5 Marvellous HomeAway & Vrbo Vacation Rentals On Anna Maria Island, FL

5 Marvellous HomeAway & Vrbo Vacation Rentals On Anna Maria Island, FL
| 4 min read

Florida’s Anna Maria Island is a beautiful tropical island with endless spans of white, sandy beaches. Tourists are attracted to Anna Maria Island because of its laid-back pace of life and because of its excellent golfing and fishing. If you’re in need of a beach getaway, here is a good selection of HomeAway and Vrbo vacation rentals to help you get started:

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 March 13, 2023.

1. Luxury spa-resort feeling (from USD 557)

Resorts can be so expensive, so how about renting a home that has pretty much the same things? It looks, feels, and has many amenities that a spa resort has. Even better, it’s only a short trip to the beaches of the Gulf of Mexico! The bedrooms are spacious, vibrant, and well-decorated. The bed is comfortably plush and is topped with plenty of soft pillows so you can definitely sleep peacefully. There’s even a sitting area with a TV, so you can watch some TV before heading to bed. The living room is brightly lit, very colourful, and filled with loads of fun things to do. From the Playstation to the old-fashioned board games, everyone will have something to do. An extremely good perk of renting this home is the sauna! It truly is a great modern luxury! It’s perfect for anyone who wants a blissful spa experience and to just sweat it out and relax. The hosts have put a lot of thought into decorating the outdoor space, and it truly looks and feels like a luxury spa resort. The swimming pool is large and surrounded by palm trees and lounge chairs. There’s even a Tiki hut to truly immerse you in the spa vibe.

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Anna Maria, FL, US
3.48 km (2.2 mi) from Manatee Public Beach
House 12 Guests 5 Bedrooms 6 Bathrooms
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2. Small studio, unbelievable views (from 136 USD)

This is a studio apartment that’s perfect for any couple looking for a romantic beach getaway. It’s located on Sarasota Bay, which is slightly off Anna Maria Island, but if you wish to make your way over, it’s only a quick trip away! Feel free to take a dip in the shared pool if you don’t wish to get sand where sand shouldn’t be while swimming at the beach. The home is decked out with nautical-themed decor, truly submerging you in the beach vibe. There’s also an adorable and cosy window seat where you can curl up and read a book while taking in your necessary vitamin D. The bedroom is decorated very simply, but it’s extremely bright and welcoming. There’s a large and comfortable bed that’s just perfect to rest on. There’s also access to a tiny deck but with a marvellous view. There are also chairs on the nearby deck that you can make use of. Watch the ebb and flow of the sea and be at peace. Sometimes, you can ever see dolphins swimming so look out for them!

Luxury Carriage House Studio With Pool and Bay Views

Area: Bradenton, Florida, USA

Price: from 136 USD

Number of Guests: 2

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3. It's like home away from home (from 143 USD)

Here’s a tastefully furnished beach home that’s located in a quiet neighbourhood and it’s perfect for families looking for a quaint home to have a beach family getaway. It’s located on Holmes Beach and perfectly close to the sands. This is a perfectly-sized bedroom for anybody. It’s decorated minimally but that’s not a major issue because of the most important thing, the bed. The bed is comfortable and has many plush pillows, perfect for resting your tired head after a great day at the beach! This is a very cute bathroom that’s just bursting with colour! The bathroom is equipped with a shower-bathtub combo, so you can have your pick of a quick shower or a long relaxing soak. There’s a quaint games room where there are several board games and the star of the room, the pool table! Gather some friends and have a friendly game of pool. And another feature with the word pool in it is the swimming pool. Head outside to your private pool and plunge into it whenever you want!

Sunnyside - 3 Bed 3 Bath, Pool Billiard, Big Heated Pool, 2 Bikes Free

Area: Holmes Beach, Florida, USA

Price: from 143 USD

Number of Guests: 6

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4. Bright and cheery home for families (from 169 USD)

This stunning little home is dubbed the “Lemon Cottage”, which describes this vibrant home perfectly. Located in a quiet residential boating community, it is only a short stroll away from the gorgeous sandy beaches and azure blue waters. This living room has high ceilings, giving the room a semblance of a larger space. It has an open-concept, so the fireplace will surely warm the entire room in no time so you won’t ever feel cold. There’s plenty of space in the kitchen and it’s well appointed with top-quality kitchen equipment. So gather your family to cook a scrumptious meal together. The room is decorated with a dark blue accent colour and it’s well lit. The bed is large and comfortable, topped with luxuriously soft sheets, so you’ll definitely sleep well on this bed. There’s a lanai with an indoor plunge pool and plenty of seats. You can have a dip in the pool or enjoy a nice lie on the beach chairs. So, head out to the back of the home and soak in some sun away from the beach crowds.

Lemon Cottage With Pool And Lanai

Area: Holmes Beach, Florida, USA

Price: from 169 USD

Number of Guests: 6

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The beach is calling for you!

If you’re thinking of planning a vacation, maybe think about a peaceful and wonderful beach getaway to Florida’s Anna Maria Island! These fantastic HomeAway accommodations and the sublime beach life are waiting for you.

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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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Eunice, an introvert who finds solace in the pages of a book while snug in her bed, transforms into an eager adventurer at the mere mention of travel. Despite her usual penchant for solitude, the...Read more

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