
Condo vacation rentals in Anna Maria
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Top-rated condo rentals in Anna Maria
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Popular amenities for Anna Maria condo rentals
Weekly condo rentals

Luxury condo at Avalon Club
This facility was exactly what we needed, I will say I was kind of shocked that I thought I prepaid for everything and then was charged for parking as well as a resort fee… Still feel like it was a pretty reasonable price. I just wish she would’ve included it on the front end.

Spacious Beachfront Condo on Madiera Beach! (#106)
The place was as described and the location was perfect. The views were great, couldn’t be any closer to the beach.Could walk to a lot of places to shop, eat or drink. The condo itself was very roomy and can fit 6 to 8 people easily. Comfy beds and couches and recliner chairs. Balcony was really nice to sit in the morning and late afternoon. The only thing negative that I can say is it could use some updating esp in the bathroom(shower). The guest room with the 2 beds could use some better cleaning, dust on the ceiling and lots of dust on the wall decor. Not the owners fault, cleaning company just needs to do better but I understand they don’t have alot of time in between to turn the unit over.But other than that the place was great and had everything you need. My husband loved the huge TV in the living room. Now he thinks we need one🙄 I would definitely book again in the future. Lisa

Spring Specials minivans at airports
We thoroughly enjoyed our stay. View was beautiful. So peaceful. Philip was so pleasant and checked on us via text to see if we needed anything. We will definitely come back to this wonderful condo.

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
David's place was absolutely amazing! We have never stayed in an AirBNB before, but the next one will definitely have big shoes to fill. David has everything you could want and more. The pictures matched exactly what we got. He had beach toys, beach towels, coolers. wagon, beach chairs. umbrella, and many other things. Kitchen had everything you would have at home. The only thing you will need to bring is clothes. Every time I contacted David before our vacation, he responded usually within a few hours. While we were there he answered almost immediately. I can't say enough good things about David's condo and him as an owner. Highly recommend! Watching the dolphins during breakfast was a plus! Thank you for everything David!

Corner unit with patio. Pools, hot tub, pickleball
Well, where to start! Firstly, it’s not very often that the pictures and description of a property don’t do it justice. A true pice of paradise. We even survived our first hurricane!! But it wasn’t without the help of hosts, being extremely responsive, helpful and going the extra mile. Thank you for an amazing stay.

5209B Menorca Street - Siesta Key Village Condo
As described and as pictured! A perfect place to stay right in the heart of the village. We also booked last minute due to another Airbnb last minute cancellation and Scott sent the info right away!

Beachfront Condo in Exclusive Resort
We had a great stay! Views were amazing and staff was very attentive!

April Availability |Bay Front| FREE Parking
We have happily stayed in many rentals and this by far surpasses them all. Karen truly thought of everything. The condo was immaculate and had everything we needed. Karen sent a link that covered every question both on the unit and the area. There was nothing she didn’t think of. The balcony was quiet and we enjoyed watching dolphin swim each morning. The property is close to the beach restaurants and shopping. No car necessary once you arrive. You can’t go wrong with this booking!
Pet-friendly condo rentals

Stylish Beachfront Condo, Stunning Views
Beautiful, spacious place with gorgeous views! We stayed with another family and it worked out perfectly. It was even prettier than in pictures - we will definitely be back!

Cortez Gardens #15, Close to Beach, 3B2B 10people
This air bnb was cozy and had everything we needed!

MBR 1507 - Coastal retreat in Madeira Beach!
Great location and amazing views. Just what we needed for a relaxing vacation. Host was very responsive and helpful.

MJ’s Condo Minutes from TPA and Busch Gardens
What a delightful find - Mallory is an excellent host and her condo was clean, comfortable, conveniently located, and well stocked with coffee and toiletries.

Island Getaway: 2BR Condo, Bay & Pool Views
I rented this for my family to celebrate some birthdays with some peace and the beach, the area was perfect across from the beach, Publix within walking distance, close to some really good restaurants. The apartment was very comfortable for our family of 4 and dog friendly. We loved that the building only has about 10-12 units and made our pool visits feel more private. When we checked in the front desk was very nice and they recommended some spots nearby. Our kids really liked the inflatable park nearby as well. We are already planning our next stay. Thank you Summer

Siesta Village Short Walk to Beach w heated Pool
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.

Updated Condo-Heated Pool-Private Balcony
When we were there we sat on the deck watching dolphins , Penguins dive for fish and boats come into the marina and Doc Fords and I think they had music daily and my dog loved laying out their also. It’s close to many stores and restaurants and a short drive to the beach and John Pass also 20 minutes south to fort De Soto 20 minutes east to downtown with things always going on and the county parks in the area are awesome. We went all directions and enjoyed dog parks with our dog , many dog, friendly places. We had friends pick us up on the boat right out back. And the bike trails are right there that go forever which we didn’t do this time.

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Sandra's Place was EVERYTHING thats in the posting. She has everything there for you in case u missed something while packing. The place feels like its urs, furnished well, felt like home. Thanks Sandra
Condo rentals with a pool

Walk to Beach,Extra Clean,WiFi, 2 Pools Staycation
Loved our stay. Have stayed at the Yatch Club before, but loved the size of this home. The second bedroom has twin beds but also a roll away bed in the closet (even though we ended up not needing it). The rooms were very large! We had everything we needed for the beach available to us, but the beach cart does need an update (should be larger and needs replaced (if you are coming with a larger family than 2). Every other thing you could possibly use at the beach is there at your disposal. The swimming pool is directly beside the house, which was awesome! The beds were comfortable and it is quiet! Will return here! (We stayed here for 3 weeks)

Welcome to your vacation home
Very nice condo. It was exactly as advertised very clean and comfortable.. I enjoyed my time there

Tiki Themed Waterfront Condo on Tampa Bay
Chris was an excellent host and the place looks exactly like the photos. Great for cute pictures. The place was very clean and in a good location. We ubered everywhere and it wasn’t an issue.

Lovely 2 bedroom condo with pool & tennis courts
This is our second year staying in this complex. There are many walking trails that are a short drive, close to several beaches, restaurants and grocery stores.

2 bedroom condo with a pool on Boca Ciega Bay
The number one thing is that this has a beautiful view of the water out of the living room sliding glass door/window. The living room is large and comfortable. The beds are comfortable. The kitchen is functional to take care of yourself. The washer/dryer work well and have good capacity. Probably the only complaints are the parking is somewhat limited especially for a large SUV. The TV is not a "Smart" TV so I had to go out and buy a Roku to be able to watch shows. I never figured out how the cable worked. One can hear the road noise from the causeway, but surprisingly, it didn't keep anyone awake. Richard is easy to work with and responded fast to our numerous questions. I look forward to staying there again.

Lakeside Condo. Beaches, Restaurants, IMG nearby.
This was a great stay !! The location very convenient ! Very nice and place ! Has 2 bathrooms ! Access to the back yard with a nice pond view ! It has balls and games for the family to use ! And chairs to take to the beach ! Will be back ! Totally recommend !

Peaceful retreat, pool, hot tub, near Siesta Key!
Great place to stay! It was a very safe community with nice extras and was pretty close to the beaches. So nice to have the extra beach supplies to go shark tooth hunting at Caspersen Beach. The condo was clean and spacious.

Intracoastal | Indian Shores | Beach across street
Very cute and clean condo close enough to beach. Bed was extremely comfortable views from front/back were great. Had everything we needed for a sisters weekend. Loved all the beach equipment that was there to use.
Quick stats about condo rentals in Anna Maria
Total rentals
50 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Crescent Beach
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