Anna Maria Island, this Gulf Coast barrier island, is ringed with pristine beaches and crystal-clear waters in a relaxed atmosphere. Anna Maria Island offers visitors beautiful sunsets, vibrant local culture, and diverse wildlife—all of which make it an ideal getaway from the turmoil of everyday life.
But no one wants to break the bank on vacation, so we have put together this list of the best Airbnb rentals in Anna Maria Island. They are all close to the attractions of the island, the Gulf of Mexico, and are the best for a relaxing and enjoyable vacation!
When choosing an Anna Maria Island Airbnb, it has to be clean so guests can enjoy the time they are going to spend at this rental. Cleaning services like Elevated Cleaning Services give power to each host, maintaining their property in the best condition possible. We ensure that every corner of the rental is sparkling clean and has a friendly environment for guests to feel at home. Using professional cleaning services ensures that the best results are available for the owner of the rental property and enhances its appeal to the guests. This can increase their rating through more happy guests who have stayed at the rental.
1. Top-Rated Cozy on the Canal
Find Cozy on the Canal, tucked away off Cortez Rd. on the canals of San Remo. It’s just minutes from Anna Maria Island, located on a palm tree-lined street with serene canal views. This condo will be perfect for longer-term visitors as it has two queen bedrooms and a full-size sofa bed, a fully equipped kitchen, and an in-unit washer and dryer. Relax on the patio or in the Gazebo, fish from your private dock, or launch your kayak. With Roku TV, dining nearby, shopping, and recreational facilities, Cozy on the Canal is where comfort and convenience come in perfect harmony.
2. Private Pool and Boat Dock
Experience the ultimate island getaway in this beautiful Anna Maria Island vacation home. This house is at the north end of the island and features a private heated pool and boat dock- perfect for fishing or docking your boat. The three-bedroom, two-bath home has a fully equipped kitchen with modern appliances. You will appreciate the comfortable living room with its large screen TV to relax in, or you can take your meals on the screened porch while you enjoy views of the pool and the canal.
Additional amenities include high-speed Wi-Fi, a washer and dryer, and beach equipment at your disposal. Steps from the white sand beach and just a short walk from shops and restaurants, this house rental merges luxury and location in precisely the right proportions for a genuinely unforgettable island getaway experience.
3. “Beach Don’t Kill My Vibe” Beachfront Rental
This is a stylish, beach-themed apartment located on Anna Maria Island and just steps from the beach. Entirely new rental property right on Pine Avenue: King bedroom and queen bedroom with TVs in both, along with a modern bathroom with a walk-in shower, a kitchenette with a full-size refrigerator, and a private deck with a table and umbrella.
The private backyard features a putting green seating off the kitchen. Added to this home are beach chairs, an umbrella with a cart, bicycles, and off-street parking. And with a trolley stop directly across the street, you’re just a short walk from shops and restaurants—a location offering that perfect blend of comfort and ease that makes for a perfect beach vacation.
4. Holmes Beach Studio on Resort 66
Get away to this fabulous studio smack in the middle of Holmes Beach on Resort 66, one of the best rentals with a pool. This bungalow rental has one very comfortable queen bed, a sleek bathroom, and a well-appointed kitchenette. After a long day, kick back behind your private patio or unwind at your heated pool, whirlpool, and resort’s direct beachfront access. Other amenities include Wi-Fi free of charge, air-conditioned comfort, and beach gear at no additional cost. The studio apartment is minutes away from everything one would require for their trip, with shops, eateries, and attractions located nearby.
5. Two Sisters – Adorable Beach Townhome
If you are looking for vacation rentals with a pool, Two Sisters, a charming three-bedroom, two-bath vacation home in North Beach Village, is a good choice. Just a 5-minute walk to the Gulf of Mexico’s turquoise waters, this home offers access to a community pool. Enjoy the updated living space with modern furnishings, a fully equipped kitchen, and multiple dining areas, including a screened-in balcony and BBQ area. The primary bedroom features a queen bed, TV, work desk, and ensuite bathroom. The second and third bedrooms have crisp linens and vibrant décor. Head out anywhere with nearby beach activities, kayaking, and local shopping.
6. “Whispering Waves West” – Your Beachfront Paradise
Whispering Waves West is an enchanting beachfront duplex on Anna Maria Island. This 1 bedroom, one-bathroom residence boasts the pièce de résistance any guest will want: direct access to the public beach for basking in the sun on sugar-white sand beaches or to take a swim. Other features include lively tropical décor, a plush living room, and a fully active kitchen with all the standard tools of the culinary trade at your disposal. Dine Gulf-side on your lanai or the shaded outdoor patio with picnic tables and a propane BBQ grill. The main bedroom has a king that converts to twins, and there is a queen sleeper sofa in the living room. Enhance your stay even more with an optional Professional Linen Program for high-quality linens.
