Anna Maria Vacation Rentals

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Vacation Rentals in Anna Maria

Vibrant Island Home w/ Pool, 1 Block to Beach
Property grounds
Vibrant Island Home w/ Pool, 1 Block to Beach
9.6 out of 10, Exceptional, (28)
"Home close to beach and restaurants."
Vibrant Island Home w/ Pool, 1 Block to Beach
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
Aerial view
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
10.0 out of 10, Exceptional, (167)
"We loved the location. Very walkable to the pier, beach, restaurants/shopping. Bungalow is tucked away with great privacy."
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
Adorable luxury Resort Unit in a perfect location! Great Pool area!
Beach nearby
Adorable luxury Resort Unit in a perfect location! Great Pool area!
9.6 out of 10, Exceptional, (49)
"Nice unit, but a bit difficult without a washer and dryer in the unit and one can easily be put in in the closet of the main bedroom. We asked for more towels and were told they would be coming, but none were delivered. The kitchen was nicely equipped with what we needed and we liked the pool, outdoor patio, and proximity to the pier. Thank you for a lovely stay."
The price is CA $375
CA $905 total
includes taxes & fees
Jun 2 - Jun 3
Adorable luxury Resort Unit in a perfect location! Great Pool area!
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Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (159)
"This property checked off the boxes for a wonderful generational trip for the girls. It was clean, beach access was so private, and the deck furniture worked well for our needs. Baby gate was helpful. All equipment was working and the air conditioning unit was very good and kept us cool on the warmer days. Location was great! The pier was a close walk and instacart delivers to the address so no leaving for groceries!"
The price is CA $477
CA $1,119 total
includes taxes & fees
Jun 2 - Jun 3
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
Pool
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
10.0 out of 10, Exceptional, (179)
"This year two for us and we adore this villa whenever we visit AMI. It's a solid 5/5 across the board. With the boat dock, mornings are effortless; we wake up, get ready, hop on the boat and head straight to the beach or fishing spots. Giovanna, the host, is fantastic; communication with her is top-notch. The house easily accommodates our entire family. Looking forward to returning in the future!"
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
Shower, hair dryer, towels, soap
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
10.0 out of 10, Exceptional, (27)
"The place roomy, clean, well stocked. Perfect for our week at the beach. I do wish the screened porch was fully screened. There is a spiral staircase that goes to the pool from the screened porch and it allows mosquitoes to enter the area."
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
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
2nd House from the Beach with No Roads to Cross
On the beach
2nd House from the Beach with No Roads to Cross
10.0 out of 10, Exceptional, (156)
"Excellent stay. Beautiful clean property. Location is amazing. Fantastic communication with host Stephanie."
The price is CA $746
CA $1,285 total
includes taxes & fees
Jun 8 - Jun 9
2nd House from the Beach with No Roads to Cross
Charming house with private heated pool, lanai. Great location to beach & shops
Beach nearby, sun loungers, beach towels
Charming house with private heated pool, lanai. Great location to beach & shops
10.0 out of 10, Exceptional, (145)
"Your home was all that we needed and then some. It was a nice break to get away from the rainy cool weather in New York. We had a wedding to go to and it was from walking distance so that was a plus. Never been to the west side of Florida before let alone the island. Beautiful and breathtaking. Thanks again."
Charming house with private heated pool, lanai. Great location to beach & shops
Beach Bay Serenity: Pine Ave canal front pool home
A heated pool
Beach Bay Serenity: Pine Ave canal front pool home
10.0 out of 10, Exceptional, (21)
"Great location and great property! Looking forward to a future visit."
Beach Bay Serenity: Pine Ave canal front pool home
Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals
A heated pool
Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals
9.2 out of 10, Wonderful, (39)
"Surreal Soulshine! We had the pleasure of staying at Soulshine for the month of February. This was our first time coming to AMI and won’t be our last. Everything from booking to check in was flawless. The location was perfect, a short walk to the gulf, bay, shopping and dining. The house was well appointed with everything we needed to make this house a home. The views from every deck were fabulous and the outdoor entertainment area was a bonus. Can’t wait to return to our new found paradise!"
Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Beach nearby, sun loungers, beach towels
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
9.8 out of 10, Exceptional, (64)
"This was our third stay at Boathouse Cottage and it never disappoints. Stocked with everything you need for your stay. Short stroll to the beach. We love the private pool. The pool is in the sun all day. A lot of the rentals have shaded pool areas which is not what I want coming from the north! We have already booked again for next year, we can’t wait!"
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Private Home 1 Block to Beach with Pool and Hot Tub!
Fridge, microwave, oven, stovetop
Private Home 1 Block to Beach with Pool and Hot Tub!
9.8 out of 10, Exceptional, (33)
"Great home with everything needed for the beach, great location and communication with property management."
The price is CA $709
CA $1,589 total
includes taxes & fees
Jun 7 - Jun 8
Private Home 1 Block to Beach with Pool and Hot Tub!
Blue Lagoon North by SeaBreeze Vacation
Beach nearby
Blue Lagoon North by SeaBreeze Vacation
9.8 out of 10, Exceptional, (24)
"Very nice and clean. Fully equipped with beach cart and umbrellas"
Blue Lagoon North by SeaBreeze Vacation
Budget-friendly beach condo with pool access, washer/dryer, WiFi & full kitchen
Beach
Budget-friendly beach condo with pool access, washer/dryer, WiFi & full kitchen
8.8 out of 10, Excellent, (28)
"Great location about 5 min drive to north Anna Maria beach or 10 min walk to the bay side for beach. Loved getting to walk to several local restaurants and would definitely recommend trying Ginny’s and Jane E’s for pastries and coffee."
The price is CA $240
CA $648 total
includes taxes & fees
Jun 5 - Jun 6
Budget-friendly beach condo with pool access, washer/dryer, WiFi & full kitchen
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
Beach nearby, sun loungers, beach towels
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
10.0 out of 10, Exceptional, (104)
"Excellent location on the island with an exceptional room."
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
Lazy Lagoon: On Canal, Pool, Boat Dock, 2 blocks to Beach by Anna Maria Life Vacation Rentals
Fridge, microwave, oven, stovetop
Lazy Lagoon: On Canal, Pool, Boat Dock, 2 blocks to Beach by Anna Maria Life Vacation Rentals
9.8 out of 10, Exceptional, (30)
"I stayed here with my husband, 2 kids (5 & 3 years old) along with my sister, her husband and their 2 kids (12 & 10 years old) and it was absolutely perfect! The property was so clean and well maintained. The addition of the beach chairs, beach cart, towels, and toys that were available for us to use were also really amazing when going to the beach or staying at the pool for the day. Everything the house offered made our week (and first visit to Anna Maria!) that much more enjoyable and...
Lazy Lagoon: On Canal, Pool, Boat Dock, 2 blocks to Beach by Anna Maria Life Vacation Rentals
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Beach nearby, sun loungers
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
10.0 out of 10, Exceptional, (12)
"Our short stay was excellent!! So clean with friendly people. Also so close to the beach. Everything was wonderful!"
The price is CA $271
CA $697 total
includes taxes & fees
Jun 3 - Jun 4
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Spacious, Desirable North-End Gem on Canal w/ Dock & Heated Pool
Beach nearby, sun loungers, beach towels
Spacious, Desirable North-End Gem on Canal w/ Dock & Heated Pool
9.8 out of 10, Exceptional, (99)
"We had such a relaxing week. The pool was nice and warm. The house was comfy and well equipped. Nice neighborhood close to everything you could need."
Spacious, Desirable North-End Gem on Canal w/ Dock & Heated Pool
Amie House Chef’s kitchen, 2 King suites walk to beach/Stunning Pool
Fridge, microwave, oven, stovetop
Amie House Chef’s kitchen, 2 King suites walk to beach/Stunning Pool
10.0 out of 10, Exceptional, (75)
"A wonderful stay at a high quality house. Great amenities and quality furnishings throughout. Also a fantastic location. Would highly recommend."
Amie House Chef’s kitchen, 2 King suites walk to beach/Stunning Pool
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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.

