Search Anna Maria Cottages

Compare 21 Cottages in Anna Maria with updated reviews, rates, and availability.

Charming cottage in quiet area, close to beach & bay.
9.8 out of 10, Exceptional, (236)
"The best location with all the beach supplies you could need. There’s a washer and dryer and a dishwasher! A nice screened in porch and pretty big backyard. You are SO close to the beach and sandbar restaurant. Would highly recommend this place. Great communication and flexibility. If I could give 10 stars I would. Thank you!! "
Charming cottage in quiet area, close to beach & bay.
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
9.8 out of 10, Exceptional, (67)
"My friend and I, to celebrate Mother's Day without kids, spend 4 days at this delightful cottage on Anna Maria Island. I have only glowing reports regarding the location and the hosts. This cute and old-fashioned cottage sits in a great location and is in walking distance to shops, the Anna Maria Pier, restaurants and especially, the beach! It sits next to Capt Anthony's fish market which would have been interesting to watch; however, the owners were on vacation so we missed the action. Joanne...
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
Historical Anna Maria Island 2 Bedroom, pet friendly beach cottage, sleeps 6
Historical Anna Maria Island 2 Bedroom, pet friendly beach cottage, sleeps 6
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Charming & Vintage Anna Maria Cottage. Easy Walk to Beaches, Stroll Pine Avenue!
8.8 out of 10, Excellent, (5)
"Best location on the island. Cottage is exactly what you want to find at the beach. This is my second of many more to come."
Charming & Vintage Anna Maria Cottage. Easy Walk to Beaches, Stroll Pine Avenue!
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...
9.6 out of 10, Exceptional, (34)
"Stayed for 9 nights and had a wonderful time. Twin dolphin is a clean, cute, and cozy place to stay. Very convenient area for walking. I highly recommend staying here. You won’t regret it."
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
9.6 out of 10, Exceptional, (106)
"Great little cottage with amazing views, warm and welcoming place to stay! Owner was responsive and wonderful to work with, super flexible letting us get a golf cart dropped off before checkin and was great to work with. Great vacation in the beautiful quiet part of AMI!"
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Surf's Up | 2 Bed, 2 Bath
10.0 out of 10, Exceptional, (50)
"This is a cute house in a great location. Easily within walking distance to the beach access. We appreciated that the home has everything you need to make for a comfortable stay. It was very clean and well prepared for us. The kitchen is well equipped and a nice large size for multiple adults to move around in. The back patio area is small, yet comfortable, to lounge in and enjoy the pool. We would definitely rent this home again!"
Surf's Up | 2 Bed, 2 Bath
Starfish Cottage the largest of a cluster of 3 properties sharing a free form pool
9.8 out of 10, Exceptional, (38)
"A great vacation spot !"
Starfish Cottage the largest of a cluster of 3 properties sharing a free form pool
Summer Breeze: North End, Dog Friendly, Kayaks, on Canal by Anna Maria Life Vacation Rentals
10.0 out of 10, Exceptional, (46)
"Very nice neighborhood and very close to the beach and also has a parking spot."
Summer Breeze: North End, Dog Friendly, Kayaks, on Canal by Anna Maria Life Vacation Rentals
Snail's Pace: North End on Canal, Kayaks & Dog Friendly by Anna Maria Life Vacation Rentals
10.0 out of 10, Exceptional, (56)
"Thank you for the time in Anna Marie, look forward to coming back"
Snail's Pace: North End on Canal, Kayaks & Dog Friendly by Anna Maria Life Vacation Rentals
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK
8.8 out of 10, Excellent, (67)
"Property is one house away from beach access on a very quiet street. Walking distance to great spots. Pool and screened in patio were our favorite spots. They also had beach chairs and sand toys which was an added bonus."
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK
Serenity Cove: North End Cottage on Canal, Kayaks, Perfect for 2 by Anna Maria Life Vacation Rentals
10.0 out of 10, Exceptional, (37)
"A very quiet and pleasant place to relax!"
Serenity Cove: North End Cottage on Canal, Kayaks, Perfect for 2 by Anna Maria Life Vacation Rentals
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
9.6 out of 10, Exceptional, (73)
"We loved our stay. Everything was perfect. We have 3 kids ages 3-7 and the layout and location was excellent. I also appreciate how clean it was when we arrived. Kitchen is very well stocked and we did most meals at the home. The walk to beach is just across the street. Highly recommend!"
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
Shell Cottage is a cosy 1 bed cottage sharing a free form pool
9.8 out of 10, Exceptional, (30)
"Shell cottage is a small cozy cabin. My daughter and family stayed at an adjoining cabin, so it was perfect. Very close to the beach, easy to walk back and forth. Pool was very nice and we divided up our time between the beach and pool. I would stay there again."
Shell Cottage is a cosy 1 bed cottage sharing a free form pool
Seahorse Cottage is a spacious 1 bed property sharing a free form pool
9.8 out of 10, Exceptional, (46)
"Great location, easy walk to beaches and shops, clean and well-appointed. Would stay here again!"
Seahorse Cottage is a spacious 1 bed property sharing a free form pool
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
3.0 star property
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
Cute Old Florida Style Beach Cottage just steps to the Beach!
10.0 out of 10, Exceptional, (43)
"This was our second visit to this home. Love the old Florida feel. Kitchen fully stocked. Pool was great! Would have like pool temperature a little warmer but not a big deal. Can’t wait to stay again!"
Cute Old Florida Style Beach Cottage just steps to the Beach!
Vibrant Island Home w/ Pool, 1 Block to Beach
3.5 star property
8.0 out of 10, Very Good, (1)
"The perfect location !! We could walk to almost everything it was perfect. There were a few minor things around the house to mention for future use. TVs don’t work correctly although we weren’t there to watch tv. I just like to fall asleep to it at night. Some door knowere lose and the tub handles were missing. Outside of that everything was nice. I couldn’t was the remaining dishes due to no rags or sponges . Sry "
Vibrant Island Home w/ Pool, 1 Block to Beach
Coquina Cottage 2 Bedroom Cottage by RedAwning
3.5 star property
Coquina Cottage 2 Bedroom Cottage by RedAwning
Sunrise Shore
3.5 star property
Sunrise Shore
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Anna Maria

Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (159)
"This property checked off the boxes for a wonderful generational trip for the girls. It was clean, beach access was so private, and the deck furniture worked well for our needs. Baby gate was helpful. All equipment was working and the air conditioning unit was very good and kept us cool on the warmer days. Location was great! The pier was a close walk and instacart delivers to the address so no leaving for groceries!"
The price is $350
$821 total
includes taxes & fees
Jun 12 - Jun 13
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
10.0 out of 10, Exceptional, (168)
"Very comfortable dwelling. Close to Pier, shops, restaurants, and island trolley pickups. Extremely clean and neat. Owner easy to contact. Would definitely stay here again!"
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
10.0 out of 10, Exceptional, (104)
"Great place to stay for 2 people, very nice. Perfect location for people that prefer the north end of the island!"
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Anna Maria Cottages information

Number of reviews
785
Accommodation
21 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between and per night. These retreats offer a chance to touch base with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Anna Maria?
You can pick from multiple cottages in Anna Maria with a total average guest review rating of 9.4. Queens Gate Resort is an excellent place to put your feet up between adventures. This 2.5-star cottage also has pool sun loungers and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular pick with visitors to this area. It has a 3-star rating and amenities including a swimming pool and a barbecue grill.
How many cottages are there in Anna Maria?
Surround yourself with nature in one of the 21 cottages waiting for you in Anna Maria. To help you choose your ideal place, make use of our filters to search for amenities or perks you prefer.
Are there any family-friendly cottages in Anna Maria?
Vacationing with the family in Anna Maria couldn’t be easier at Queens Gate Resort. With amenities including a swimming pool and a nearby beach, you’ll find all the necessary creature comforts at this 2.5-star cottage. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another family-friendly pick where you and your crew can take time out from the relentless pace of life in the city. This cottage has a 3-star rating and amenities including a swimming pool and a nearby beach. After checking in and chilling out together in your cozy digs, it’s time to hit the road and discover some of the local sights. Coquina Beach and Anna Maria Beach are fun family-friendly attractions in Anna Maria.
Why book your cottage in Anna Maria with Expedia?
Expedia has some excellent cottages in Anna Maria, so start packing your bags for an unforgettable vacation on nature’s doorstep. If you’re on a budget, click on how much you’d like to spend and your preferred property star rating. Or take advantage of our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect place whatever your trip looks like.
How can I find cheap cottages in Anna Maria?
A great way to compare cheap cottages in Anna Maria is with Expedia’s convenient filter tool. Narrow down your search results by star rating, amenities and budget to grab awesome rates in a few clicks.
What is there to do in Anna Maria near my cottage?
Whatever you love to do, Anna Maria has loads to keep you on the hop. Coquina Beach, Anna Maria Beach and Bradenton Beach are on most travelers’ sightseeing itineraries. Don’t forget to check out Cortez Beach, Manatee Public Beach and Anna Maria Island Museum and Historical Park either. With Expedia’s hotel deals in Anna Maria, you’ll be able to discover more renowned attractions like these with the money you save.

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