Flat rentals near Anna Maria Island

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Top-rated flat rentals near Anna Maria Island

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Flat in Holmes Beach
5 out of 5 average rating, 3 reviews

Gulf Water Views - 3 Bed 2.5 Bath - Pool & Hot Tub

Step into Sunset Shores, a sun-kissed three-bedroom, two-and-a-half-bath condo. Nestled on pristine Gulf sands, the condo is located in the Gulf front complex of La Casa Costiera where beach days meet upscale comfort. Why This Place is Special Water views from living room window and private balcony! Easy beach access, no streets to cross Shared pool and an in-ground spa Picnic area with a gas grill, charcoal grill, and an outdoor fireplace Beach gear provided 3 King beds 2 dedicated parking

Top guest favourite
Flat in St. Petersburg
4.99 out of 5 average rating, 137 reviews

Cozy Gem Near Madeira Beach With Private Patio

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Guest favourite
An open living space is captured, featuring a dining area with a round table set for meals. Natural light fills the room, highlighting a stylish sideboard adorned with decorative items. A decorative mirror and green plants enhance the modern, welcoming atmosphere.
Flat in Anna Maria
4.97 out of 5 average rating, 179 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Guest favourite
Flat in Bradenton Beach
4.91 out of 5 average rating, 137 reviews

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Top guest favourite
An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.
Flat in Treasure Island
4.98 out of 5 average rating, 130 reviews

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

Top guest favourite
A serene outdoor area features a clear blue swimming pool, flanked by palm trees. Comfortable lounge chairs are positioned alongside the pool, and a shaded dining table is visible in the background. The white exterior of the building reflects a bright, inviting atmosphere.
Flat in Holmes Beach
4.96 out of 5 average rating, 187 reviews

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Top guest favourite
An open living area features light blue walls and a modern ceiling fan. A black leather sofa with colorful cushions faces a wooden coffee table. A comfortable armchair adds seating, and a doorway leads to a bedroom. The adjacent kitchen is clearly visible, equipped with bright cabinetry.
Flat in Bradenton Beach
4.9 out of 5 average rating, 305 reviews

Ohana Beachside 1 Bedroom B - 150 feet from beach

Fully Remodeled – February 2025 Welcome to Ohana—the Hawaiian word for "family," and the feeling we want every guest to experience. Perfect for a couples’ getaway, this charming 1-bedroom, 1-bath cottage features an open living and dining space with a queen sleeper sofa for extra room. Enjoy breathtaking sunsets from the third-floor deck, or take a quick one-block stroll to the beach and sink your toes into the sand. Your island retreat awaits!

Top guest favourite
A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.
Flat in Bradenton
4.98 out of 5 average rating, 127 reviews

Sweet Retreat at Shorewalk!

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!

Top guest favourite
Flat in Bradenton Beach
4.76 out of 5 average rating, 146 reviews

Island Time Getaway

Relax in the casual comfort of an island paradise, and have a true Old Florida experience on Anna Maria Island, where riding bikes is the preferred way to travel and indulging in the simple pleasures of life - sun, beach, scuba dive, Snorkel and relaxation are the favorite past times. Enjoy and explorer the Beach and Bay sides of the island from one location. Take a swim in one of the largest pools(Not Heated) on the Island.

Top guest favourite
An inviting living area features a light gray sofa and a round white coffee table. Large glass doors open to a private balcony with unobstructed views of the Gulf of Mexico, creating a seamless connection with the beachfront landscape.
Flat in Treasure Island
4.93 out of 5 average rating, 153 reviews

Beachfront Condo w/ Ocean View - Newly Renovated!

Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.

Top guest favourite
Flat in Bradenton Beach
5 out of 5 average rating, 23 reviews

Beachfront Corner Condo | Sunset Gulf Views

🏝️ Escape to our beachfront condo on Bradenton Beach, Florida! 🏝️ This charming one-bedroom apartment offers stunning ocean views and direct beach access. Enjoy a fully equipped kitchen, air conditioning, Wi-Fi, and a TV for entertainment. Relax on your private balcony and experience the beauty of Anna Maria Island. Perfect for a rejuvenating getaway!

Guest favourite
Flat in Bradenton Beach
4.75 out of 5 average rating, 57 reviews

Beach Retreat w/ Deck Walk to Bradenton Beach

Located in Bradenton Beach on Anna Maria Island, this home sits on quiet Avenue B. Unit B is on the top (3rd) floor, offering more natural light, great airflow, and a peaceful elevated setting. The area has a relaxed, walkable coastal vibe—morning beach walks, local cafés, and easy access to Gulf Drive.

Popular amenities for flat rentals near Anna Maria Island

Quick stats about flat rentals near Anna Maria Island

  • Total holiday rentals

    Explore 180 holiday rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island holiday rentals start at £73 per night before taxes and fees

  • Verified guest reviews

    Over 9,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    180 of Anna Maria Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

  • 4.8 Average rating

    Anna Maria Island stays are highly rated by guests – averaging 4.8 out of 5!

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