastal comfort

HOT 32

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 21

Our Tern by Anna Maria Island Accommodations111 Tern Dr, Anna Maria, Florida 34216VR22-000023Welcome to Our Tern, a gorgeous canal-front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfect s

HOT 42

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.