Anna Maria Vacation Rentals

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Vacation Rentals in Anna Maria

Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (158)
"The location and views were incredible! It was so great being right on the beach and it was easy to walk everywhere. Unfortunately the house is a little tired, the refrigerator should be replaced as the door doesn’t close well, the shower head in the primary bathroom should be replaced and the pillows/mattresses need updating. Again, the location and views are stunning and we had the best time playing on the beach and in the water all day, but for the expensive cost per night, we were...
The price is CA $480
CA $1,127 total
includes taxes & fees
Jun 12 - Jun 13
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, (233)
"This charming 2 bed, 1 bath cottage is in the perfect location. It is in walking distance to coffee shops, breakfast spots and dinner restaurants. Close to the beach one direction and city pier the other. It is well stocked with all you would need and exceptionally clean. The screened porch in back with solar lighting in the back yard is ideal for your evening glass of wine! Definitely recommend!"
Charming cottage in quiet area, close to beach & bay.
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
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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
Shower, hair dryer, towels, soap
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
10.0 out of 10, Exceptional, (25)
"It was a perfect stay at coral cove! Gorgeous home with everything you need for a day at the beach. The short walk to the shore was perfect for us. We loved being able to take a beach break in the afternoon and spend some time in the pool then go back for the sunset. We love staying on the north end, and we will be back!"
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
Beach nearby
Lake La Vista Beach House
9.2 out of 10, Wonderful, (20)
"We loved this property, would book with SATO again :)"
Lake La Vista Beach House
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
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
Beach nearby, sun loungers, beach towels
Bean Point Gem awaits your stay!
9.6 out of 10, Exceptional, (169)
"We came to check this island because it was recommended to us and it was as good as described. The house was very clean and comfortable and Simon and Karen were very diligent. Totally recommend this house. One block from the beach entrance and very close to a couple of very picturesque piers with good restaurants around."
Bean Point Gem awaits your stay!
Beach nearby
Going Coastal by SeaBreeze Vacation
10.0 out of 10, Exceptional, (18)
"Nice intimate place: cozy; perfect for couple, or small family. Easy walk to the Gulf! Nicely situated. Would come again."
Going Coastal by SeaBreeze Vacation
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
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 $216
CA $616 total
includes taxes & fees
May 29 - May 30
Budget-friendly beach condo with pool access, washer/dryer, WiFi & full kitchen
Property grounds
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
10.0 out of 10, Exceptional, (8)
"Very roomy rental with multiple amenities right in the heart of it all!"
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
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
Exterior
BEAUTIFUL DIRECT BAY FRONT, Steps to Village, FREE WiFi/Trolley, Dog*(See...
9.6 out of 10, Exceptional, (25)
"Fabulous panoramic view! Great layout."
BEAUTIFUL DIRECT BAY FRONT, Steps to Village, FREE WiFi/Trolley, Dog*(See...
Fridge, microwave, oven, stovetop
Near Bean Point!! Short stays available! Heated Pool
9.4 out of 10, Exceptional, (33)
"Property was very comfortable and clean - we enjoyed our stay even thought the pool was closed for resurfacing they gave us access to a beach resort with a pool - a great compromise. Had some electrical issues that were corrected very quickly at no inconvenience to us."
Near Bean Point!! Short stays available! Heated Pool
Beach towels
Endless Summer- On Pine Ave, steps to beach & pier w/ water view & dock
10.0 out of 10, Exceptional, (20)
"We had a delightful stay enjoying easy access to both sunrises and sunsets as well as long walks on the beach. Just sitting on the couch looking at out on the canal is quite a view. We travel a lot and this was one of the best appointed places we’ve stayed. They have thought of everything!"
Endless Summer- On Pine Ave, steps to beach & pier w/ water view & dock
Beach nearby
Northend Anna Maria Island. Private Heated Pool
8.6 out of 10, Excellent, (24)
"House was perfect for our family and it was in a great location for the kids to ride bikes and go To the pier or the beach."
Northend Anna Maria Island. Private Heated Pool
Outdoor dining
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
10.0 out of 10, Exceptional, (13)
"Amazing location with a beautiful view and right on the beach. Walking distance to the Sandbar restaurant, Bean Point, pine st and the city pier. The house itself was pristine-clean and so beautiful. They also had great communication with us."
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
Pool
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
10.0 out of 10, Exceptional, (97)
"This was our 2nd year staying at Rum Cove and we would definitely book this house again. The property managers were very responsive to one minor issue that we had on check in. The house is in walking distance to the beach, the pier and many restaurants and shops."
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
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 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

Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (158)
"The location and views were incredible! It was so great being right on the beach and it was easy to walk everywhere. Unfortunately the house is a little tired, the refrigerator should be replaced as the door doesn’t close well, the shower head in the primary bathroom should be replaced and the pillows/mattresses need updating. Again, the location and views are stunning and we had the best time playing on the beach and in the water all day, but for the expensive cost per night, we were...
The price is CA $480
CA $1,127 total
includes taxes & fees
Jun 12 - Jun 13
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, (233)
"This charming 2 bed, 1 bath cottage is in the perfect location. It is in walking distance to coffee shops, breakfast spots and dinner restaurants. Close to the beach one direction and city pier the other. It is well stocked with all you would need and exceptionally clean. The screened porch in back with solar lighting in the back yard is ideal for your evening glass of wine! Definitely recommend!"
Charming cottage in quiet area, close to beach & bay.
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
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Anna Maria. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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

Bean Point Gem awaits your stay!

Bean Point Gem awaits your stay!

5/5 Excellent
Amazing weekend at the beach in Anna Maria Island
"We came to check this island because it was recommended to us and it was as good as described. The house was very clean and comfortable and Simon and Karen were very diligent. Totally recommend this house. One block from the beach entrance and very close to a couple of very picturesque piers with good restaurants around."
A verified traveller from MIAMI, Florida stayed at Bean Point Gem awaits your stay!
Posted 2 days ago
Bean Point Gem awaits your stay!