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:

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.

Anna Maria, FL, US
House 12 Guests 5 Bedrooms 6 Bathrooms

2. Once in a lifetime lighthouse living

Lighthouses are magnificent structures, so how about living in a replica? This rental is well designed and only a short walk from Gulf Beach. What’s not to love? Receive a warm welcome to the home via Neptune, the God of the Sea. This home is truly an architectural marvel and it really does look like a lighthouse! The bedrooms are decorated with a maritime theme, with the appropriate red, blue, and white furniture and wall decorations like water skis. The beds are also plush and comfortable, so immerse yourself in the beach vibe. There’s a small backyard deck with a small pool and a grill. The pool is perfect for small kids to waddle in and the grill is perfect for cooking warm meals for the family. Views of the clear, cerulean blue sky and sea await you on the top deck, so head on up to experience it for yourself!

55 reviews  
House 6 Guests 3 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
the place has a ton of personality and was extremely comfortable for our family of 4
comfy beds quality bed linen towels and furniture made for a great stay
the house was more of a beautiful peice of art and was very comfortable to stay
beautifully decorated and extremely clean when we arrived
house was clean and well maintained
it's spacious and clean
the bedrooms too were well-appointed clean and comfortable with lots of great decorating details
the owners attention to detail and festive arrangement was incredible
the owners truly want you to have a first class holiday experience
valerie and her husband were so helpful and accommodating
it was very very pleasant to work with the owner
we met valerie and her husband which was lovely and they couldn’t be more helpful
the location was perfect an easy walk to the beach and a short drive to anything you need
really good location and perfect for our family
we especially enjoyed being able to walk to the beach
Read more reviews

3. 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

4. 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

5. 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

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Eunice is an introvert and is most comfortable snuggling in her bed and reading a book. However, mention travelling to her and she's always willing to jump out for a new adventure!

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