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Top Holiday Rentals in Anna Maria

Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (156)
"Stunning location with plenty of space. We truly enjoyed our time."
The price is £618
per night
9 May - 10 May
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Beach nearby, sun-loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
10.0 out of 10, Exceptional, (229)
"It was beautiful decorated & clean"
Charming cottage in quiet area, close to beach & 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, (62)
"Great Property, Perfect location! Pool and backyard are one of the nicest we’ve encountered on AMI. Walkable to every thing. Bean Point access at the end of the street. Rod & Reel Pier is very close by. Extremely well stocked. It could use a few extra bath towels (only 4 provided for 4 people). Would definitely stay again."
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
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Beach towels
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...
9.6 out of 10, Exceptional, (33)
"Property was adorable, clean and well stocked. Beds were comfortable, living room was great, there is a back yard table and grill. Our only issue was an unlit parking area. We did not have a vehicle and it was very dark in that area for walking thru after dark to get to our place. Several great places within a short walking distance. VRBO was great to deal with for planning our long weekend girls get-a-way for 3 generations."
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...
Beach nearby, sun-loungers, beach towels
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
10.0 out of 10, Exceptional, (139)
"Great place & location - 5 minute walk to beach, quiet & well equipped. Can’t wait to come back! "
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
Aerial view
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
10.0 out of 10, Exceptional, (102)
"Amazing property, amazing location We’ll be back!"
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Pool | Outdoor pool, a heated pool
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
10.0 out of 10, Exceptional, (178)
"This property was spectacular! Very clean and well equipped for my family to have a comfortable and enjoyable vacation. We rented a boat and kept it on the dock for a couple days. We appreciated all the amenities the owner had available at the house (coolers, beach chairs, pool toys, etc.). Our family likes to cook in and the kitchen was well equipped and we especially appreciated the gas grill!! Host was an excellent communicator. We hope to be back!!"
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
A heated pool
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
9.8 out of 10, Exceptional, (98)
"Everything was great, clean and in good working order. The location is great."
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
Property grounds
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
9.6 out of 10, Exceptional, (80)
"Easy walk to the pier for evening music and our favorite restaurant The Waterfront, great place for a couple to enjoy the sun, pool and restaurants on the north end without breaking the bank."
The price is £417
per night
2 Jun - 3 Jun
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Beach
Bay Breeze Cottages #1 (The Mahi-Mahi)
9.8 out of 10, Exceptional, (69)
"Great location, service, and accommodations."
Bay Breeze Cottages #1 (The Mahi-Mahi)
A heated pool
Rose Quartz: Discover Bliss! A Family Retreat with Heated Pool & Hot Tub
9.6 out of 10, Exceptional, (26)
"Clean and great location! The pool is also a nice amenity. We had a great time in AMI."
Rose Quartz: Discover Bliss! A Family Retreat with Heated Pool & Hot Tub
Property grounds
Eclectic North end AMI home with Private pool on Canal!
9.4 out of 10, Exceptional, (13)
"The Crazy Mermaid has a fantastic North End AMI location. Everything was great, except the kitchen cookware, utensils and glassware are very used/beat up - definitely need to be replaced with fresh kitchenware."
Eclectic North end AMI home with Private pool on Canal!
Beach towels
CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley,...
9.0 out of 10, Wonderful, (37)
"We loved the location! Short walk to the beach & the rod & reel pier. Nice backyard & pool for hanging out. Management was very responsive to a few minor issues! Really enjoyed our stay here!"
CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley,...
Property grounds
Waterfront home with beautiful views
9.4 out of 10, Exceptional, (18)
"Lovely stay would recommend to others"
The price is £562
per night
22 May - 23 May
Waterfront home with beautiful views
Beach nearby, sun-loungers, beach towels
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
9.8 out of 10, Exceptional, (66)
"House is exactly as described. Great little cottage in the perfect location close to beach, restaurants, shopping and amenities. Great value! Home owners were accommodating and easy to get in touch with. Loved our stay!!"
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
Outdoor pool, a heated pool
Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!
9.6 out of 10, Exceptional, (63)
"This property was truly amazing for anyone that is looking for a wonderful cottage experience with the charm of the island. Myself and three sisters celebrated a big milestone in our lives and it was amazing to have such a comfort knowing that the process was easy to get in & enjoy. the pool was warm the hot tub was hot the only item that we had problem with was the Internet which was not necessarily the fault of the rental unit itself. it was so unbelievably convenient and so much fun! If I...
Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!
On the beach
2nd House from the Beach with No Roads to Cross
10.0 out of 10, Exceptional, (152)
"Perfect place,Perfect location! We will be back . Loved everything"
2nd House from the Beach with No Roads to Cross
Beach nearby, sun-loungers, beach towels
Bean Point Gem awaits your stay!
9.6 out of 10, Exceptional, (167)
"We thoroughly enjoyed our stay and would book again in a heartbeat. The location is amazing, property was clean and well stocked. Our family loved it!"
Bean Point Gem awaits your stay!
Exterior
Sea Spray 5: *Heated Pool *Steps to beach *Close to shops and dining
10.0 out of 10, Exceptional, (10)
"This home was super clean, was a great fit for our family of 5, the pool area was very nice, and the beach super close. We loved it!"
Sea Spray 5: *Heated Pool *Steps to beach *Close to shops and dining
Beach nearby
Bean Point Unit A by SeaBreeze Vacation
Bean Point Unit A by SeaBreeze Vacation
Don't see what you're looking for?
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 Holiday Rental Travel Info

Number of holiday rentals
1,579
Popular accommodation
Anna Maria private holiday 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

Property grounds
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (156)
"Stunning location with plenty of space. We truly enjoyed our time."
The price is £618
per night
9 May - 10 May
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Beach nearby, sun-loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
10.0 out of 10, Exceptional, (229)
"It was beautiful decorated & clean"
Charming cottage in quiet area, close to beach & 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, (62)
"Great Property, Perfect location! Pool and backyard are one of the nicest we’ve encountered on AMI. Walkable to every thing. Bean Point access at the end of the street. Rod & Reel Pier is very close by. Extremely well stocked. It could use a few extra bath towels (only 4 provided for 4 people). Would definitely stay again."
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Anna Maria holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria holiday rentals we have selected for you start as low as £417 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 holiday 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 holiday.

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 holiday rental in Anna Maria?

Yes, there are holiday rentals close to the most popular sights in Anna Maria, or you can select 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 holiday rentals that Anna Maria has to offer?

Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog: This highly rated holiday home rental in Anna Maria is located on the beach, and has a balcony, a selection of games and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Other favourite 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 holiday rentals are there in Anna Maria?

With 841 Expedia holiday rentals, you're guaranteed 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 such as Fort De Soto Park and Lido Beach.

What are holiday rentals like in Anna Maria?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anna Maria. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.

Recent reviews of Anna Maria properties
Expedia verified reviews

Eclectic North end AMI home with Private pool on Canal!

Eclectic North end AMI home with Private pool on Canal!

5/5 Excellent
Great location!
"The Crazy Mermaid has a fantastic North End AMI location. Everything was great, except the kitchen cookware, utensils and glassware are very used/beat up - definitely need to be replaced with fresh kitchenware."
A verified traveller stayed at Eclectic North end AMI home with Private pool on Canal!
Posted 2 days ago
Eclectic North end AMI home with Private pool on Canal!