Search Anna Maria Cottages

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

Beach nearby, sun loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
10.0 out of 10, Exceptional, (233)
"This charming 2 bed, 1 bath cottage is in the perfect location. It is in walking distance to coffee shops, breakfast spots and dinner restaurants. Close to the beach one direction and city pier the other. It is well stocked with all you would need and exceptionally clean. The screened porch in back with solar lighting in the back yard is ideal for your evening glass of wine! Definitely recommend!"
Charming cottage in quiet area, close to beach & bay.
Pool | A heated pool
Starfish Cottage the largest of a cluster of 3 properties sharing a free form pool
9.8 out of 10, Exceptional, (37)
"Love everything about this place! Great location! Close to beach, close to shopping, close to restaurants!! What more could we ask for! Will be back!!"
Starfish Cottage the largest of a cluster of 3 properties sharing a free form pool
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
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Beach towels
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...
A heated pool
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
9.6 out of 10, Exceptional, (72)
"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
Beach nearby, beach towels
Charming & Vintage Anna Maria Cottage. Easy Walk to Beaches, Stroll Pine Avenue!
8.0 out of 10, Very Good, (3)
"Quiet, shaded convenient location. The Enchanted Cottage was exactly as advertised and a wonderful choice for two seniors. We loved it."
Charming & Vintage Anna Maria Cottage. Easy Walk to Beaches, Stroll Pine Avenue!
Terrace/patio
Summer Breeze: North End, Dog Friendly, Kayaks, on Canal by Anna Maria Life Vacation Rentals
10.0 out of 10, Exceptional, (45)
"Excellent!"
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
Pool | A heated pool
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
Marina
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
Terrace/patio
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
Fridge, microwave, oven, stovetop
Tropical Landscaped Beach Cottage with Heated Jetted Pool
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!"
Tropical Landscaped Beach Cottage with Heated Jetted Pool
Beach nearby
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
A heated 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
Interior
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
3.0 star property
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
Property grounds
Beach Basket, 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!"
Beach Basket, just steps to the beach!
Outdoor pool
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
Apartment, 2 Bedrooms | Beach | Beach nearby
Coquina Cottage 2 Bedroom Cottage by RedAwning
3.5 star property
Coquina Cottage 2 Bedroom Cottage by RedAwning
Cottage, Multiple Beds, Private Pool | Pool | Outdoor pool
Sunrise Shore
3.5 star property
Sunrise Shore
Outdoor pool
Going Coastal by SeaBreeze
3.0 star property
Going Coastal by SeaBreeze
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See all available properties in Anna Maria
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

Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (158)
"The location and views were incredible! It was so great being right on the beach and it was easy to walk everywhere. Unfortunately the house is a little tired, the refrigerator should be replaced as the door doesn’t close well, the shower head in the primary bathroom should be replaced and the pillows/mattresses need updating. Again, the location and views are stunning and we had the best time playing on the beach and in the water all day, but for the expensive cost per night, we were...
The price is $350
$821 total
includes taxes & fees
Jun 2 - Jun 3
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Beach nearby, sun loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
10.0 out of 10, Exceptional, (233)
"This charming 2 bed, 1 bath cottage is in the perfect location. It is in walking distance to coffee shops, breakfast spots and dinner restaurants. Close to the beach one direction and city pier the other. It is well stocked with all you would need and exceptionally clean. The screened porch in back with solar lighting in the back yard is ideal for your evening glass of wine! Definitely recommend!"
Charming cottage in quiet area, close to beach & bay.
A heated pool
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
9.8 out of 10, Exceptional, (100)
"We enjoyed our stay at Bay - Canal Waterfront! We enjoyed the amenities - the pool is beautiful, large and in the sun all day but plenty of shady areas if you want that too. The kayaks were enjoyed as well and we did have some manatee sightings! We enjoyed the golf cart as well! The layout of the house is 2 separate areas with a full unit on top and on bottom. The only complaint we had which cannot be controlled by the owner is the smell of the muck that congregates at the end of the canal which...
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
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
777
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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