A marina with boats, a bridge, and high-rise buildings.

Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

1. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (490 reviews)
"perfect"
United States
Danielle
The price is CA $200
CA $253 total
includes taxes & fees
Oct 22 - Oct 23
Haley's at The Anna Maria Island Inn

2. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
The price is CA $106
CA $798 total
includes taxes & fees
Oct 27 - Oct 28
Palm Tree Villas

3. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (149 reviews)
"Beautiful place"
United States
Danay
The price is CA $269
CA $341 total
includes taxes & fees
Oct 29 - Oct 30
Seabreeze at Anna Maria Island Inn

4. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (480 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is CA $186
CA $235 total
includes taxes & fees
Nov 18 - Nov 19
Pelican Post at Anna Maria Island Inn

5. Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
8.6 out of 10, Excellent, (12 reviews)
"The condo was great! Couldn’t have asked for a better place to start our first time in AMI!"
United States
Josephine
The price is CA $276
CA $589 total
includes taxes & fees
Oct 26 - Oct 27
Alamanda Villas

6. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (841 reviews)
"I loved this hotel"
United States
Raisare
The price is CA $334
CA $418 total
includes taxes & fees
Oct 25 - Oct 26
Bridgewalk Resort

7. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is CA $247
CA $474 total
includes taxes & fees
Oct 21 - Oct 22
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

8. Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar
3.0 star property
Belle Vista
9.0 out of 10, Wonderful, (1,219 reviews)
"Great place to stay"
United States
Michael
The price is CA $330
CA $437 total
includes taxes & fees
Nov 2 - Nov 3
Beach House Suites by the Don CeSar

9. John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (482 reviews)
"I love this place and will be spending more time there."
United States
John
The price is CA $119
CA $157 total
includes taxes & fees
Nov 19 - Nov 20
John's Pass Hotel

10. Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (1,087 reviews)
"Nice stay, clean great location"
Australia
Leah
The price is CA $149
CA $168 total
includes taxes & fees
Nov 8 - Nov 9
Mint House St. Petersburg Downtown by Kasa

11. Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,765 reviews)
"Location was great close to everything. Cafe food was great for breakfast and lunch, Unit could use a little updating, linens definitely need to be replaced."
United States
Michele
The price is CA $214
CA $281 total
includes taxes & fees
Oct 28 - Oct 29
Sunset Vistas Two Bedroom Beachfront Suites

12. Southern PAG Beach House Bungalows

Southern PAG Beach House Bungalows
3.0 star property
Pass-a-Grille
6.0 out of 10, (2 reviews)
"Great staff and excellent location."
United States
Gregg
The price is CA $181
CA $607 total
includes taxes & fees
Oct 21 - Oct 22
Southern PAG Beach House Bungalows

13. FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,266 reviews)
"The two bedroom premium suite was incredible with an amazing view!!"
United States
Willie
The price is CA $253
CA $333 total
includes taxes & fees
Oct 21 - Oct 22
FUSION Resort Waterfront Suites

14. Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,409 reviews)
"Loved the balcony and hot tub"
United States
AMY
The price is CA $145
CA $187 total
includes taxes & fees
Oct 26 - Oct 27
Crystal Palms Beach Resort

15. South Beach on Treasure Island Oceanfront Resort

South Beach on Treasure Island Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,181 reviews)
"Second year staying there this time we stayed 10 days, clean property ,beautiful view, staff was friendly."
United States
Ronald
The price is CA $206
CA $430 total
includes taxes & fees
Nov 1 - Nov 2
South Beach on Treasure Island Oceanfront Resort

16. Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (906 reviews)
"Clean room, close to beach"
United States
Krishna
The price is CA $233
CA $527 total
includes taxes & fees
Oct 29 - Oct 30
Surf Beach Treasure Island Resort

17. Park Shore Suites St Pete Beach

Park Shore Suites St Pete Beach
3.0 star property
Downtown St. Pete Beach
8.6 out of 10, Excellent, (69 reviews)
"Great place to stay. Convenient, clean, quiet, relaxing."
United States
Sandra
The price is CA $172
CA $314 total
includes taxes & fees
Oct 27 - Oct 28
Park Shore Suites St Pete Beach

18. Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (742 reviews)
"Great location, across from beach access and near Publix."
United States
Timothy Face
The price is CA $199
CA $383 total
includes taxes & fees
Nov 2 - Nov 3
Westwinds Waterfront Resort

19. AMI Gulf Lookout-views Of The Gulf From Every Room-rooftop Terrace

AMI Gulf Lookout-views Of The Gulf From Every Room-rooftop Terrace
3.0 star property
Bradenton Beach
The price is CA $999
CA $1,798 total
includes taxes & fees
Nov 6 - Nov 7
AMI Gulf Lookout-views Of The Gulf From Every Room-rooftop Terrace

20. Sunset Way Beach Condo

Sunset Way Beach Condo
2.0 star property
St. Pete Beach
The price is CA $157
CA $510 total
includes taxes & fees
Nov 2 - Nov 3
Sunset Way Beach Condo
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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Top Anna Maria Hotel Reviews

Find out more about Anna Maria

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.

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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?

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!: Visitors give good reviews to this Anna Maria vacation home rental, which is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Anna Maria are Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool. and Coral Cove: Walk to the Beach! Heated pool! Prime North End!.

How many vacation rentals are there in Anna Maria?

With 574 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 Bean Point Beach are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places like Lido Beach and Tampa Bay.

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.