Anna Maria Vacation Rental Travel Info

Number of vacation rentals
1,579
Popular accommodation
Anna Maria private vacation homes
Known landmarks
Coquina Beach, Anna Maria Beach and Brandenton Beach
International airports
Tampa, FL (TPA-Tampa Intl.) and Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)

Other types of properties in Anna Maria you may be interested in

Vibrant Island Home w/ Pool, 1 Block to Beach
Property grounds
Vibrant Island Home w/ Pool, 1 Block to Beach
9.6 out of 10, Exceptional, (28)
"Home close to beach and restaurants."
Vibrant Island Home w/ Pool, 1 Block to Beach
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
Aerial view
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
10.0 out of 10, Exceptional, (167)
"We loved the location. Very walkable to the pier, beach, restaurants/shopping. Bungalow is tucked away with great privacy."
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
Adorable luxury Resort Unit in a perfect location! Great Pool area!
Beach nearby
Adorable luxury Resort Unit in a perfect location! Great Pool area!
9.6 out of 10, Exceptional, (49)
"Nice unit, but a bit difficult without a washer and dryer in the unit and one can easily be put in in the closet of the main bedroom. We asked for more towels and were told they would be coming, but none were delivered. The kitchen was nicely equipped with what we needed and we liked the pool, outdoor patio, and proximity to the pier. Thank you for a lovely stay."
The price is CA $375
CA $905 total
includes taxes & fees
Jun 2 - Jun 3
Adorable luxury Resort Unit in a perfect location! Great Pool area!
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.

Everything you need to know about Anna Maria vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Anna Maria vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna Maria vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria vacation rentals we have selected for you start as low as CA $240 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anna Maria rentals

At Expedia, we put the best Anna Maria vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Anna Maria rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Anna Maria?

Yes, we give you a choice of vacation rentals close to top points of interest in Anna Maria, or you can go with a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Anna Maria. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best vacation rentals that Anna Maria has to offer?

Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog: Visitors give good reviews to this Anna Maria vacation home rental, which is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a spa tub. Other favorite homes for rent in Anna Maria are Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay and Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart.

How many vacation rentals are there in Anna Maria?

With 841 Expedia vacation rentals, you're sure to find just the right place for your Anna Maria stay.

What can I see and do in Anna Maria?

Cultural attractions include Anna Maria Island Museum and Historical Park and Island Players, whereas Anna Maria Beach and Bradenton Beach are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places like Fort De Soto Park and Lido Beach.

What are vacation rentals like in Anna Maria?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Anna Maria. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.

Recent reviews of Anna Maria properties
Expedia verified reviews

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

5/5 Excellent
Awesome little place!
"Our short stay was excellent!! So clean with friendly people. Also so close to the beach. Everything was wonderful!"
A verified traveller stayed at Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Posted 2 days ago
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes