11 Luxury Airbnb Rentals On Anna Maria Island, Florida For Under 250 USD - Updated 2024

luxury airbnb anna maria island
Crystal
Crystal 
Updated
| 3 min read

Anna Maria Island is renowned for stretches of pristine beaches with sand that is soft to the touch, and sea turtles who peek shyly at you from the shores. Top that off with a gathering of manatees chirping at you from the canals, and your lavish vacation here is set!

Live like royalty without compromising on your budget with pocket-friendly Airbnb rentals. Boasting clear sea views amidst the lively neighbourhoods, you’ll be booking your plane tickets to this paradise next! Take a look and be inspired by these luxury Airbnb rentals on Anna Maria Island, Florida, for under 250 USD.

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. Sunny one-bedroom house near the beach

Prepare for a wonderful beachside vacation in this one-bedroom beach house. Just 800 steps away from one of many beautiful beaches in Florida, this home is a great place for couples to stay in, and can accommodate up to three people comfortably. There is a backyard where guests can relax and take in the fresh ocean breeze. The kitchen has a microwave, refrigerator, stove, and oven.

Being close to the beach, the home is only a short distance away from several restaurants and shops. Not to mention that the beach itself offers a great place for guests to go kayaking, swimming, and sunbathing.

Stayed at this property?
Anna Maria, Florida, United States
4.1 km (2.6 mi) from Manatee Public Beach
375 reviews   Wifi Available
ENTIRE HOME 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
5 star just because there was a box fan for me to use which helps me sleep
exactly as described super comfy bed and included all the basics and then some
great water pressure comfy bed and ice cold a/c
Cleanliness:
thanks for the fast communication & clean stay
comfortable and clean space
convenient clean and exactly what we needed
everything was clean and we did not have any issues
however the shower was nice the bed was large and comfortable and the apartment was very clean
Host:
the host provided great directions and check in instructions along with a helpful “best of” guide
Location:
nice place close to everything
great location to a beach
what an amazing location this spot is so close to everything you need
great location walking distance to the beach and restaurants
cute place good location enjoyed our stay
Read more reviews

2. Beachfront condominium unit (from USD 328)

This one-bedroom condominium unit is located on a soft sandy beach in Anna Maria Island. Take in the wonderful ocean breeze and enjoy the wonderful sights of the beach from the condo’s balcony. You can also sunbathe there. Guests are provided their own parking spot and a coin-operated laundry is available in the building. Guests will be happy to know that the owner has provided beach toys, plastic buckets, beach chairs, boogie boards, and beach umbrellas for their convenience and leisure.

In terms of attractions, the condo is only a short walk away from Bridge Street and the myriad of shops and restaurants there, a mile (1.6 kilometers) away from Cortez fishing village, and 20 minutes away from Mote Marine Aquarium.

Stayed at this property?
Bradenton Beach, Florida, United States
3.15 km (2.0 mi) from Manatee Public Beach
125 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the bed was comfortable lots of drawer space and closet space
Cleanliness:
the level of cleanliness in the rental could also be better
we enjoyed our stay in bradenton the unit was clean beachy and well equipped
Host:
they are fantastic hosts
a true find the owners are very quick to respond to messages
Location:
this is a great location
this is such a cute little place
the location and condo was great
the location couldn’t have provided more opportunities
it’s a very peaceful and quiet location
Read more reviews

3. Turtle Cottage (from USD 314)

Turtle Cottage is a one-bedroom cottage with an open floor design. The bedroom comes with a king-sized bed and is connected to the private patio area where you can use the washer and dryer. The living room has a sofa bed that can be turned into a queen-sized bed. There is a heated swimming pool and spa surrounded by landscaping to help soothe your weariness and simply relax. The owners have also provided guests with an electric grill, beach chairs, an umbrella, and a wagon.

Just a walking distance away from the beach, the cottage is close to Rod and Reel Pier where guests can see beautiful sunrises and Bean Point Beach that showcases wonderful sunsets.

Stayed at this property?
Anna Maria, Florida, United States
5.09 km (3.2 mi) from Manatee Public Beach
204 reviews   Superhost Wifi Available
Entire cottage 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the cottage is super cute and having a private pool is a nice extra
kitchen has all the necessities you need to cook if you desire including a small outdoor grill
a huge plus to the turtle cottage is the private pool and jacuzzi
great location awesome heated pool and jacuzzi and the house had everything we needed
pool and hot tub are amazing
Cleanliness:
super clean and had everything you need
everything was super clean
well kept very clean
very clean what on this days is very important
pool and house were both very clean
Host:
amazing hosts as well
the hosts were quick to answer or questions & help with any issues
amazing place and wonderful host
gustavo is a great host and responded quickly to any questions we had
gustavo is always an amazing host
Location:
perfect size & location for a couples get away
the location of the house is perfect
there are many restaurants that are close by to enjoy
super close walk to the beach
very nice place and location
Read more reviews

4. Old Florida-style cottage at the heart of Pine Avenue (from USD 191)

Located at the heart of the historic Pine Avenue, this one-bedroom cottage offers a convenient and romantic getaway for up to two people. Following an old Florida style, this cottage features high beamed ceilings, wooden floors, and shabby chic decorations. The bedroom has a queen-sized bed and a privacy screen. Its kitchenette is furnished with granite countertops, a refrigerator, a microwave, and a dishwasher. There is a front patio that has a gas grill and chairs for you to enjoy the sights and sounds of the avenue. The cottage is also dog-friendly though guests must pay an additional fee per dog.

Being at the heart of such a historic avenue, the cottage is only a walking distance away from Anna Maria City Pier where guests can also take a stroll along the Gulf of Mexico.

Stayed at this property?
Anna Maria, Florida, United States
4.1 km (2.6 mi) from Manatee Public Beach
121 reviews   Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the house is cute and just like the photos but lacks kitchen utensils and plates
it is a beautiful home and was so comfortable
the location can’t be beat and the cottage had everything we needed for a comfortable stay
Cleanliness:
what a perfect beach cottage clean convenient and so much fun
lovely cottage very clean and close to the beach
Host:
the hosts were quick to communicate and offer help when needed
host was amazing and set everything up perfectly
communication with the owners was excellent and all of our questions were answered immediately
if we had any issues julie was extremely helpful
perfect location and spot hosts were very quick to respond
Location:
the location is great walking distance to everything
great location and great accommodations
perfect location- it was in the middle of everything
great location for walking to the beach
the location was amazing such a cute and cozy cottage
Read more reviews

5. Condo unit at Anna Maria Beach Place (from USD 215)

Anna Maria Beach Place is a one-bedroom condominium unit just 48 steps away from the beach. A great place for families, this condo features six units that surround a common heated swimming pool and tropical gardens that guests can relax in. Anna Maria Beach Place is a beachside complex and the unit features a king-sized bed with high-end 100-percent cotton linens, free domestic long-distance calling, a flat-screen cable TV with a DVD player, and a well-equipped kitchen.

Other than being steps away from the beach, the condo is close to many restaurants and shops as well as a free trolley that can take guests around the island.

Stayed at this property?
Holmes Beach, Florida, United States
440 meters (0.3 ft) from Manatee Public Beach
157 reviews   Superhost Wifi Available
ENTIRE CONDO 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the bed was super comfy like sleeping on a cloud and we had everything we needed
we were actually quarantined here and couldn't of been more comfortable
Cleanliness:
clean and stocked with everything needed
the pool is small but clean and warm
his place was so clean and comfortable
it was clean and prepared with hooks for towels/drying racks for swimming suits
close to the beach clean and cozy
Host:
the week was perfect and we could not have asked for a better host or better accommodations
the binder of local places and phone numbers was so helpful
michael was very helpful and also a great host
Location:
the location is perfect
great location to the beach
very cute place super close to the beach
great location very close to the beautiful beach
great location within walking distance of walgreens stores and restaurants
Read more reviews

6. Vacation duplex by Holmes Beach

Explore outside this spacious unit near the scenic side street of Peacock Lane. Featuring a family-friendly expanse that can accommodate up to 6 people, you are enveloped by views of the pristine Holmes Beach all around the estate. With a spacious deck filled with moveable chairs and parasols, feel free to bask in the sun in the comforts of your home, or shift these chairs next to the shores for a more authentic beach experience. Pay a visit to the nesting turtles on the sunny shores of Holmes Beach, just 500 metres (1,640 feet) away. Roughly a 7-minute walk, bring the kids along and build sandcastles against the landscape of the setting sun. After a long day at the beach, relax with your family on the comfortable long sofa while catching your favourite shows on cable TV. Fall asleep to the soft rays of the moon as your companion, as you cool down with the big fan above you.

