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

Anna Maria Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Anna Maria vacation rentals

Beach

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, (480 reviews)
"Very clean room and just a short walk to the beach!"
United States
Ivet
$244 nightly
The price is $276
Sep 21 - Sep 22
Total with taxes and fees
Haley's at The Anna Maria Island Inn
Beach

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
$516 nightly
The price is $564
Sep 20 - Sep 21
Total with taxes and fees
Palm Tree Villas
Exterior

3. Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
8.4 out of 10, Very good, (11 reviews)
"The condo was great! Couldn’t have asked for a better place to start our first time in AMI!"
United States
Josephine
$424 nightly
The price is $457
Sep 29 - Sep 30
Total with taxes and fees
Alamanda Villas
Room

4. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (132 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
$269 nightly
The price is $304
Sep 29 - Sep 30
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
Restaurant

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (829 reviews)
"The hotel was wonderful. Nice staff, room and location. Free beach chairs, towels and umbrella to use at the beach which is right across the street."
United States
robin
$314 nightly
The price is $355
Sep 23 - Sep 24
Total with taxes and fees
Bridgewalk Resort
Exterior

6. 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, (464 reviews)
"Great place to stay,"
United States
Wilson
$169 nightly
The price is $191
Sep 23 - Sep 24
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
House (2 Bedrooms) | Interior

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
$297 nightly
The price is $336
Sep 21 - Sep 22
Total with taxes and fees
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Poolside bar

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, (1,193 reviews)
"Great place to stay"
United States
Michael
$274 nightly
The price is $310
Sep 27 - Sep 28
Total with taxes and fees
Beach House Suites by the Don CeSar
Interior

9. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
$2,636 nightly
The price is $2,979
Oct 17 - Oct 18
Total with taxes and fees
3716 7th Ave W
Aerial view

10. Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,739 reviews)
"Great spacious rooms, clean. Friendly staff"
United States
Rebecca
$170 nightly
The price is $192
Sep 20 - Sep 21
Total with taxes and fees
Sunset Vistas Two Bedroom Beachfront Suites
Pool

11. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.4 out of 10, Exceptional, (8 reviews)
"I would stay again, very accommodating"
United States
Deliondra
$403 nightly
The price is $455
Sep 20 - Sep 21
Total with taxes and fees
Cedar Run Resort - Roam Hospitality
Presidential Suite, 3 Bedrooms, Bay View | Water view

12. FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,255 reviews)
"Overall the resort is nice."
United States
Michelle
$194 nightly
The price is $219
Oct 7 - Oct 8
Total with taxes and fees
FUSION Resort Waterfront Suites
Outdoor dining

13. 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, (1,029 reviews)
"Great stay"
United States
Brittany
$75 nightly
The price is $85
Sep 20 - Sep 21
Total with taxes and fees
Mint House St. Petersburg Downtown by Kasa
Beach

14. Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (902 reviews)
"Clean room, close to beach"
United States
Krishna
$352 nightly
The price is $398
Sep 20 - Sep 21
Total with taxes and fees
Surf Beach Treasure Island Resort
Sundeck

15. Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (681 reviews)
"nice place!"
United States
Oleksiy
$188 nightly
The price is $212
Sep 28 - Sep 29
Total with taxes and fees
Provident Oceana Beachfront Suites
Front of property - evening/night

16. South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,173 reviews)
"Close to a lot of amenities"
Canada
Erika
$273 nightly
The price is $309
Sep 20 - Sep 21
Total with taxes and fees
South Beach Oceanfront Resort
Room

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, (64 reviews)
"Room was very clean, staff very friendly and happy to help. Parking very near to room, room and property had everything we needed. "
United Kingdom
Gemma
$177 nightly
The price is $200
Sep 18 - Sep 19
Total with taxes and fees
Park Shore Suites St Pete Beach
Aerial view

18. Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (732 reviews)
"The room was spacious and clean with a great view of the water. The location is great. Enjoyed my stay!"
United States
Karen
$236 nightly
The price is $266
Sep 21 - Sep 22
Total with taxes and fees
Westwinds Waterfront Resort
Exterior

19. 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
$347 nightly
The price is $392
Sep 21 - Sep 22
Total with taxes and fees
Southern PAG Beach House Bungalows
Exterior

20. John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (454 reviews)
"Close to beach, food and shops. Nice boardwalk"
United States
Nicole
$94 nightly
The price is $106
Oct 18 - Oct 19
Total with taxes and fees
John's Pass Hotel
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

Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

10/10 Excellent
"House was clean, pool/hot tub was a nice addition and the location was nice!"
Maggie W. 4-night trip
Posted 2 days ago
Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

Price trends for vacation rentals in Anna Maria

Less expensive
More expensive
Next month
September
March
$588
Month
Price
January
$648
February
$861
March
$887
April
$725
May
$551
June
$691
July
$777
August
$571
September
$540
October
$588
November
$561
December
$708
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Anna Maria. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Anna Maria

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Anna Maria in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $735 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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 600 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.