7. Beautiful Beachside House Rental with Popular Amenities
Welcome to your beachside paradise! This gorgeous two-bedroom, 1.5-bath decorated townhome is located just 200 steps to the beaches of Anna Maria Island—no crossing any streets! The kitchen sparkles with its granite countertops and stainless steel appliances. Both bedrooms are upstairs for ultimate relaxation. There’s also a back patio to enjoy a dining table and a brand-new gas grill. Wireless internet, a telephone, a DVD player, beach chairs, and beach toys are all available in this rental. Relax in comfort and convenience; this is the perfect retreat for as many as four guests.
8. “Queen Palm” – Beachfront Home with Private Pool
Queen Palm is a two-bedroom, one-bath retreat espousing blissful getaways; this quaint home hosts an ever-glittering private pool, green lounge chairs right beside the pool, an outdoor shower, and a BBQ grill. Just walking five minutes to pristine sandy beaches, this incredible place has fantastic amenities that will be located in the nautical-themed family room and modern kitchen with slick stainless-steel appliances, a dining area, dark-stained wood cabinets, and marble appearing flecked countertops—fully equipped. Bedrooms are fitted with king beds and smart TVs. Other amenities include a full sleeper sofa, washer/dryer, and outdoor seating.
9. Coconuts Beach Resort – Pool View Condo Rental
Enjoy a “vaca” at “The Coconuts Beach Resort 101, in Holmes Beach on Anna Maria Island. This is a cozy, ground-floor condo that sleeps up to four guests with two queen beds in a charming bedroom. A spacious open kitchen, living area, and dining area are all decorated with vibrant, colorful decor. The bathroom has a shower/tub combination. This resort looks directly onto the Gulf of Mexico, has a pool view, and gives easy access to the beach. You can ride the free trolley to visit nearby Bradenton Beach or the city of Anna Maria.
10. Bean Point Beach Retreat
This cozy lower-level unit is just 40 steps from the beaches of Anna Maria Island. This modern retreat features two bedrooms with king-size beds and two bathrooms, including a primary bedroom en-suite bath. There’s an open kitchen and family room that blend into the comfortable area for entertaining both families and friends. A shared backyard has a heated pool, spa, lounge chairs, grill, and outdoor dining. Other extras include a sleeper sofa, washer and dryer, and ping-pong table. it is close to Bayfront Park and other attractions the island offers.
11. “Wade ‘N Sea” Vacation Rental
Wade ‘N Sea is a fabulous, beautifully located home with a north-end Anna Maria Island address, only 1.5 blocks from the beach. This little slice of paradise brings three bedrooms: two kings with TVs and one twin bed. Other amenities include an awesome outdoor space, a private dock, a heated pool, an outdoor shower, a BBQ grill, and deck chairs. There is also a fully equipped chef’s kitchen to prepare your food. Wind down with access to 200+ cable channels or Roku TV. This home also has outdoor parking for up to three vehicles and is within walking distance of Pine Avenue.
12. “Coast is Clear” – Tropical Beach Vacation Home Getaway
Relax in this refreshing beach home with a private pool and hot tub. This two-bedroom, one-bath house is tucked into a lush tropical landscape and within easy walking distance of Palmetto Avenue beach and lively Pine Avenue, known for its restaurants and boutiques. Enjoy the convenience of less than a couple-minute walk to the Anna Maria City Pier. This pet-friendly house will accommodate guests looking for a relaxing yet fun beach getaway.
13. “Shells and Sunshine” Gulf-Front Airbnb Rental
This is a beautiful, direct Gulf-front private home located at the north end of Anna Maria Island. This newly remodeled retreat offers three bedrooms and two bathrooms with two king-size beds and two twin bunk beds. Enjoy unpretentious Gulf views, a private walk to the beach, and an enclosed sunroom all to yourself. Keep suntanned or dine outdoors on the furnished deck.
Book One of These Top-Rated Vacation Rentals Today!
Anna Maria Island offers a variety of top-rated vacation rentals perfect for a relaxing and enjoyable getaway. With amenities like private pools, hot tubs, and beachfront access, these rentals provide everything needed for an ideal beach vacation. Visitors can explore the island’s Manatee Public Beach, local shopping, restaurants, and historical sites. More rentals await you on Airbnb, but these are the best combination of value and fun.
For a pristine stay, consider hosts who use Elevated Cleaning Services services, ensuring the highest standards of cleanliness. Discover your perfect vacation rental on Anna Maria Island and enjoy a truly memorable experience.