Stayed at this property?
Bradenton Beach, Florida, United States
893 meters (0.6 ft) from Manatee Public Beach
63 reviews   Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
we had all the amenities necessary to cook with a nice kitchen
the residence's password-secured wifi service was excellent; connecting our devices was painless
the unit was perfectly clean and very well appointed with modern efficient appliances and extremely comfortable mattresses
Cleanliness:
clean and very new
the house was clean and cozy
super comfy beds sparkling clean inside
rental was very clean and listing was exactly as advertised
the place was clean and comfortable
Host:
the host made me feel very welcome
the host was very responsive to our questions while we were there
the island itself was very family friendly and clean
Location:
nice place close to everything
fantastic listing location and experience
would recommend this location absolutely
the condo is great walking distance to everything around
great price and perfect place to stay close to the beach
Read more reviews

7. Sunny island-themed cottage by Pine Avenue (from 143 USD)

Splashed with bold colours, this cottage reminds you of the bright pop-art magazine covers with hues of red, yellow, and blue strewn artistically across the interior. Accommodating up to 6 people, plan a vacation here with your friends to explore the surrounding areas. With a large canal at the end of the apartment, you can make friends with the manatees streaming around, or keep a lookout on the open deck for rare species of birds. With fully functioning air-conditioning in the house, chill out by the dining area with your pals over a home-cooked meal on swelteringly hot summer days, and catch up on all the TV shows you missed while you were studying for midterms!

Sunny Side Up

Area: By Pine Avenue

Price: from 143 USD

Number of Guests: 6

Stayed at this property?

8. Sunshine Cottage by Pine Avenue (from USD 322)

Dangle your feet by the docks while soaking in the sunlight at this sunny cottage located in the vicinity of City Pier, where you get to see aggregations of manatees crowding around during mating season. Located on a quiet street 4 houses away from the energy of the beach, you will find your much-needed peace here. Bring your extended family along, as this cottage can fit up to 8 people. With your own salt-water pool and private deck, there’s a paradise here for everyone! The exterior is not the only stunning display here. With nautical-themed decor lining the interior walls, immerse yourself in a cosy underwater world right here on land. Before you fall asleep, leave your window open to hear the sounds of wildlife by the docks. The calm evening breeze brings with it a hint of salt from the beach, and you can hear the faint sounds of fish jumping by the gulf canal. A perfect end to your adventure-filled day!

Stayed at this property?
Anna Maria, Florida, United States
3.84 km (2.4 mi) from Manatee Public Beach
152 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the sunshine cottage was tastefully appointed extremely comfortable with modern appliances amenities and a sparking pool
the outdoor furniture and pool were awesome
there are pool loungers and chairs and an absolutely gorgeous (warm ) swimming pool
the fish that jump and swim off the dock were amazing
very nice house with pool dock with kayak and bicycles for those that wish to rent them
Cleanliness:
fridge was very clean
everything updated and clean
the house was clean and comfortable
the house was very clean and well taken care of
the house is as beautiful as shown in the photographs clean and "beachy
Host:
our host michelle responded very quickly to any questions we had and was very helpful
michelle was an amazing host
michelle is a great host
michelle as host is great and everything went more than perfect
we very much appreciated that our hosts arranged a pack and play crib for our daughter
Location:
great location to downtown
the location was excellent
very nice location on anna maria island
awesome place and perfect location
nice and quiet location
Read more reviews

9. Beachside Paradise II (from USD 280)

This is Beachside Paradise II, a one-bedroom family-friendly bungalow located close to the beach. Enjoy a casual and laidback experience as the property has a backyard where guests can relax. There is a dedicated workspace and wifi available for those on a business trip or working while on vacation. The kitchen’s refrigerator, stove, oven, coffee maker, and microwave are available if you need to make some food.

As for places guests can visit, this bungalow is very close to many restaurants, shops, and attractions around Holmes Beach.

