
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.

Breezy Harbor AMI pool retreat near the Beach
Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view
Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Bougie Bungalow at the Beach
This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

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.

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!
Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street
Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

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.

The Shady Mermaid by Duncan Real Estate
Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

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. It’s a total INSTA-WORTHY space! 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!

Beachfront Paradise! Ground level with Heated pool
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!

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 vacation rentals near Anna Maria Island
Condo rentals with wifi

Lux Condo w/ 2 balconies, Ocean & Marina views

Luxury 3/3 Margaritaville Resort

Beach Escape & Pool, steps to Beach & restaurants

New Renovated Condo + Walk to Bay + 5-Min to AMI

Sunset and beach view from your balcony Unit 403

Oceanview on LBK: Open Tu & Wed, $176/nt + Fees!

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Short Stroll to the Surf! ~ Make Memories on AMI
Family-friendly house rentals

Saltwater heated pool w/ massage chair + hot tub

Heatd Pool + PuttPutt + Close2IMG + Tropical Oasis

Pickleball Court, Heated Pool, King Beds

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

Orange Oasis: Clean, heated pool, near beaches.

Sunrise Villa - Tropical 3 bedroom home with pool

King Bed/Private Pool/Game Room/Fire Pit/Near AMI

L'Oasis East w/Dip Pool
Apartment rentals with air conditioning

Historic Kenwood Getaway

Longboat Key-OCEAN FRONT- on the beach

Come Enjoy Our Peaceful Retreat

Ocean Front Condo!

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

Ohana Gulfside - 250 feet from the beach - Suite A

Seahorse Suite Bradenton Hideaway

St.Pete Modern Retro Oasis
Other great vacation rentals near Anna Maria Island

Seconds to the Beach! Clean & Cozy NO flood damage

Romantic Luxe Tiny Home+ Hot Tub

Bayfront Beach access with Heated Pool!

Kiwi Cabana by Beach Boutique Rentals

Hello Sunshine! BeachView Condo on Anna Maria Isl.

Brand New Remodeled Villa + Large Private Pool!

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

One Level Large Home 2 Minute Walk to the Beach!
Quick stats about vacation rentals near Anna Maria Island
Total rentals
2.7K properties
Total number of reviews
47K reviews
Family-friendly rentals
2.4K properties are a good fit for families
Pet-friendly rentals
870 properties allow pets
Rentals with a pool
2.3K properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Destinations to explore
- Villa rentals Anna Maria Island
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- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Busch Gardens Tampa Bay
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park