The lovely barrier island on Florida’s Gulf Coast, the small resort city of Anna Maria is well-loved with good reason. Its beautiful beaches are an obvious one, with their fine white sand and crashing blue waves, but its air of complete serenity is another. Everyone here feels like a holiday; the infectious smiles, the friendly atmosphere, it is truly a holiday haven. The choices of beaches are endless and fantastic in their own way. Change up the beach game a little if you are more adventurous. Sure, you can lounge and people-watch all you want, but when you’re ready, take the vacation to another level and experience horseback riding, paddle-boarding, and fishing. When you are done with your water activities, chill out at the local craft breweries with gorgeous scenic views. A trip here surrounds the beach but gifts you a feeling like no other. Accommodations like beachfront hotels and beach resorts are abundant. For a more homey stay, however, scroll down to check out our list of the best beachfront Vrbo vacation rentals on Anna Maria Island, 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 March 13, 2023.
1. Oceanfront condo in Bradenton Beach (from USD 247)
You’ll get the best of both worlds at this Bradenton Beach getaway, which puts you within walking distance of both a sun-drenched beach and plenty of restaurants. When you feel like just staying indoors, you can simply relax on the couch and turn on the cable TV or connect to the Wi-Fi. Just try not to get distracted by the breathtaking Gulf of Mexico views framed by the large sliding doors. Feel inspired by the tropical breeze and whip up new recipes in the kitchen, but you can easily dine out as the location is ideal.
This condo also features two bedrooms with queen-size and king-size beds. Make sure to be the first to check them out if you want to call dibs on the one that has a deck with ocean views.
Top guest reviews
Amenities & Room:
the bed and pillows were super comfy we loved the balcony off the bedroom and enjoyed watching the dolphinsvery comfortable beds and sofas (amazing)Cleanliness:
very comfortable and clean propertyHost:
very clean and communications were great with the owner and managerRead more reviewsLocation:
easy walking distance to shops and restaurantsthe location is great and within walking distance of many shops and eating placesi absolutely love the location in bradenton beachexcellent location - close to shops and dining and right on the beach we loved itperfect location for fun and beautiful spot on the beach
2. Sunset Terrace Condo #201 (from USD 204)
Sunset Terrace is a popular vacation home rental in Bradenton Beach and if this corner condo unit fits your taste, you better book it fast. Tucked on the upper floor of the building, the oceanfront unit provides gorgeous seascapes all day. Enjoy your morning coffee from the screened porch overlooking the beach or hang out in the living space with a 42-inch flat-screen TV. There’s an equipped kitchen where you can cook your favorites and a bedroom with comfy mattresses and a separate flat-screen TV for restful slumbers.
You can also indulge in the communal heated pool when taking a break from the beach. Covered parking for one car completes the booking package. Note that a one-week minimum stay is required to book the unit.
Top guest reviews
Read more reviewsLocation:
the location of this property is perfectright on the beach and close to shopping and attractions
3. Home with rope hammock on the patio (from USD 317)
Probably a house as beautiful as your holiday, this Anna Maria Island vacation rental on the mouth of Bimini Bay is beyond luxurious and elegant. Guests will have convenient access to the beach, it being just a stone’s throw away including other attractions in the precinct. The house itself is a delight, with one of the favorites being the rope hammock on the patio, perfect for taking in the views.
Top guest reviews
Amenities & Room:
It has everything you need for a very comfortable stay beautiful plush bedding a full kitchenThere is a fantastic outside grill area with table and chairsJust enough room for me and my 3 friends Would love to come back and rent the other two cottages with more friends to have the whole compound and shared poolEverything you need at the comfort of a householddoes not adequately cool that roomCleanliness:
Great staff and location cute clean roomsHost:
Dan welcomed us when we arrived and was very friendly and knowledgeable on the local areaWe really appreciated the friendliness of the crew who welcomed usGolf cart was a huge hit with the kiddos as well as the paddle boards and beach/pool toysThe neighborhood was beautiful and we loved having the golf cart pool kayaks bicycles and other amenitiesBut all else was greatRead more reviewsLocation:
Local restaurants are divine and all close by(weather a bit of a bummer cuz of tropical storm Nestor)A stones throw from Rod and Reel Pier where we watched the sunrise every morningLoved the location Close to the beachthe Rod & Reel and main street (Pine Ave) shops and restaurants
4. Beachfront home (from USD 425)
This beautiful beach holiday home comes complete with the most scenic views of the beach, from the gorgeous sunsets to the pristine white landscapes. Guests will be thrilled with the home’s direct beach front where they can enjoy the views from the comfort of their homes or set out to the beach that is just less than 50 feet (15 meters) away. Within the home itself, there are spacious living areas and an inviting tasteful furnishings decked with elegant granite counter tops and intricate furniture.
