
Places to stay near Anna Maria Island
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Top-rated holiday rentals near Anna Maria Island
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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.

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.

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.

Birdsong-Steps to Bean Point Beach Heated Pool!
Welcome to Birdsong, a picture-perfect 2-bed, 2-bath home situated in Anna Maria, Florida. Recently refreshed with coastal décor, this inviting property is ideal for families or small groups seeking a relaxing getaway. With just a short 3-minute walk to the beach, Birdsong provides an excellent blend of comfort & convenience, allowing you to fully immerse yourself in the beauty of Anna Maria Island. The fenced backyard features a heated pool, outdoor dining, BBQ grill, beach chairs, & cart.

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.

Salty Harbor AMI pool retreat near the Beach
Charming Salty 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 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

Beachfront Studio Retreat on Anna Maria Island
Escape to this charming, modern beachfront studio, perfectly designed for a relaxing and memorable vacation. Boasting a bright, fresh, beachy vibe with stunning porcelain wood-look tile flooring throughout, this cozy retreat offers breathtaking panoramic views of the Gulf of Mexico right from your private lanai. Please Note: The elevator and pool heater are currently out of service; pricing reflects this. Latest ETA of opening is 2026. This is a non-smoking, pet-free unit.

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

Darling Old Florida Beach Cottage Steps From Gulf!
Fully Renovated Coastal Gem! Welcome to Cottage By The Sea — a beautifully updated retreat just steps from the sugar-white sands and turquoise waters of the Gulf of Mexico on Anna Maria Island. Tucked away in the peaceful community of Bradenton Beach, this charming escape is one of the few remaining “Old Florida” cottages, lovingly restored with modern touches and cheerful, sun-filled décor. Leave your worries behind and unwind in your own slice of island paradise!

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!

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 holiday rentals near Anna Maria Island
Other top sights near Anna Maria Island
Condo rentals with Wi-Fi

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Gulf-View 2BR/2BA Beach Condo!

KING bed + Anna Maria Island Beaches + Beach Gear!

Luxury 3/3 Margaritaville Resort

Beach & Bay Walk • 5 Minutes to AMI

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Steps to the beach! Condo with pool at The Terrace
Family-friendly house rentals

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

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

The Peachy Beach House, steps to the gulf

Sea Shack - 2bd/2ba POOL Home

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Sandy Toes

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

The Mango House Beach Cottage
Apartment rentals with air conditioning

Cozy Gem Near Madeira Beach With Private Patio

Luxurious Private Apartment in a House Near Siesta

Longboat Key-OCEAN FRONT- on the beach

Come Enjoy Our Peaceful Retreat

Lido Key FL Studio/Efficiency 5

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

Modern Private Apartment 1 Block from Sarasota Bay

Popular Beachside Studio w Relaxing Patio & Palms!
Other great holiday rentals near Anna Maria Island

Cedar Sunsets-4 bed, 4 bath, 4 Houses to the beach

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Getaway Family Beach Townhome w/Pool!

Heated Pool, Elevator, Dock, Waterfront, Fire Pit

Ocean Air Oasis-New Centrally Located AMI Luxury

Sailfish Gulf Suites #2, Beachfront, Steps to the

Starfish cottage w/heated pool in PRIME location

The Boathouse
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 holiday rentals in Anna Maria Island

Total holiday rentals
Explore 2,810 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $15 AUD per night before taxes and fees

Verified guest reviews
Over 49,540 verified reviews to help you choose

Family-friendly holiday rentals
2,410 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 910 rentals that welcome pets

Holiday 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
Destinations to explore
- Rentals with beach access Anna Maria Island
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- Waterfront rentals Anna Maria Island
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- Villa rentals Anna Maria Island
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- Beach condo rentals Anna Maria Island
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- Rentals with outdoor seating Anna Maria Island
- Rentals with lake access Anna Maria Island
- Beachfront rentals Anna Maria Island
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- Rentals with an EV charger Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Hotel rooms Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Englewood Beach
- Adventure Island
- St Pete Beach




