Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

Gulfport

Gulfport
3.0 star property
Gulfport
The price is CA $87
CA $338 total
includes taxes & fees
May 10 - May 11
Gulfport

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, (766 reviews)
"Very nice place "
United States
Mark
The price is CA $141
CA $159 total
includes taxes & fees
May 4 - May 5
Mint House St. Petersburg Downtown by Kasa

Gulfport Studio Near John s Pass the Beach

Gulfport Studio Near John s Pass the Beach
2.0 star property
Gulfport
The price is CA $108
CA $277 total
includes taxes & fees
May 10 - May 11
Gulfport Studio Near John s Pass the 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, (1,079 reviews)
"Great place, would absolutely stay again."
United States
Malik
The price is CA $425
CA $542 total
includes taxes & fees
May 11 - May 12
Beach House Suites by the Don CeSar

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (789 reviews)
"So nice to walk to restaurants and shops. Very walkable. Clean. Updated and relaxing atmosphere. Parking was really convenient and accessible. Would stay again."
United States
Deborah
The price is CA $382
CA $432 total
includes taxes & fees
May 3 - May 4
Bridgewalk Resort

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,544 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
The price is CA $301
CA $379 total
includes taxes & fees
Apr 27 - Apr 28
Sunset Vistas Two Bedroom Beachfront Suites

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, (390 reviews)
"Love this place "
United States
Leeanne
The price is CA $310
CA $392 total
includes taxes & fees
May 12 - May 13
Pelican Post at Anna Maria Island Inn

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is CA $3,286
CA $4,368 total
includes taxes & fees
Apr 21 - Apr 22
3716 7th Ave W

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (863 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
The price is CA $341
CA $654 total
includes taxes & fees
Apr 26 - Apr 27
Surf Beach Treasure Island Resort

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, (445 reviews)
"Incredible location, great room! Loved everything! Would def come back!"
United States
Laís Fernanda
The price is CA $334
CA $423 total
includes taxes & fees
May 5 - May 6
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, (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 $271
CA $913 total
includes taxes & fees
Apr 23 - Apr 24
Palm Tree Villas

Coastal Comfort 2BR Getaway St Pete

Coastal Comfort 2BR Getaway St Pete
2.0 star property
Childs Park
5.4 out of 10, (3 reviews)
"First impression of the home was disappointing, the property is not maintain, the grounds/lawn is over grown with weeds and trash, no garden, the garbage can was full of trash and the house is old. The inside is very nice with newer appliances, flat screen TVs, nice bedding and a very comfortable bed, bathroom was clean, the living room was clean but had an old couch. You may want to look at the property first, the neighborhood is sketchy but was quiet. I was under the impression that the...
United States
Brenda
The price is CA $221
CA $386 total
includes taxes & fees
Apr 20 - Apr 21
Coastal Comfort 2BR Getaway St Pete

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
The price is CA $366
CA $761 total
includes taxes & fees
May 5 - May 6
Sarasota Family Home Private Heated Pool Relax

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (91 reviews)
"The view was beautiful! "
United States
Jennifer
The price is CA $384
CA $486 total
includes taxes & fees
Apr 20 - Apr 21
Seabreeze at Anna Maria Island Inn

117 127th Ave E Unit 8

117 127th Ave E Unit 8
3.0 star property
Sunshine Beach
The price is CA $3,286
CA $4,117 total
includes taxes & fees
Apr 21 - Apr 22
117 127th Ave E Unit 8

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,156 reviews)
"Beautiful clean rooms , beautiful view "
United States
Misty
The price is CA $302
CA $387 total
includes taxes & fees
May 7 - May 8
FUSION Resort Waterfront Suites

Stylish Treasure Island Escape

Stylish Treasure Island Escape
3.0 star property
Sunshine Beach
The price is CA $2,050
CA $2,550 total
includes taxes & fees
Apr 22 - Apr 23
Stylish Treasure Island Escape

Walk to Everything! Johns Pass Gem w/ Dock Access

Walk to Everything! Johns Pass Gem w/ Dock Access
3.0 star property
Madeira Beach
The price is CA $350
CA $670 total
includes taxes & fees
Apr 26 - Apr 27
Walk to Everything! Johns Pass Gem w/ Dock Access

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (326 reviews)
"Love the food and shopping options."
United States
Ann
The price is CA $221
CA $271 total
includes taxes & fees
Apr 27 - Apr 28
John's Pass Hotel

Waves by Distinctive Beach Rentals

Waves by Distinctive Beach Rentals
4.0 star property
St. Pete Beach
9.6 out of 10, Exceptional, (8 reviews)
"Great stay! Loved the area and it was peaceful where we were "
United States
Julie
The price is CA $241
CA $827 total
includes taxes & fees
Apr 22 - Apr 23
Waves by Distinctive Beach Rentals
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?

Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi & Trolley: 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 fridge, a stovetop, and a microwave. Other favorite homes for rent in Anna Maria are CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly! and Lovely island home - 1 block to Pine Street, 2 dogs OK.

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.