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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Top guest favorite
A heated saltwater pool is surrounded by lush tropical greenery, with chaise lounges positioned nearby for relaxation. A shaded area features a thatched roof, while a barbecue grill and white outdoor dining set are visible, creating an inviting space for gatherings.
Apartment in Holmes Beach
4.92 out of 5 average rating, 61 reviews

AMI Ohana Beach Resort B with fabulous salt pool!

The location with Heated Pool is perfectly situated on the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

Top guest favorite
A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.
Home in Anna Maria
4.95 out of 5 average rating, 202 reviews

1/2 Block from Beach- Private Boat Dock & 30' Pool

o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.

Guest favorite
An open living space is captured, featuring a dining area with a round table set for meals. Natural light fills the room, highlighting a stylish sideboard adorned with decorative items. A decorative mirror and green plants enhance the modern, welcoming atmosphere.
Apartment in Anna Maria
4.96 out of 5 average rating, 197 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Guest favorite
An aerial view captures the serene landscape of Anna Maria Island, with pristine white sandy beaches bordered by the turquoise Gulf of Mexico. The property is highlighted amidst neighboring homes, showcasing its close proximity to beachfront access and local amenities.
Condo in Anna Maria
4.94 out of 5 average rating, 34 reviews

Barefoot Mermaid 2, steps to the beach

Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft, to white powder sand beaches of the Gulf of Mexico and less than a few flip flop steps to the restaurants and shops on Pine Ave and the free island trolley service. "Barefoot Mermaid 2" is the Northwest unit of 4 units located within The Gulf Queen Apartments.

Guest favorite
An aerial view of a charming ground-level vacation home is presented, featuring a light-blue exterior and a metallic roof. Surrounded by lush tropical landscaping, a clear pool reflects the sunlight, and a patio area with lounge chairs is visible in the background.
Home in Anna Maria
4.93 out of 5 average rating, 44 reviews

Sea Shack - 2bd/2ba POOL Home

Welcome to Sea Shack, an inviting ground level vacation home with a pool just steps away from the beach! Visit Pine Ave’s locally-owned boutiques and restaurants just a five-minute walk away. This rental accommodates up to 6 guest. Fully equipped kitchen has plenty of storage space for all your cooking necessities. Friends and family can gather in the living area for movie night or a bored game. have a fun-filled day in your backyard oasis, swim in the gorgeous pool.

Top guest favorite
The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.
Home in Anna Maria
4.97 out of 5 average rating, 36 reviews

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.

Superhost
Home in Anna Maria
4.89 out of 5 average rating, 18 reviews

The Beach House 2 by Duncan Real Estate

Welcome to The Beach House 2! Price Reduction due to construction on Tuna St through April 30, 2026 arrival! 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.

Guest favorite
Home in Anna Maria
4.96 out of 5 average rating, 102 reviews

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!

Top guest favorite
Home in Anna Maria
5.0 out of 5 average rating, 101 reviews

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

Top guest favorite
Cottage in Anna Maria
5.0 out of 5 average rating, 14 reviews

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.

Guest favorite
Home in Holmes Beach
4.89 out of 5 average rating, 44 reviews

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Welcome to your island escape at Ocean72 in Holmes Beach! Just a short walk to sugar-white beaches, this coastal retreat features a private heated pool & spa, lush tropical landscaping, and seamless indoor-outdoor living. Enjoy a fully stocked kitchen, plush beds, and beach gear. Guests also have the option to add a private golf cart for easy island exploring and beach trips.

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, 141 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.

Destinations to explore