
Places to stay near Anna Maria Island
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Top-rated holiday rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Waterfront, Heated Pool, Elevator, Fire Pit, Dock
Escape to The Blue Ark, a 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the heated pool, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms + extra sleep space, 8 beds and 4.5 baths.

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.

Carissa A | Beachside Retreat | Golf Cart | Pool
Carissa Loft A🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!

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.

Bayfront Beach access with Heated Pool!
Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

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

Ocean Air Oasis-New Centrally Located AMI Luxury
Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

Bradenton Beach Sunsets 2, Anna Maria Island, FL
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.

Wanderlust Villa
Welcome to Wanderlust Villa! This Anna Maria beachside beauty is a chic slice of paradise on AMI. Hues of pink and gold give the villa a warm and cozy yet ultra-chic vibe. Wanderlust Villa is a quick half-mile walk to the beach and a 10 minute walk to a variety of restaurant options. Your gulf-view sunsets are waiting for you! Any questions or booking requests outside of what is outlined please message!

Bean Pt. Bungalow - Half duplex w/private pool
Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds

Sea Glass North End • 2bed/2 bath Steps to Beach
Welcome to Sea Glass Cottage—your private retreat on the north end of Anna Maria Island. Just one block from Bean Point’s sugar-white sands, this refreshed coastal home features a private pool, upper deck, and stylish indoor–outdoor living. Enjoy a chef’s kitchen with Wolf and Sub-Zero appliances, an outdoor grill and smoker, and relaxed island charm perfect for families and friends.

The Beach House 2 by Duncan Real Estate
Welcome to The Beach House 2! Enjoy newly renovated absolute beachfront on the North end of Anna Maria. Directly on the Gulf of Mexico, North of Pine Avenue on beautiful Anna Maria Island, The Beach House 2 is a spectacular beach retreat. This Old Florida beach house on the outside, the interior has been remodeled and updated with all the comforts of a family home.
Popular amenities for holiday rentals near Anna Maria Island
Condo rentals with Wi-Fi

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Charming Old Florida Style Steps from Beach

KING Bed + AMI Beaches + Beach Gear!

NO Stairs, Siesta beachfront. Walk to the village!

Island Time: Open Sun - Thurs, $199/nt+ Fees!

Short Stroll to the Surf! ~ Make Memories on AMI

Steps to the beach! Condo with pool at The Terrace

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4
Family-friendly house rentals

Beach House w/Private Pool & Spa

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Manatee Manor by Beach Boutique Rentals

2 min walk to Gulf~3 king+bunk~pool+spa+golf+bikes

The Salty Fern | Pool | Steps to Beach | Golf Cart

Heated Salt Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Island home with Pool and swim-up bar!

Blissful Paradise with Pool and Spa near Holmes
Apartment rentals with air conditioning

Cabin 2 at Spinnakers Vacation Cottages

Ohana South 2 Br (West) - 100 steps from the Beach

Lovely 1 bedroom apartment with partial water view

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6

Riverfront 2BR • Near Anna Maria Island

Las Palmas Beach Rentals unit 2

Serenity on the Manatee

High Tide @ Tides Inn
Other great holiday rentals near Anna Maria Island

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

L'Oasis East w/Dip Pool

10 min AMI | 15 min IMG | Heated Pool

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Playa Esmeralda Home! And add a golf cart!

4 BR Pool Home | Sand Volleyball | Near AMI & IMG

Steps from the beach, private pool in Holmes Beach

The Wabi House
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
- Rentals with a kayak Anna Maria Island
- Villa rentals Anna Maria Island
- Condo rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with an accessible height toilet Anna Maria Island
- Hotel rooms Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with pools Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Resort rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with an accessible height bed Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- House rentals Anna Maria Island
- 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
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Hard Rock Casino
- Dunedin Beach
- Manasota Key Beach
- University of South Florida
- Vinoy Park
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Cortez Beach





