Top 20 Vacasa Vacation Rentals In Anna Maria, Florida - Updated 2024

Gawain
Gawain 
Updated
| 5 min read

As a prominent state known for its beaches and boardwalks, Florida is a favourite among vacationers looking for a memorable getaway. However, the fast-paced, party lifestyle often associated with Florida holidays might not be for everyone. Enter Anna Maria. Located at the tip of Anna Maria Island off the coast of Bradenton, the quaint city offers tourists a tranquil corner to enjoy the Florida sun. If peace and privacy is a must for your travels, then the usual resort just would not cut it. Fortunately, we have found some remarkable private vacation homes that will give you the serenity you seek to complete your trip. Read on to discover the top Vacasa vacation rentals in Anna Maria, Florida.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 08, 2024.

1. Budget-friendly studio with a shared pool (from USD 131)

Set on the second floor of a property near the beach, this budget-friendly studio accommodates two guests comfortably. Your living space will include a comfy queen-size bed, one sofa bed, and one full bathroom. There are also appliances that you can use to prepare quick meals and a flat-screen TV to keep you entertained indoors.

This cheery vacation rental offers you access to a shared swimming pool with a large deck where you can enjoy swimming and sunbathing. There is also a gas grill by the pool, so you can cook some barbecues for lunch or dinner.

Stayed at this property?
Anna Maria, FL
4.31 km (2.7 mi) from Manatee Public Beach
43 reviews  
42 ( adults) guests 1 Bedroom 1 Bathroom

2. Charming condo rental with a fully equipped kitchen (from USD 111)

Take your loved ones on a getaway to this charming condo rental in Anna Maria. This is a one-bedroom accommodation with one bathroom and can sleep up to four people. It comes with a kitchen that is well equipped with appliances, making it easier for you to prepare home-cooked meals.

There is also a spacious living area with a comfy sofa bed that you can also use as extra space for sleeping. During your stay, you will enjoy access to a shared swimming pool where you can swim and relax for you to fully enjoy your vacation.

Stayed at this property?
Anna Maria, FL
4.31 km (2.7 mi) from Manatee Public Beach
33 reviews  
4 Guests 1 Bedroom 1 Bathroom

3. Beautiful vacation home near the beach (from USD 150)

Families and groups of friends are welcome to spend their getaway in this beautiful vacation home. With two bedrooms and one bathroom, this beach retreat offers accommodation that is good for six guests. It has a spacious kitchen that allows you to prepare delicious home-cooked meals and a comfy seating area with a flat-screen TV where you can snuggle and enjoy some flicks.

Outside the house, there is a table with chairs where you can hang out and have coffee breaks. There is also a shared swimming pool just a few steps away if you would like to take a refreshing dip.

Stayed at this property?
Anna Maria, FL
4.3 km (2.7 mi) from Manatee Public Beach
45 reviews  
6 Guests 2 Bedrooms 1 Bathroom

4. Dreamy vacation home with a pool and spa (from USD 158)

This dreamy vacation home is ideal for families or friends who are on the lookout for a relaxing retreat. It features an outdoor swimming pool with a spill-over spa where you can swim and soak any time of the day. There is also a covered porch and a gas grill by the pool where you can cook barbecues and have a feast after having fun under the sun.

Inside the house is an open-concept space with a fully equipped kitchen, dining spot, and living room. It is well furnished with comfy seating and high-end appliances for your convenience.

Stayed at this property?
Anna Maria, FL
5.1 km (3.2 mi) from Manatee Public Beach
62 reviews  
6 Guests 3 Bedrooms 3 Bathrooms

5. Lovely retreat with a private pool (from USD 280)

Located just a few steps from the beach, this lovely home rental offers a relaxing retreat for families or friends in groups of six. It hosts three bedrooms and two bathrooms to provide you with convenience and a beautiful kitchen that is well equipped with stainless steel appliances for easy cooking. In the same room, there is a dining area and a spacious living area with plenty of space for cozying up and watching TV.

Outside the house, there is a private pool and some loungers where you can relax and get a tan.

Stayed at this property?
Anna Maria, FL
4.91 km (3.1 mi) from Manatee Public Beach
77 reviews  
6 Guests 3 Bedrooms 2 Bathrooms

6. Gorgeous single-level home with an outdoor pool (from USD 285)

This gorgeous single-level home is located just a few steps from the beach and boasts a beautiful backyard with an outdoor pool and spa where guests can have fun under the sun. You can also enjoy outdoor dining by the pool and grilling barbecues for dinner.

When you enter the house, you’ll be greeted by an inviting living area, as well as a fully equipped kitchen that allows you to prepare delicious meals. Right in front of the kitchen are two bedrooms, each with a king-size bed that sleeps two people.

