Holiday Homes in Anna Maria Island

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Featured Holiday Homes in Anna Maria Island and around

2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

9.2 out of 10, Wonderful, (19)
"very nice rental, had a great weekend"
2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

2nd-floor duplex near beach with heated pool, balcony, grill, W/D

9.0 out of 10, Wonderful, (11)
"The condo was the perfect size for our little friend group. We enjoyed our stay. The location was perfect and was a short 2-3 minute walk to the beach. The condo does need some updating but overall it was cute and just what we needed for our short stay."
2nd-floor duplex near beach with heated pool, balcony, grill, W/D

Bradenton Beach Escape: Steps to Ocean + Bay!

9.8 out of 10, Exceptional, (34)
"We love this beach-to-bay location. Great kitchen, huge TV, nice deck for relaxing with family, short walk to beach and just steps to bay. This was our second stay in his home. We love it! Thank you! :)"
Bradenton Beach Escape: Steps to Ocean + Bay!

Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

9.8 out of 10, Exceptional, (6)
"Perfect spot within walking distance to Bridge Street. Definitely will stay here again!"
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (162)
"Great condo with a quick walk to the beach and a beautiful view of the sunset. Condo was clean with the exception of ceilings fans & coffee maker. Also we could very clearly hear conversations in the condo next to us when we were in the living room area. Communication with owner was great. Very responsive and friendly! Would stay here again."
The price is €320
includes taxes & fees
23 Dec - 24 Dec
Anna Maria Beach Condo 1/1

Coastal Bradenton Beach Abode w/ Bay Views!

10.0 out of 10, Exceptional, (21)
"We very much enjoyed our stay at the condo. Everything was very clean. We appreciated the beach chairs and umbrellas that were available to use. We had thought the listing said that all bath amenities were available, but there was no shampoo. Probably just a mis-read on our part, but be sure to bring your own. Otherwise a great location and space. "
Coastal Bradenton Beach Abode w/ Bay Views!

༄ Coastal Cove on Anna Maria Island ༄

10.0 out of 10, Exceptional, (5)
"The house was fantastic and exactly as listed . We’ll equipped and tastefully decorated . Pool and spa great. Proximity to the beach and bars very handy. The roof deck was a regular sunset spot for drinks. Well worth a visit. Thank you "
༄ Coastal Cove on Anna Maria Island ༄

Tropical luxury beach home with heated pool

10.0 out of 10, Exceptional, (28)
"The house was fabulous. Just wish check email or text we never got. Finally went over at 4. Directions for check! We didn’t know where to put dirty laundry. Were we supposed to strip beds? We did what we thought was best. Hopefully it was ok. "
Tropical luxury beach home with heated pool

Beach Life: Gulf front Florida Cottage with gorgeous views!

9.6 out of 10, Exceptional, (4)
"Great for our family of four. Got to see dolphins from the deck and manatees swimming by us, right in front of the house."
Beach Life: Gulf front Florida Cottage with gorgeous views!

Canal front with Dock and Pool -Honeywood House

9.2 out of 10, Wonderful, (9)
"We enjoyed our stay. The pool alarms were a bit cumbersome. We didn't need them. The kitchen is not open to the living space. The mattresses need to be changed, especially in the twin/trundle. Otherwise, it was very peaceful, and we enjoyed access to the canal and lounging in the pool!! "
Canal front with Dock and Pool -Honeywood House

Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

9.8 out of 10, Exceptional, (77)
"The property was as listed with all the amenities. It was nice to have the beach chairs. , umbrella which we util I zed. The"
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

Multi family beach house! 9 bedrooms, pool with waterslide + rooftop deck

9.8 out of 10, Exceptional, (59)
"This was the perfect property for our large group in town for a lacrosse tournament. Plenty of bedrooms and bathrooms as well as kitchen and living space to accommodate all 19 of us. Just a very short walk to the beach, and a pool and hot tub to enjoy at the property. The checkin and checkout process was quick and simple, and we had excellent communication with the property management company before and during our stay. We had a couple questions that were addressed very promptly. We’d...
Multi family beach house! 9 bedrooms, pool with waterslide + rooftop deck