Stayed at this property?
Holmes Beach, Florida, United States
1.95 km (1.3 mi) from Manatee Public Beach
221 reviews   Superhost Wifi Available
Entire bungalow 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the internet and tv worked great
we liked the beachy vibes and the bed was very comfortable
Cleanliness:
very clean and comfy
clean and well appointed
allen’s beach house was sparking clean upon our arrival
when we arrived the home was clean and had plenty of linens and beach supplies
it’s clean and accommodating but not one of the brand new “sparkly” places like some in the area
Host:
allen was very helpful with this though helping us get rid of them
Location:
great place close to beach
the location of this space was great short walk to the beach and near restaurants in town
location was perfect for us
it was perfect location short walk to the beach
perfect one bedroom place close to beach
Read more reviews

10. Tropical beach house by John’s Pass Village (from USD 244)

Decorated with colourful vintage ornaments, this homely beach house gives off good vibes all around. Accommodating up to 4 people, this cottage is equipped with internet access as well as cable TV, suitable for late-night movie marathons with your family. Step outdoors for a breath of fresh air, and you will find adorably oversized picnic tables waiting for you! With a perfectly stocked refrigerator, you can enjoy a good barbeque session with the kids by the fire pit and grill. Jump right into the embrace of nature with tropical-themed bedrooms, or have a sweet dream of swimming with the dolphins with a nautical themed bed. No matter which room you choose, the comfy queen-sized beds will have you sleeping through the alarms!

Stayed at this property?
Madeira Beach, Florida, United States
33.11 km (20.6 mi) from Manatee Public Beach
134 reviews   Wifi Available
Entire cottage 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the back porch had several lounge chairs and a table and chairs to play cards on at night
the beds were comfy the air conditioning worked really well and the shower had excellent water pressure
everything was so comfortable from the beds to the couch to the kitchen
great place to stay comfy beds cental air and internet
plenty to do after a great day wifi cards puzzles books and board games
Cleanliness:
very clean and nicely decorated
great cottage that is clean with lots of personal touches
the inside was spot on clean and spacious
very clean too would definitely stay here again
the cottage is clean well stocked and has an adorable quaint beachy feel
Host:
stephanie was an excellent host
stephanie is a wonderful host
our host was delightful
stephanie is a great host
stephanie is very responsive
Location:
the location is amazing
great location with several options for shopping and dining
easy walk to beach
great access to the beach close to restaurants
definitely will be making another trip to this location next year
Read more reviews

11. One-bedroom bungalow near a boat ramp for kayakers

Kayakers are in for a treat in this one-bedroom bungalow. Situated right off the water, although there is no dock, the property is close to a public boat ramp where guests can launch their kayaks. There is also a tennis court and beach just a few minutes away. If you need to get around, there is a free trolley guests can board three minutes away.

As for the property itself, it boasts windows that showcase magnificent views of the water and the birds and dolphins that pass by. The bedroom has a queen-sized bed and a washer and dryer in the closet. The kitchen has a refrigerator, microwave, stove, and oven.

Stayed at this property?
Holmes Beach, Florida, United States
1.92 km (1.2 mi) from Manatee Public Beach
163 reviews   Superhost Wifi Available
Entire bungalow 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
very comfortable bed and sofa
janet’s small bungalow has everything you need for a nice and cozy couple’s getaway
the interior was fresh tastefully decorated comfortable and welcoming
a large shower in the bathroom a comfortable bed it all made our stay very enjoyable
upgraded kitchen and bathroom and a super comfortable bed
Cleanliness:
as described and very clean
very neat and clean place
it's nice and clean and convenient
the rooms are decorated with charm and the quality and cleanliness is outstanding
a very clean place and great location
Host:
she was awesome gave us all kinds of recommendations for food and things to do
great area and neighborhood great host
our stay in holmes beach was perfect janet is very attentive and helpful
you can't ask for more jan was super helpful and gave us wonderful suggestions for dining and entertainment
the guidebook was very helpful too with restaurants and beach tips
Location:
place was perfect location quite north location
amazing location and close to everything
the location is good
cozy place to stay and location was great
good value within walking distance of many places to eat and very close to trolley
Read more reviews

Luxury without the price on Anna Maria Island

Next time you are planning for a more luxurious trip, don’t just consider hotel accommodations; there are many private villas up for rental on websites like Airbnb, where you get every bang for your buck with a personalised experience for everyone.

Embark on your journey to the paradise of Anna Maria Island, while keeping your pockets intact!

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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Crystal is a curious child, who loves exploring Singapore in her free time with a camera in hand. Her street photography subjects often include unaware strangers, uncommon architecture, and...Read more

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