Top guest reviews
Amenities & Room:
The master bedroom bed is very comfortable and easy on the backThere were plenty of household items for us to use The inside was nice but the outside is why you stay hereI chased a sting ray right up to the pierThe house is very comfortable everything worked outside furnishing and a brand new barbequeThe best is what is offered outsideCleanliness:
The inside is clean and well stockedThe house was very clean and we had an easy check inface masks and several other things that were available for our useHost:
He was very helpful and quick to respond to any questions we hadgreat views very accommodating home and ownerhe actually came towards us checking us outJoe is great to work with prior to arriving he sent info regarding restaurants along with directionsJoe is very accommodating and quick to help with any issues you might haveRead more reviewsLocation:
only a few steps from the patio to the water but also only a 10 minute walk to the shops on Pine Avenue where we went for ice cream every nightWe seen dolphins from the upper deck every daysteps away from the water Loved the sounds of the ocean waves and seeing many dolphinsWe have stayed here several times and have never been disappointedIt's a great location because there is always something to see Activity on the pier dolphins sea birds fishing and boating activities
5. Home near many pristine beaches (from USD 355)
This Anna Maria Island beachfront rental stands out because of its immediate charm and well-kept rooms. Spaces are large and sun-lit, setting a cozy tone for guests to enjoy. The beachfront home also resides in a very quiet neighborhood and guests can revel in the sounds of the oceans instead of the traffic noise. Located in an excellent location, guests will also be thrilled with the many beaches that lie within the area as well as the activities that await, including fishing.
Top guest reviews
Amenities & Room:
Kitchen was very well equipped right down to the blender for margaritasWe had everything we needed for the perfect beach vacation Beach chairs comfy lounge chairs on the deck a wagon to take our towels chairs and toys out to the beachThe description of the appartment (lower floor) fitted 100%Everything is provided you could want for a wonderful vacationNothing is too much trouble for Steph the ownerCleanliness:
Great vacation House was very clean and comfortableSuper clean property less than 200 yards to the waterHost:
the owner provided us with very friendly service upon arrivalStephanie and Mike were most accommodating upon our arrival and during our stayOwners are very prompt to respond and checked with us on our first afternoon to be sure all was okall other questions were answered beforehand via telephoneIt's also very nice furnished and convinientRead more reviewsLocation:
Wonderful location with lots of peace and quietLocated right next to the beach and within walking distance to many restaurantsAnna Maria is has really a great natureIt is steps from the beach and a short walk to local shopsFriends of ours who visited are also interested in renting the house
6. Open-plan home (from USD 525)
Designed by an award-winning architect, this home is indeed true paradise with a private beach located just right in the backyard. The open-plan area is clever and intriguing with its open concept of the living, dining, kitchen and master bedroom, residing on the waterfront that’s adjacent to the deck. Guests also have access to the home’s other amenities including a walk-in closet and a bathroom complete with a hot tub.