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.0 out of 10, Wonderful, (19)
"We loved our stay here. The location was really convenient, just a short walk to the closest beach, we avoided having to find parking and pay for it, which seems dificult to find and expensive. The closest area of the beach was not a busy as other areas which was great. The appartment is located in the middle section of the island so anything is within 10-15 min ride. Grosery shipping and pharmacy are just a few min away. The apartment was as advertised, very spacious and with a lot of light,...
Beachwalker Apartment: Duplex within 100 steps to the sand.

Gulf to Bay Community, Private Beach Access & Endless Amenities

Gulf to Bay Community, Private Beach Access & Endless Amenities

Waterfront home with beautiful views

8.8 out of 10, Excellent, (23)
"Great location. Property smelled like cat urine but we understand that this is a pet friendly location. We bought new plugins to manage the smell. A few ants in the kitchen but mostly clean. Shower curtain needs to be replaced in guest bathroom (moldy). The lock was tricky but we replaced the batteries after calling help desk. Overall, we would recommend to others."
Waterfront home with beautiful views

The TipSea Turtle managed by Beach Retreats

10.0 out of 10, Exceptional, (15)
"A few of us missed connecting flights thanks to “ Tropical storm/ Hurricane Debby” but once we arrived it made all the travel stress worth it. Beautiful home, kids loved the pool and the beach was amazing. This might be our new annual family destination. "
The TipSea Turtle managed by Beach Retreats

For Shore: Steps to beach, partial Gulf views, heated pool!

9.2 out of 10, Wonderful, (49)
"Loved the house. Location was perfect. Plenty of space for family of 11. Outdoor space was fantastic. Communication was spot on. Can't wait to stay again."
For Shore: Steps to beach, partial Gulf views, heated pool!

Beach views, Pool and Spa, Golf Cart, beach Bikes! Luxury vacation home on AMI

10.0 out of 10, Exceptional, (1)
"This rental is incredible! So close to the beach we could walk over in just a few minutes. My family must have been one of the first guests to stay, the home is spotlessly clean, new, fresh, and beautifully decorated. You can tell the owner thought of everything a guest may need during a week's stay. The kitchen was stocked with pots & pans and had brand-new appliances, the bedrooms were soft and cozy, and oh my, the bathrooms were an absolute luxury experience. We traveled with a large group of...
Beach views, Pool and Spa, Golf Cart, beach Bikes! Luxury vacation home on AMI

AMI Retreat: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals

8.8 out of 10, Excellent, (28)
"We picked this home because it had many things for kids to do,was assured by asking many times if the pool was going to be working by email we were told the pool was going to be working for our stay nov23-dec5 pool was not in working order,very cloudy asked if it was safe to swim in was told yes pump was not working had someone out to fix that daily heater was not working had been replaced 5 days into our stay,4 of the people got chemical burns from the water,I would of rather them tell me I’m...
AMI Retreat: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals

Sharks Eye- Original island cottage on historic Pine Ave.

9.8 out of 10, Exceptional, (21)
"I would love to live there! "
Sharks Eye- Original island cottage on historic Pine Ave.
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.
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Other property types in Anna Maria Island

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (178)
"Love the place, near a beautiful beach, staff friendly and accommodating, best beds and linens ever! I did not want to leave! Thank you! "
The price is €548
includes taxes & fees
2 Jan - 3 Jan 2025
Anna Maria Beach Resort

Anna Maria Sunsets - studio

9.4 out of 10, Exceptional, (204)
"Thank you, we had a great time"
The price is €247
includes taxes & fees
3 Jan - 4 Jan 2025
Anna Maria Sunsets - studio

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!
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.