Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

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, (800 reviews)
"Great hotel at a relatively low cost. Having a kitchen and a balcony made the stay more enjoyable."
United States
Md Sabbir
The price is CA $136
CA $153 total
includes taxes & fees
Jun 2 - Jun 3
Mint House St. Petersburg Downtown by Kasa

Ocean View: Top-floor Sunset Vistas Condo!

Ocean View: Top-floor Sunset Vistas Condo!
4.0 star property
Sunshine Beach
The price is CA $381
CA $790 total
includes taxes & fees
Jun 4 - Jun 5
Ocean View: Top-floor Sunset Vistas Condo!

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,579 reviews)
"Nice place, I would stay here again"
United States
Jill Michelle
The price is CA $267
CA $340 total
includes taxes & fees
May 25 - May 26
Sunset Vistas Two Bedroom Beachfront Suites

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (335 reviews)
"Parking was easy and the shops are right there."
United States
Denice
The price is CA $118
CA $155 total
includes taxes & fees
May 11 - May 12
John's Pass Hotel

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (796 reviews)
"Overall a pretty good spot. Friendly and helping staff, clean area, own parking lot"
United States
Celeste
The price is CA $395
CA $446 total
includes taxes & fees
May 12 - May 13
Bridgewalk Resort

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (866 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
The price is CA $251
CA $542 total
includes taxes & fees
May 20 - May 21
Surf Beach Treasure Island Resort

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, (1,088 reviews)
"Nice fun hotel "
United States
Kiersten
The price is CA $367
CA $476 total
includes taxes & fees
May 25 - May 26
Beach House Suites by the Don CeSar

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,169 reviews)
"4th time staying here. Still haven’t been disappointed. Highly recommend the terrace to watch the sunrise"
United States
Maurizio
The price is CA $257
CA $337 total
includes taxes & fees
May 19 - May 20
FUSION Resort Waterfront Suites

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, (446 reviews)
"Great location, clean and quiet. "
United States
Sara
The price is CA $329
CA $416 total
includes taxes & fees
May 19 - May 20
Haley's at The Anna Maria Island Inn

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (111 reviews)
"Very pleasant stay"
United States
Pamela
The price is CA $270
CA $435 total
includes taxes & fees
May 13 - May 14
Voyager Beach Club

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, (401 reviews)
"Great location - quiet, private, but just a few blocks from the beach, every eatery and nightlife option. Would definitely stay here again."
United States
Christopher
The price is CA $366
CA $463 total
includes taxes & fees
May 13 - May 14
Pelican Post at Anna Maria Island Inn

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,136 reviews)
"Great staff always helpful and knowledgeable about the area. Enjoy the size of the one bedroom condo "
United States
Bob
The price is CA $200
CA $416 total
includes taxes & fees
May 14 - May 15
South Beach Oceanfront Resort

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (97 reviews)
"Great location!"
United States
Kevin
The price is CA $388
CA $492 total
includes taxes & fees
Jun 8 - Jun 9
Seabreeze at Anna Maria Island Inn

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (173 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 $270
CA $909 total
includes taxes & fees
May 10 - May 11
Palm Tree Villas

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (635 reviews)
"Great views, great beach access"
United States
Amanda
The price is CA $259
CA $323 total
includes taxes & fees
May 25 - May 26
Provident Oceana Beachfront Suites

Gulfport

Gulfport
3.0 star property
Gulfport
The price is CA $53
CA $295 total
includes taxes & fees
May 10 - May 11
Gulfport

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (707 reviews)
"Perfect position, very calm and relaxing. Beautifully clean and well presented, everything you need for great holiday."
United Kingdom
Angela
The price is CA $215
CA $443 total
includes taxes & fees
May 25 - May 26
Westwinds Waterfront Resort

Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,376 reviews)
" Clean room very spacious staff friendly "
United States
Cherise
The price is CA $201
CA $250 total
includes taxes & fees
May 25 - May 26
Crystal Palms Beach Resort

FANCY RETREREAT

FANCY RETREREAT
3.0 star property
Bradenton
The price is CA $477
CA $880 total
includes taxes & fees
May 26 - May 27
FANCY RETREREAT

Family Home 10 Mins to Beach Pets Welcome

Family Home 10 Mins to Beach Pets Welcome
2.0 star property
Gulfport
The price is CA $119
CA $408 total
includes taxes & fees
May 11 - May 12
Family Home 10 Mins to Beach Pets Welcome
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.

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 Duplex on North End of Anna Maria Island! With Pool and Grill and Covey Cottage! Walk to Beach, Boutique Shops and City Pier.

How many vacation rentals are there in Anna Maria?

With 581 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.