Stayed at this property?
Holmes Beach, FL
3.04 km (1.9 mi) from Manatee Public Beach
13 reviews  
4 Guests 2 Bedrooms 2 Bathrooms

7. Sunny ground-level suite by the beach (from USD 135)

Are you still on the lookout for the perfect beach hideaway? Book a stay in this ground-level suite located within walking distance from the sandy beaches of Anna Maria. It has one bedroom and one bathroom and can accommodate four people comfortably.

This beach house has an open-plan living space with a well-equipped kitchen and a living area with comfy seating and a flat-screen TV. There is also a shared outdoor pool that you can access during your stay to fully enjoy your vacation.

Stayed at this property?
Anna Maria, FL
4.31 km (2.7 mi) from Manatee Public Beach
44 reviews  
4 Guests 1 Bedroom 1 Bathroom

8. Spacious, second-floor condo rental (from USD 72)

Set on a street right across the beach, this spacious condo rental is great for families or groups of friends on a getaway in Anna Maria. With its two bedrooms and one bathroom, this living space can sleep a total of four people comfortably. It also has a fully equipped kitchen that overlooks the dining and seating area. In the same room, there is a living area with comfy couches and a wall-mounted TV to keep you entertained indoors.

On a sunny day, you can enjoy a swim in the shared pool downstairs or you can head to the beach and take a stroll along the shores.

Stayed at this property?
Anna Maria, FL
4.4 km (2.8 mi) from Manatee Public Beach
61 reviews  
4 Guests 2 Bedrooms 1 Bathroom

9. Stylish condo rental with a shared swimming pool (from USD 53)

Best for solo travelers or couples on a getaway in Anna Maria, this stylish condo offers cozy lodging that is good for two people. This living space hosts one bedroom with a king-size bed and one bathroom for your convenience. It also has a kitchen that is well equipped with modern appliances for you to easily prepare meals. Included in your accommodation is access to the shared swimming pool on the premises, as well as the internet and parking space.

Stayed at this property?
Anna Maria, FL
4.25 km (2.7 mi) from Manatee Public Beach
81 reviews  
2 Guests 1 Bedroom 1 Bathroom

10. Dreamy vacation home with a heated pool (from USD 86)

Experience both fun and relaxation when you stay in this dreamy vacation home. Accommodating up to six guests, this living space comes with two bedrooms and two bathrooms. It also has a fully equipped kitchen and a cozy living area where you can snuggle and watch your favorite movies.

Right outside your doorstep is a heated pool with a waterfall that you can enjoy all day. There is also a grill by the pool, so you can cook some barbecues while waiting for the sun to set.

Stayed at this property?
Anna Maria, FL
4.39 km (2.8 mi) from Manatee Public Beach
92 reviews  
6 Guests 2 Bedrooms 2 Bathrooms

11. Lovely house by the beach

Nothing beats an accommodation that feels like a home away from home. This particular listing does that—and then some. It comes complete with a beautiful view of the beach right off the canvas of nature. Set the alarms off and leave the sleep-wake cycle to the natural light of the sun. The bedrooms come with floor-to-ceiling windows that not only let in an abundance of light but also provide the same ocean scenery. There is a private deck big enough for a family dinner as well. Furthermore, the property offers a convenient walkway that leads right to the beach.

Stayed at this property?
See location on map
4.42 km (2.8 mi) from Manatee Public Beach
18 reviews  
6 Guests 3 Bedrooms 2 Bathrooms

12. Cosy home located right on the beach

If going to the beach is a must for you, then this listing is definitely one you must consider. It is located right by the beach, so you can head down to soak up the sun and sand anytime. If you’re driving, the home has ample space in the driveway for vehicles. The spacious open kitchen allows you to whip up a delicious feast for you and your party. Or you can check out the numerous nearby restaurants serving up Florida’s best. If the outdoors is getting the better of you, the rental is also complete with entertainment devices like a TV, Wifi, and DVD player.

Stayed at this property?
See location on map
4.32 km (2.7 mi) from Manatee Public Beach
71 reviews  
6 Guests 2 Bedrooms 1 Bathroom

13. A home that can fit your entire family—including pets

Why leave your pets at home when they can be vacationing with you? This spacious place accommodates large families and is accepting of animals. It is also located just two blocks from the beach. The amenities here will leave you spoiled for choice regarding what to do. There is a lagoon pool if the salty seas is not your cup of tea. For that special meal, there is a grill with which you can whip up barbecued fresh seafood, sourced from the local market. The best part is that you can do all these without having to worry about your furry friends at home. The property even has a fenced yard for them to enjoy the tropical sun too.

