
Condo holiday 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.

BEAUTIFUL Condo w/Balcony ON THE BEACH
My family and I stayed here recently and absolutely loved the place and the location. We had to book it last minute after our other Airbnb cancelled 2 days before the trip. Joyce was very helpful and kind which was a relief after booking it such short notice. It’s right on the beach and the condo was super spacious, clean, and homey. We had easy access through her thorough and well communicated instructions. Absolutely no complaints. We hope to come back to the area and would stay with Joyce again! Very

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
Great 3 Bedroom Condo! Loved the location! Clearwater Beach is a beautiful beach!

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 the best girls’ trip (3 generations) this past week at Ocean Club! Our 4th story condo was PRISTINE! The amenities were perfect and the little extra touches were appreciated. The staff checked in on us through text several times and answered questions promptly. The daily towel service was a great feature with so many showers after beach & pool days. One thing that set Ocean Club apart from other condos we’ve stayed in was the checkout process. “Leave your keys on the counter and enjoy your morning!” They truly want you to enjoy every single minute of your visit and that made our morning so much more relaxing! We can’t wait to visit again!

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!

Luxury Condo in River Strand Golf & Country Club
Loved this place! Exactly how it was advertised. It was easy to find and access was a breeze. It worked out great for us. It is only a few miles from our kids and grandkids. Restaurants and shopping is unlimited in this area. Close to everything that you could want. Hope to come here again a few times a year.

Tropical Paradise Destination
Great apartment, right across the street from a beautiful beach. Ocean views from the dinning room and from the balcony. Comfortable beds, well stocked kitchen. Robin was very responsive and kindly accommodated our request for the early check-in.
Pet-friendly condo rentals

John's Pass/ Madeira Beach -2Bed / 2Bath
Sitting on the back patio was our favorite spot to relax. It was fun to watch the boats and we even seen dolphins come up in there. It was a great location to walk to the beach and to the pier. Great little spot to get away and enjoy. I would for sure go back.

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.

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
Great stay! So clean & comfortable! This place had everything we needed and great views!

Harborview Oasis in Clearwater Beach
Such a beautiful condo! We loved watching the dolphins right off the balcony! We paid for a dolphin tour and our kids said watching at the condo was better! The condo is beautiful and the owners are very responsive! Would stay again!

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

2-Bedroom Beachside Condo on Redington Beach!
We had a wonderful time in a beautiful area. There were only two of us but it was large enough for a family of 4 to 6 very comfortably. We did not cook but the kitchen is equipped for everything you would need to prepare meals for sure. The pool was warm as I dipped in my toe to check it. You can walk through the pool area directly onto a private path directly to the beach. There was a blanket and beach towels setting for us. The forecast was for rain but God blessed us with 2 beautiful sunny days. 😍

Innisbrook Resort 2-3 bedroom, Ground Level
Patti's place was Awesome! It was very clean, a lot larger than we imagined. The back patio area is so peaceful, and our favorite hang out. We are already talking about coming back next year, just want to stay longer. Thanks again Patti for being a great hostess.
Condo rentals with a pool

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
Words and pictures cannot explain how awesome the tiki theme is at this place. Floor to ceiling every inch is well thought out and fits the fun theme for a stay in Tampa. Chris was very responsive and informative of the entire experience from check in to check out. I would definitely seek to stay here again if ever in the area!

1 block from beach + pool - Cayman Cay #102
This place was PERFECT! Beautifully decorated to match the beach aesthetic. Literally a one minute walk to the beach! I loved that the place had plenty of towels (both bath and beach), every kitchen utensil and cooking dish you could think of. (We travelled with a teen, a 6 year old and a 10 month old for a week so we cooked a lot.) There was plenty of bedding to use (we enjoyed being able to bring the kids out to the living room and use the pull out sofa for a family movie/game night). There were board games there to use and the biggest plus was the owner was nice enough to allow us to use the accessories he had for the beach at no additional charge. (Beach wagon, chairs, umbrellas, toys, floats). WiFi worked great. AC worked great. Communication was seamless! Told my spouse I couldn’t wait to go back again. Russell and Cindy were incredible to work with. Highly recommend!

Lovely 2 bedroom condo with pool & tennis courts
This condo was even cuter in person than it was in the photos. It was super clean, safe, spacious, had a gorgeous screened in balcony that looked out over the pool, and was centrally located really close to groceries, restaurants, multiple beaches, and more. We stayed here as a family of 4 and the kids had their own room and bathroom and we had a master with en suite. I saw another review that said there is a little noise from the busy road outside but you really only notice it if you're trying to sleep with the windows open. We originally booked a hotel that ended up being awful so I found this place last minute and they were able to get us in the very next morning. They let us check in early since we were kind of stranded, and walking in was like a breath of fresh air. Highly recommend this place for 2-4 people!

Shorewalk upgraded condo upstairs unit 4415
Enjoyed our stay. Very quiet location and convenient to everything

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!
Everything was wonderful and we had a great stay. The kids especially loved how the couch reclined! Thank you!
Quick stats about condo rentals in Anna Maria
Total rentals
30 properties
Nightly prices starting at
$174 AUD before taxes and fees
Total number of reviews
720 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- ZooTampa at Lowry Park
- Manasota Key Beach
- Jannus Live
- Myakka River State Park
- Clearwater Marine Aquarium
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Van Wezel Performing Arts Hall
- Adventure Island