
Flat rentals near Anna Maria Island
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Top-rated flat rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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!

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

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.

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.

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!

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!

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.

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.

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!

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
Weekly apartment rentals

Sand & Sea Oasis: Condo with Private Beach Access

Turquoise Gem 1st Floor

Quaint 2 BR/1B, a few houses from the beach

Riverfront 2BR • Near Anna Maria Island

Playa Esmeralda suite 3

The Prettiest Home on AMI! Gulf View

Beachfront screened in lanai & hot tub, Gulf view

Coconut Vacation Rentals/Studio/Steps to Beach!
Private apartment rentals

Beachside Condo, Anna Maria FL, King Bed 2nd Floor

Private Beach, Outside Patio with Full Gulf View

Beachview Condo On Sunny Longboat Key!

AMI Ohana Beach Resort C with fabulous salt pool!

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Gulf “Beach Bungalow”

Coastal Cheer on Anna Maria Island

Beachfront Gem | Spacious Corner Unit #501
Apartment rentals with a hot tub

LasPalmas Beach Rentals,3

Modern Unit in the Heart of Downtown St Pete

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Longboat Key-OCEAN FRONT- on the beach

Gulf View Penthouse | Steps to Beach + Johns Pass

ROYS PLACE Romantic, Private, Paradise!

St.Pete Modern Retro Oasis

The Oasis
Family-friendly apartment rentals

Renovated Beach Paradise. Ground Floor unit 64

Charming Beach Side Getaway: Pool, Grills, Dock!

Treasure Island Gem | Waterfront Heated Pool, Dock

Comfortable | Near AMI| Patio | BBQ

Tiny Apartment with Pool

Cozy private beach condo

Waterfront Oasis / Gameroom / Pool & Beach Access

Triplex- heated pool, bikes, walk to beach,
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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- Rentals with a kayak Anna Maria Island
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