Stayed at this property?
See location on map
5.32 km (3.4 mi) from Manatee Public Beach
22 reviews  
8 Guests 3 Bedrooms 2 Bathrooms

14. Tropical-style home with heated pool

This home has been newly refurbished to cater to your needs. It is fitted with a heated pool for all-season fun in the water. Surrounded by luscious greeneries, the place is imbued with both a tropical vibe and privacy. When you want to indulge in Anna Maria’s offerings, the Gulf Drive trolley station is located just one block away. The property’s interior is decorated with cool colours to enhance the relaxing atmosphere. Its quartz countertops, chandeliers, and numerous windows blend modern style with comfort.

Stayed at this property?
See location on map
3.3 km (2.1 mi) from Manatee Public Beach
15 reviews  
6 Guests 3 Bedrooms 2 Bathrooms

15. Beach house with a playful twist

This house leaves an impression quick. Its vibrant colours not only make the exterior eye-catching but also animate the interior. These stunning colours give the place a playful twist, perfectly complementing the energy of children. Besides its easy access to the beach, the property is complete with indoor entertainment such as a ping-pong table, air hockey table, and pool table. Rain or shine, this beach accommodation is the perfect choice to get the best out of your vacation.

Stayed at this property?
See location on map
3.08 km (2.0 mi) from Manatee Public Beach
46 reviews  
8 Guests 4 Bedrooms 2 Bathrooms

16. Cottage set amidst a blossoming forest

While not literally amongst the woods, this cottage is surrounded by flowering plants that immediately transport you to a relaxing place. The house comes with a private pool, and inside, a full kitchen ensures that you are able to cook up a delicious meal for all. The washrooms are also fitted with bathtubs, so guests can soak in a rejuvenating bubble bath. Nearby, there are two fishing piers where you can try to get your hands on the catch of the day.

Stayed at this property?
See location on map
5.15 km (3.2 mi) from Manatee Public Beach
44 reviews  
8 Guests 3 Bedrooms 2 Bathrooms

17. Small home a stone's throw away from Beach Point

Tucked between tropical trees and greeneries, this home serves as the perfect base to indulge in Anna Maria’s serenity. While we know about its beaches and restaurants, the city is best enjoyed in the evening as the sun sets. The property is just a couple blocks from Beach Point, close to a perfect spot where you can enjoy the gentle glow of the late-afternoon sun. From the house itself, you’ll get to marvel at the view and relish the cool breeze out on the patio or balcony.

Stayed at this property?
See location on map
5.02 km (3.2 mi) from Manatee Public Beach
57 reviews  
4 Guests 2 Bedrooms 2 Bathrooms

18. Conveniently located home to explore Anna Maria

If you are out to wring Anna Maria of all its vacation goodness, then this home is one you should consider. It is located just one block from the beach. With the trolley stop right nearby, all the city’s restaurants, bars, and attractions are accessible from the property. For those that are on a road trip, the rental is fitted with a garage and a driveway with space enough for four cars. Whether you are making a personal trip with friends or having a large get-together with the extended family, this option is bound to be the right fit.

Stayed at this property?
See location on map
4.78 km (3.0 mi) from Manatee Public Beach
36 reviews  
8 Guests 5 Bedrooms 3 Bathrooms

19. Canal-front home for boat lovers

This home is unlike any other in Anna Maria. For those who own a luxurious boat and will arrive in style, the property has a dock for your prized possession. When the entire crew has arrived, fire up the grill to kickstart the vacation with a barbecue party. The heated pool is also a great place to chill out and catch up with people. When the indoors get boring, head on down to Willow Avenue, and it will take you directly to the picturesque beaches Anna Maria is known for.

Stayed at this property?
See location on map
3.74 km (2.4 mi) from Manatee Public Beach
26 reviews  
8 Guests 3 Bedrooms 3 Bathrooms

20. Remodelled cottage with a private pool

This small cottage has been remodelled to give guests the most refreshing vacation experience. The private pool in the backyard comes with a heated spa for you to chill out at night along with a few bottles of beer. This is supplemented with easy beach access for those who wish to catch some waves. The grill in the backyard makes this home the perfect location for you to exercise your culinary creativity. However, the property is located near Pine Street, so you can also drive for a few minutes to reach the best restaurants in town.

Stayed at this property?
768 N Shore Dr, Anna Maria, FL 34216
5.1 km (3.2 mi) from Manatee Public Beach
19 reviews  
6 Guests 3 Bedrooms 2 Bathrooms

Stay in a home away from home while in Anna Maria

Whenever you travel, the comfort of your accommodation matters. Only when you are well-rested can you truly enjoy your holiday. Not only do these Vacasa vacation homes ensure that for you, but they also do so in style. Scan through the above list, and pick which one perfectly suits your needs and preferences.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Gawain is intrigued by the outdoors and mountains, and he aspires to be able to climb them confidently one day. As a current student residing in tropical and mostly-flat Singapore but dreaming...Read more

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