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Places to stay near Anna Maria Island

Book unique vacation rentals, homes, and more on Airbnb

Top-rated vacation rentals near Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Holmes Beach
5.0 out of 5 average rating, 16 reviews

Beautiful Beach house! Heated pool and spa!

Discover your dream getaway at this beautifully decorated vacation rental in Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom home offers luxury and comfort, featuring a spacious open-concept living area, modern kitchen, and elegant furnishings. Enjoy the private pool and hot tub, and the beach is just a 5-minute walk away. The highlight is the rooftop deck, where you can soak in breathtaking sunsets. Experience the perfect blend of style and convenience for your unforgettable vacation!

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

Steps to Beach | Anna Maria Island | Island Time

Hosted by Lala Premier Properties, Welcome to your Anna Maria Island getaway, where life moves slower and sunsets steal the show. Spend your days on white sand beaches, ride the island trolley, explore local shops and seafood restaurants, go fishing, boating, or dolphin watching, and end every night with a Gulf Coast sunset. Anna Maria Island is known for its laid-back charm, beautiful water, and small beach town feel. The perfect place to relax, and make unforgettable vacation memories.

Superhost
Home in Anna Maria
5.0 out of 5 average rating, 8 reviews

The Lady Fish by Duncan Real Estate

Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a three-bedroom, two-bathroom vacation home. Guests will enjoy a full gourmet kitchen, perfect for cooking up your catch of the day! The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. 3 bedrooms offer comfortable sleeping for up to 6 guests. All have TVs. Step outside and enjoy a fantastic outdoor living.

Top guest favorite
Home in Bradenton Beach
4.98 out of 5 average rating, 122 reviews

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.

Top guest favorite
A private heated pool features a waterfall, surrounded by lush tropical landscaping and palm trees. Seating options include teal lounge chairs and white sunbeds, while the pool deck is complemented by a well-maintained lawn area. Colorful plants enhance the tranquil outdoor space.
Home in Holmes Beach
4.97 out of 5 average rating, 108 reviews

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

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 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
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!

Guest favorite
A bright living area features terracotta tile flooring and large windows allowing natural light to fill the space. A round dining table is set for four, while a comfortable seating area includes a light green sofa and a decorative side table. Tropical decor enhances the ambiance.
Cottage in Holmes Beach
5.0 out of 5 average rating, 22 reviews

Palm Villa by Beach Boutique Rentals

*Features include* * 2 Bedrooms and 2 full baths * King bed, Queen bed and Queen sleeper sofa * Impeccably remodeled kitchen * Botanical courtyard with beautiful fountain * Stunning tropical landscape * Secluded back patio with outdoor shower * Only steps away from the beach path * Shared laundry and gym facility * Selection of beach supplies and paddleboards * Ground level * Dog friendly!

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