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Places to stay near Anna Maria Island

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Top-rated vacation rentals near Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A stylish living room is presented, featuring a comfortable gray sofa paired with a decorative round coffee table. Brightly colored wallpaper adorned with shell patterns enhances the space, while large windows allow natural light to filter in, complemented by light-colored flooring.
Condo in Bradenton
4.92 out of 5 average rating, 130 reviews

Beach & Bay Walk • 5 Minutes to AMI

Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

Top guest favorite
Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.
Condo in Bradenton Beach
4.94 out of 5 average rating, 166 reviews

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

Top guest favorite
A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.
Home in Holmes Beach
4.96 out of 5 average rating, 199 reviews

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Top guest favorite
A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.
Condo in Holmes Beach
4.99 out of 5 average rating, 146 reviews

Short Stroll to the Surf! ~ Make Memories on AMI

Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

Top guest favorite
A heated pool is surrounded by lush greenery and palm trees. Lounge chairs are positioned along the perimeter, and a gentle blue hue reflects off the water. The two-story buildings in the background create a tranquil resort-like setting.
Condo in Holmes Beach
4.98 out of 5 average rating, 128 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean & comfortable. Sandy Pointe II is in a secluded setting, an easy walk to a less crowded, quieter section of beautiful AMI beach. VRC # 20-000-272 Minimum stay 7 nights, Adult occupancy/4 , parking 2 vehicles & Quiet hours, 10 PM untill 7 AM From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! FREE Island trolly just steps from entr

Top guest favorite
A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.
Home in Holmes Beach
4.95 out of 5 average rating, 116 reviews

Breezy Harbor AMI pool retreat near the Beach

Charming Breezy Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our open calendar -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Top guest favorite
Cottage in Bradenton Beach
4.97 out of 5 average rating, 225 reviews

Bradenton Beach Sunsets 3, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with a queen pull out couch make this a great location for, solo guest, business travelers, and families. . Beach chairs/umbrellas/etc. provided. 3 blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Guest favorite
The exterior of a charming two-story beach house features a vibrant color scheme with light blue and white accents. Adjoining palm trees provide shade, while a spacious porch with outdoor seating offers a welcoming view of the surrounding yard. A sandy area leads to the driveway.
Home in Anna Maria
4.94 out of 5 average rating, 102 reviews

2nd House from the Beach with No Roads to Cross

Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north tip of the island. The front deck is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

Guest favorite
Apartment 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 favorite
An aerial view captures the coastal neighborhood, showcasing a collection of charming homes with grey rooftops. The vibrant blue ocean and sandy beach are visible in the background, while lush palm trees surround the area, contributing to the serene island atmosphere.
Townhouse in Holmes Beach
4.99 out of 5 average rating, 155 reviews

Heated Pool & Spacious Lanai! Steps from Beach!

Welcome to Your Dream Beach Escape! Just one block from the sugar-white sands of Holmes Beach, this newly renovated home has everything you need for the perfect getaway. Bikes, paddle boards, and all the beach gear are included for endless fun! Unwind in the shared HEATED pool or soak up the charm of Anna Maria Island. Shopping, dining, and tropical attractions are just a stroll, bike, or trolley ride away. Perfect for families, snowbirds, reunions, and couples!

Top guest favorite
A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water of the pool reflects the bright sky. Comfortable lounge chairs are positioned on the pool deck, inviting relaxation. A dining table is visible in the background, shaded by trees.
Apartment in Holmes Beach
4.96 out of 5 average rating, 162 reviews

Cabin 1 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities and the free AMI trolley. You’ll love my place because of the location and the ambiance. Cabin 1 is part of Spinnakers Vacation Cottages located just steps to the sparkling Gulf. My place is good for couples, solo adventurers, families (with kids), and furry friends (dogs, for a small pet fee) Spa maintains same temperature as pool.

Guest favorite
A serene outdoor pool area is surrounded by lush tropical landscaping. The well-maintained pool is framed by the charming two-story buildings of the Palm Cay complex, with lounge chairs positioned nearby for relaxation. Palm trees sway gently in the warm sunlight.
Condo in Holmes Beach
4.94 out of 5 average rating, 126 reviews

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4

Spacious and remodeled 1-bedroom condo that sleeps 4 located just STEPS away from the beach. Condo features a large heated swimming pool, private beach access, eat-in kitchen - fully stocked with amenities including coffee maker, WiFi, Smart Tv's, beach accessories, fishing poles, paddle boards, games, & much more! Early Check-in / Late Check-out available upon request.

Popular amenities for vacation rentals near Anna Maria Island

Frequently Asked Questions

  • Where is Anna Maria Island located?

    Anna Maria Island is located on Florida’s Gulf Coast, near the entrance to Tampa Bay. This barrier island is known for its white sandy beaches, locally owned shops, and relaxed coastal atmosphere.

  • When is the best time to visit Anna Maria Island?

    Late spring and early fall are often recommended for lighter crowds and comfortable temperatures near 74–85°F (23–30°C). Many guests also explore during the winter months for mild weather and a more relaxed pace.

  • What are some things to do near Anna Maria Island?

    You can explore quiet beaches, nature preserves, and local art galleries around Anna Maria Island. The area also has fishing piers, family-friendly parks, and restaurants featuring seafood and locally inspired dishes.

  • How is the weather near Anna Maria Island?

    Anna Maria Island has mild winters around 51–74°F (10–24°C) and warm, humid summers reaching 91°F (33°C). Short rain showers are more frequent from June through September, while late fall and spring tend to feel drier and pleasantly warm.

Quick stats about vacation rentals in Anna Maria Island

  • Total vacation rentals

    Explore 2,810 vacation rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 49,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,410 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 910 rentals that welcome pets

  • Vacation rentals with a pool

    2,330 properties feature pools

  • Rentals with dedicated workspaces

    1,420 properties have a dedicated workspace

  • Wi-Fi availability

    2,790 of Anna Maria Island vacation rentals include wi-fi 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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