Top guest reviews
Amenities & Room:
grab coffee at ginny’s or for a real treat have breakfast or lunch at my amithis is a beautiful place to stay with panoramic views of the bay out of almost every roomthe master bedroom has a waterside view from the bed that i adoredvery comfortable and uniquely amazing architectural home perfectly decorated with super comfortable furnishingsgreat views from the deck and living areasCleanliness:
the house was impeccably clean and very comfortablethe kitchen appliances are clean and up to dateclean and comfortable enjoyed the island as usualthe weber gas grill is clean and up to dateit has all the basics and is very cleanHost:
laura (host) is extremely responsive and made sure the house was ready for us to enjoylaura the owner is helpful and responsivevery nice and accommodatingwe found the perfect beach vacation home away from homegorgeous home absolutely perfect for a weekend getawayRead more reviewsLocation:
the location is well worth the moneyperfect location and great for familiesthe property is nice and the location is the bestall problems aside the location is great and the private beach access makes this property worth the moneyyou are on the quiet side of the island with an easy walk to restaurants and shops
7. Remodeled cottage near the beach (from USD 249)
This home’s beautiful interiors are a close match to its scenic exteriors. The cottage is just one block away from the beach and it is surrounded by palms and lush greenery. However, step inside and you’ll realize that the furnishings of the house are also as detailed and lovely – it is one of the Anna Maria Island cottages that gives a timeless charm with its rustic entities that is inviting to say the least.
In addition, guests will have access to the home’s amenities including a barbecue pit and equipment for water activities, like paddleboards and kayaks. That said, you might also want to check out these vacation rentals with boat docks before you make your decision.
Top guest reviews
Amenities & Room:
The kitchen has the basics and a small fridge and small freezerThe room is very bright with windows on three sidesThe only thing that I thought could possibly be improved is that there is only a single outlet in the bathroom and is located on the light fixtureKitchen is very well stocked with nice pots and pans to prepare meals if you would likeThe cottages are modest but comfortable and all that we have neededCleanliness:
The cottage was clean and exactly as advertisedThe cottage was exactly as pictured and perfect for two peopleHost:
We arrived very late as our flight was delayed and Dan met us at the cottage within minutes of our arrivalThey did a great job welcoming us to the property and explaining the use of the golf cart as well as the free use of the kayaks and paddle boardsso very small but very cleanStaff was responsive and helpful Loved being near Bean Point and the Rod N Reel Pier - absolutely awesome Would come back again - with family - in a heartbeatWe stayed as a family with young children Excellent communication with managementRead more reviewsLocation:
The beach is literally a block away but for sunning best bet is a 2 block walk up N Bay to public accessThe location is perfect between bay and gulfWe especially enjoyed the location near Bean PointThe cottage is exactly one block away from The Rod and Reel Pier which has amazing French toast for breakfastOn the north end of the island
8. Charming cottage with paddle boards (from USD 249)
Guests will enjoy this charming beachfront cottage with breathtaking views of the turquoise ocean. Located in an excellent location, guests will be able to explore attractions at ease, including the nearby Bean Point Park and Rod & Reel Pier. The home is also comfortable and it features plenty of amenities from paddleboards to gas and charcoal grills. The home is surrounded by palms and luscious landscapes, giving more reason to revel in this Anna Maria Island accommodation’s tranquillity.
Top guest reviews
Amenities & Room:
The bed was comfortable and the included amenities were awesome - especially the golf cartLove the pool The cottages have a private yet accessible access to all the nice locations on the islandWe loved the charming cozy and beautiful little cottageThe included amenities really enhanced our visitNext time we will fly because you guys had everything we needed for the beachCleanliness:
The pool was super clean and on cooler daysHost:
the heated water made it really niceSo close to the beautiful beach and Rod and Reel Our kids loved the poolSmall beach cottage took us back in time Having access to the golf cart kayaksDan and Goose are the friendliest hostsThe cottage was well stocked with everything we needed We enjoyed having the golf cart kayaks and paddle boardsRead more reviewsLocation:
Plus it's not far by bike or golf cart to the shops and restaurants on and near Pine AveNo fast food chains anywhere closeThe location was great Just a short walk to the beachVery accommodating for 2 people Close enough to the beach to walk and plenty of beaches within a short drive Several places to eat in Anna Marie pretty laid backThe golf cart makes it so easy to get around
A beach lover's dream
You get the sea right at your feet, patios that greet the waves and sounds of the sea when you sleep; this is the paradise for the beach lover for sure. With our list above, you have enough options for places to stay when you visit Anna Maria Island. There are also other beachfront Airbnbs as well as monthly rentals if you’re looking for more accommodation options.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to