Search Vacation Homes in Anna Maria

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Compare 772 Vacation Homes in Anna Maria with updated reviews, rates, and availability.

New! Luxury Waterfront Views w/Private Heated Pool/Spa & Cabana Bar Sleeps 16
Luxury Pool and Spa Setting which seats 16. This is a Luxury Duplex Home we only rent as 1.
New! Luxury Waterfront Views w/Private Heated Pool/Spa & Cabana Bar Sleeps 16
3.0 star property
New! Luxury Waterfront Views w/Private Heated Pool/Spa & Cabana Bar Sleeps 16
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Terrace/patio
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
9.8 out of 10, Exceptional, (76)
"This cottage is very well located. 2 blocks from the ocean. It has a pool and is in a quiet area. If you rent this cottage you wont be disappointed. My wife and I will rent it in the future that’s how nice it is. "
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
8.0 out of 10, Very Good, (67)
"Overall this worked great for us. About 2 blocks from the gulf coast. Fishing access on an inlet behind the house and pool was great for us and kids. Out of the way for major island traffic but close enough to the coast to walk and enjoy it"
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Dog-friendly house w/ heated private lagoon pool - two blocks from the beach
Dog-friendly house w/ heated private lagoon pool - two blocks from the beach
9.0 out of 10, Wonderful, (84)
"Location is everything! Just minutes from the beach! The house was immaculate and customer service top notch. Completely fenced in backyard was perfect for our pups. Pool was refreshing after a day at the beach and the tall palms provided privacy from the homes next door."
Dog-friendly house w/ heated private lagoon pool - two blocks from the beach
Near Bean Point!! Short stays available! Heated Pool
Southern Breeze 3 by Anna Maria Vacations
Near Bean Point!! Short stays available! Heated Pool
9.4 out of 10, Exceptional, (38)
"Great location, walking distance to beach. Quiet and relaxing. "
Near Bean Point!! Short stays available! Heated Pool
Sole Acqua: Luxury canal front home with pool, short walk to the Gulf!
Sole Acqua: Luxury canal front home with pool, short walk to the Gulf!
10.0 out of 10, Exceptional, (1)
Sole Acqua: Luxury canal front home with pool, short walk to the Gulf!
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Private Pool and Spa for the Front Cottage
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
9.8 out of 10, Exceptional, (68)
"We stopped in Anna Maria Island for three days on our road trip visiting Florida beaches. We loved Anna Maria Island. The Naut 2 Shabby Cottage was the perfect location for exploring the island. We loved the quaint charm of the cottage. "
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Mermaid Cove: Updated Forida Cottage w/pool, hot tub
Pool
Mermaid Cove: Updated Forida Cottage w/pool, hot tub
9.8 out of 10, Exceptional, (29)
"House was nice, but floors were dirty and grill broke. The rental company came out and repaired the grill once we informed them of the issue. "
Mermaid Cove: Updated Forida Cottage w/pool, hot tub
Golf Cart, Bimini Cove by SeaBreeze Vacation
Living Room
Golf Cart, Bimini Cove by SeaBreeze Vacation
9.8 out of 10, Exceptional, (22)
"What a wonderful trip! Great house with all the amenities a family needs."
Golf Cart, Bimini Cove by SeaBreeze Vacation
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Welcome to OHasis Getaway!
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
10.0 out of 10, Exceptional, (130)
"Our family loved this property for our recent trip to Anna Maria. Katy is an awesome host and the property has everything you need!"
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Canal front with Dock and Pool -Honeywood House
Honeywood House - AMI Accommodations
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
Thanksgiving dinner included: 15lb Turkey/Sweet Potato Mash/Pumpkin Pie
Thanksgiving dinner included: 15lb Turkey/Sweet Potato Mash/Pumpkin Pie
9.8 out of 10, Exceptional, (10)
"Had a great stay , fantastic property. Loved the backyard with the pool. Will stay there again."
Thanksgiving dinner included: 15lb Turkey/Sweet Potato Mash/Pumpkin Pie
Pelican Lagoon: *Heated Pool *Canal-front *Dock *Steps to Beach
Pelican Lagoon: *Heated Pool *Canal-front *Dock *Steps to Beach
2.5 star property
10.0 out of 10, Exceptional, (1)
Pelican Lagoon: *Heated Pool *Canal-front *Dock *Steps to Beach
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Private sparkling pool
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
10.0 out of 10, Exceptional, (15)
"The property was just as described. Location was great, walking distance to the beautiful beach. Loved the high ceilings in the unit. Only recommendation I would make is to put lights on the front deck as we would’ve love to stay out however it was too dark. Great place to stay to enjoy Anna Maria Island."
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Stunning 5 bedroom Luxury home, Pool and Spa, beach VIEWS!
Coastal Queen - AMI Locals
Stunning 5 bedroom Luxury home, Pool and Spa, beach VIEWS!
9.6 out of 10, Exceptional, (41)
"We had a great time at the property. First time we’ve stayed in Anna Maria but it won’t be the last. Great time had by all of us. Thanks for the memories 😎"
Stunning 5 bedroom Luxury home, Pool and Spa, beach VIEWS!
Waterfront home with beautiful views
Waterfront Deck, Outdoor Grill
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
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
Once Upon A Tide managed by Beach Retreats
Once Upon A Tide managed by Beach Retreats
10.0 out of 10, Exceptional, (6)
"We had a two family stay at this home and it was very well stocked with kitchen items and beach accessories. Pool was wonderful and great location on the island!"
Once Upon A Tide managed by Beach Retreats
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
9.6 out of 10, Exceptional, (15)
"Very nice walkable neighborhood. Walk to beach and restaurants. "
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
Canal-front home with private dock, covered lanai with heated pool and grill
Canal-front home with private dock, covered lanai with heated pool and grill
9.2 out of 10, Wonderful, (71)
"I have beer coming to AMI for many years and love staying in the North end. This house is near everything we love about the area. Walking distance to the beach and short car ride or bike ride to AMI pier, Rod and Reel and all the great shops on Pine St. Pool area was great and my grandchildren spent most of their time out there. Also loved being g on the canal. Great getaway"
Canal-front home with private dock, covered lanai with heated pool and grill
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

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Bay Vista at Bayside Bungalows by AMI Locals
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
9.6 out of 10, Exceptional, (89)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
The price is SAR 1,539
SAR 3,622 total
includes taxes & fees
3 Dec - 4 Dec
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Canal front with Dock and Pool -Honeywood House
Honeywood House - AMI Accommodations
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
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Private Pool and Spa for the Front Cottage
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
9.8 out of 10, Exceptional, (68)
"We stopped in Anna Maria Island for three days on our road trip visiting Florida beaches. We loved Anna Maria Island. The Naut 2 Shabby Cottage was the perfect location for exploring the island. We loved the quaint charm of the cottage. "
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
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.