
Places to stay near Anna Maria Island
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Top-rated holiday rentals near Anna Maria Island
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Steps to the beach! Condo with pool at The Terrace
Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

Getaway Family Beach Townhome w/Pool!
Wouldn't you like to get away?🌞 Just steps to the perfect family beach at this condo w/pool. Two bedrooms, two baths (+tub), sleeps six! King bed, queen w/twin bunk over, one convertible queen. Fresh updates: Washer-dryer, flooring, sofa, full kitchen, cable, wifi, beach toys, pack n play, baby gate. Did we mention the heated pool?🏊♀️ Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!🏖

Charming Beach house amongst huge Banyon Trees
Charming bright beach house on huge secluded tropical yard voted "A Tropical Paradise", on the quiet residential tip of Anna Maria island . Cozy Porchs and tropical fenced yard sits among grand Banyon Trees with native birds. 3 min's stroll over small fishing bridge to historic Pine Ave w/ quaint eateries /shops or Paddle board / kayak delivery to ami historic trail . 7 min’s walk to bay front beach and AMMA MARIA PIER, or to "Bean Point" voted 1 of the most beautiful beaches in the world.

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.

Studio - On the sand! Right on the beach. Sunsets
ONE SHELL COVE - Anna Maria Island, Bradenton Beach. Totally remodeled after Hurricane Helene. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves. 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 patio in this ground floor unit. Amazing Location Parking All Amenities Almost all 5 star reviews. Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

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

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Bay Breeze Cottages #3
Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

Beach House w/Private Pool & Spa
Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

Bradenton Beach Sunsets 2, Anna Maria Island, FL
NO BOOKING FEE! Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three 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.

Beachfront Condo on Anna Maria Island
Beautifully decorated beachfront retreat, a 3-bedroom, 2-bathroom vacation rental just steps from the pristine white sands. The living area invites you to unwind after a day at the beach, with comfortable seating and coastal decor that soothes the senses. Sleeps up to six guests: the master suite features a king bed, the second bedroom offers a queen bed, and the third bedroom includes two full beds. Private balcony In-unit washer/dryer Beach gear provided

Turtle Cottage - Anna Maria Island
Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.
Popular amenities for holiday rentals near Anna Maria Island
Condo rentals with Wi-Fi

Charming Old Florida Style Steps from Beach

A Coastal Retreat Steps From the Sea

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Charming 2BD/2BR with Big Water Views on the beach

Island Time: Open Sept 29th-Oct 3rd, 4 Night Stay!

KING bed + AMI Beaches + Beach Gear!

Beachfront • Steps to Sand • Sunset View • Balcony
Family-friendly house rentals

9/14-9/17 Discount 30’ Pool & Dock, Steps to Beach

Magnolia Palms: Family Retreat w/ Backyard Oasis

Aloha House: beautiful north end pool home

Anna Maria Beach House

New! Heated Pool • Shopping • Pine Ave • Beaches!

Ocean Air Oasis-New Centrally Located AMI Luxury

Cozy Cottage - POOL HOME! 3/3

NEW! w/ Pool - The Pearl Unit 1 on AMI
Apartment rentals with air conditioning

206 Cute 2 bed/1bath w/pool Steps to the Beach!

Lovely 1 bedroom apartment with partial water view

Serenity on the Manatee

Direct Beachfront Condo, Ocean balcony view!

Coastal Unit, North End AMI, beach 5 min walk

Cabin 2 at Spinnakers Vacation Cottages

Island Living - Walk To the beach

Riverfront 2BR • Near Anna Maria Island
Other great holiday rentals near Anna Maria Island

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

10 min AMI | 15 min IMG | Heated Pool

Eileen’s house- steps to the beach.

Pergola Oasis | Walk to Beach + Outdoor Living

New Modern on Beach- Walk out 5 steps to Sand

Luxury 3BD Beachfront Retreat with Heated Pool!

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Seaquel A Tropical Retreat - Private Pool Home
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.
Destinations to explore
- Rentals with breakfast Anna Maria Island
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- Beach condo rentals Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Dunedin Beach
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club





