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Flat rentals near Anna Maria Island

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Top-rated flat rentals near Anna Maria Island

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Top guest favourite
Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.
Flat in Longboat Key
4.96 out of 5 average rating, 114 reviews

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Top guest favourite
Flat in Sarasota
5 out of 5 average rating, 225 reviews

Luxury Apartment in a House Near Siesta

Large modern construction 950 sq ft 1 bedroom apartment. Beautifully furnished apartment attached to the side of the main house. This upstairs unit has a private entrance with a modern interior & high ceilings. The apartment offers 1 King bed, full kitchen, a bathroom w shower, a washer and dryer, 2 tvs. Nestled on a quiet street with easy access to Siesta Key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Guest must be able to climb one flight of stairs

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, 173 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
4.9 out of 5 average rating, 129 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
Flat in St. Petersburg
4.99 out of 5 average rating, 126 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 to the famous John's Pass Village and Boardwalk.

Guest favourite
A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.
Flat in Indian Shores
4.92 out of 5 average rating, 181 reviews

Beach Front Condo!

Escape to paradise in this stunning condo, situated right on the sand, you'll wake up each morning to the soothing sounds of the ocean waves and enjoy breathtaking views of the sparkling turquoise waters from your own private balcony. The condo is tastefully decorated in a modern coastal style, that will make you feel right at home. The spacious living area boasts plenty of natural light and comfortable seating for relaxing after a day at the beach.

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, 186 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.

Guest favourite
A comfortable living space is presented, featuring a green sofa paired with two armchairs. A round coffee table with neatly arranged towels is centered on a patterned rug. Natural light filters through the shuttered window, enhancing the warm ambiance of the room.
Flat in Bradenton Beach
4.9 out of 5 average rating, 113 reviews

2 min walk to beach Paradise

It is a quick walk to world class beaches of Bradenton Beach and Anna Maria from our 2br/1ba beach condo. Our home comes with a comfy King size bed, 2 twin size beds and also a pullout couch in the living room. The Lay-Z-livin’ condos is located centrally in the Bradenton Beach community, 5 min car ride from the famous Bridge Street and Coquina public beaches. There is also beach access located directly across the street. Pool hours are 8a-10pm.

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
4.97 out of 5 average rating, 118 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!

Guest favourite
The exterior of a charming yellow bungalow is visible, featuring a covered patio area with potted plants. The entrance is accessed via a set of steps leading to the upper level, while brick pavers create a welcoming pathway.
Flat in Bradenton Beach
4.87 out of 5 average rating, 404 reviews

Las Palmas Beach Rentals unit 2

Unit 2 Ground floor;800 sq ft; patio; limited beach view . Steps to the white sandy beach across the street Free parking to registered guest. Fully equipped kitchen with markets nearby, Restaurants and shopping, within walking or hop free trolly. Trolly stop nearby. Linens and basic supplies are included. Overnight guest are welcome to arrive early to adventure the island, stay parked until after sunset on departure day.

Top guest favourite
Flat in Bradenton Beach
4.92 out of 5 average rating, 286 reviews

One Block to Beach - Ohana Hale Gulf View 2 BR

Aloha and welcome to our island home! “Ohana” means family, and that’s how we want you to feel during your stay. This 2-bedroom, 1-bath second-floor suite offers peekaboo Gulf views from the living room, second bedroom, and your private deck. Guests also have access to a shared third-floor deck—perfect for sunbathing or watching stunning Gulf sunsets. Just 150 feet from the white sands and turquoise waters of the Gulf!

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
4.92 out of 5 average rating, 142 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.

Popular amenities for flat rentals near Anna Maria Island

Quick stats about flat rentals near Anna Maria Island

  • Total holiday rentals

    Explore 170 holiday rentals in Anna Maria Island

  • Verified guest reviews

    Over 8,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    170 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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