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

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, (468 reviews)
"Overall a great stay! The check in was super quick. The room was clean and felt very cozy. The air conditioning was working but fairly cold. We enjoyed our stay!"
United States
Lorena
The price is CA $279
CA $354 total
includes taxes & fees
Aug 18 - Aug 19
Haley's at The Anna Maria Island Inn

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
The price is CA $247
CA $890 total
includes taxes & fees
Jul 23 - Jul 24
Palm Tree Villas

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (811 reviews)
"Centrally located, all the staff was excellent. Great place to stay! Will stay here again!"
United States
Keri
The price is CA $450
CA $509 total
includes taxes & fees
Aug 11 - Aug 12
Bridgewalk Resort

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.2 out of 10, Wonderful, (9 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 $318
CA $641 total
includes taxes & fees
Aug 9 - Aug 10
Alamanda Villas

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, (434 reviews)
"I stayed 4 days with my family, and it was an unforgettable experience, the room super clean, the housekeeping staff very attentive, good location for the beach and restaurants, I will return soon, I recommend it 100%"
United States
Michael
The price is CA $283
CA $359 total
includes taxes & fees
Aug 18 - Aug 19
Pelican Post at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (111 reviews)
"Great view from the beach the best part! Room lacks some amenities like a microwave or water outside to wash your feet from the beach and some more chairs/ beach supplies would be nice. Fantastic view and comfortable bed!"
United States
Danny
The price is CA $372
CA $471 total
includes taxes & fees
Jul 27 - Jul 28
Seabreeze at Anna Maria Island Inn

Gulf to Bay Island Oasis

Gulf to Bay Island Oasis
2.0 star property
Bradenton Beach
The price is CA $274
CA $905 total
includes taxes & fees
Aug 16 - Aug 17
Gulf to Bay Island Oasis

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 $245
CA $471 total
includes taxes & fees
Jul 21 - Jul 22
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

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, (1,128 reviews)
"Clean spacious room, beach is right next to the pool very comfortable with little kids. Food at the bar was okay."
United States
Artem
The price is CA $352
CA $461 total
includes taxes & fees
Aug 9 - Aug 10
Beach House Suites by the Don CeSar

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.2 out of 10, Wonderful, (7 reviews)
"The room was very clean and well maintained/new. Staff was friendly and helpful. The air conditioner was great. The room we stayed at had lots of accessories for the beach like chairs and kid’s toys for the beach along with an umbrella. The surroundings are peaceful and beautiful. It was a great experience overall."
United States
Jose Luis Alberti
The price is CA $194
CA $878 total
includes taxes & fees
Jul 21 - Jul 22
Cedar Run Resort - Roam Hospitality

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is CA $3,309
CA $4,327 total
includes taxes & fees
Jul 23 - Jul 24
3716 7th Ave W

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, (910 reviews)
"Great place!!"
United States
Ricardo
The price is CA $141
CA $159 total
includes taxes & fees
Jul 22 - Jul 23
Mint House St. Petersburg Downtown by Kasa

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,215 reviews)
"The views were incredible!! Everything was modern and clean and the staff at checkin and check out were very helpful! It was close to the beach and restaurants."
United States
Pamela
The price is CA $246
CA $325 total
includes taxes & fees
Aug 9 - Aug 10
FUSION Resort Waterfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,671 reviews)
"beautiful location"
United States
Janet
The price is CA $243
CA $315 total
includes taxes & fees
Aug 9 - Aug 10
Sunset Vistas Two Bedroom Beachfront Suites

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (887 reviews)
"First family beach trip in years and this place is exactly what we were looking for !"
United States
Loriedawn
The price is CA $250
CA $547 total
includes taxes & fees
Aug 11 - Aug 12
Surf Beach Treasure Island Resort

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (399 reviews)
"Good location to beach and boardwalk."
United States
Vicki
The price is CA $119
CA $157 total
includes taxes & fees
Aug 3 - Aug 4
John's Pass Hotel

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
The price is CA $373
CA $764 total
includes taxes & fees
Jul 21 - Jul 22
Sarasota Family Home Private Heated Pool Relax

Pool, Dock & Kayaks: Waterfront Palmetto Home

Pool, Dock & Kayaks: Waterfront Palmetto Home
3.0 star property
Palmetto
10.0 out of 10, Exceptional, (1 review)
"This house was absolutely stunning. The kitchen is fully loaded with double appliances. The pool is warm, clean, and salt water! The view is stunning. The area is safe and quiet. We walked 20 min to hit up a cute coffee shop, paddled the kayaks, and took Uber to the Moat Marine and Planetarium. Great for a family. Better if you have a car. "
United States
Carley
The price is CA $383
CA $1,014 total
includes taxes & fees
Jul 31 - Aug 1
Pool, Dock & Kayaks: Waterfront Palmetto Home

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (721 reviews)
"The room was spacious and clean with a great view of the water. The location is great. Enjoyed my stay!"
United States
Karen
The price is CA $188
CA $417 total
includes taxes & fees
Aug 10 - Aug 11
Westwinds Waterfront Resort

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,155 reviews)
"Everything you need and want for a nice relaxing or adventurous beach vacation"
United States
Mitchell
The price is CA $200
CA $422 total
includes taxes & fees
Aug 11 - Aug 12
South Beach Oceanfront Resort
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?

JULY, AUG. SPECIALS ,BEACHFRONT, 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 garden, 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 selection of games. Other favorite homes for rent in Anna Maria are Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue! and Sun and Seader North |Charming Cottage | Steps from the Beach in Anna Maria | 2 bedrooms | 1 king bed + 2 twin beds |.

How many vacation rentals are there in Anna Maria?

With 572 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 Bean Point Beach and Anna Maria 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.