Anna Maria Vacation Rentals

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In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Anna Maria vacation rentals

Aerial view
Sunset Vistas Two Bedroom Beachfront Suites

Condo resort in Sunshine Beach

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
8.8 out of 10, Excellent, (3414)
"The location is EXCELLENT, the staff was welcoming and accommodating, and our room had everything we needed to fulfill our goal of being beach bums and mermaids... We can't wait to come back!"
United States
Jaimie
$177 nightly
The price is $201
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sunset Vistas Two Bedroom Beachfront Suites
Presidential Suite, 3 Bedrooms, Bay View | Water view
FUSION Resort Waterfront Suites

Aparthotel in Treasure Island

FUSION Resort Waterfront Suites
3.5 star property
9.2 out of 10, Wonderful, (1107)
"Clean and spacious"
United States
April
$217 nightly
The price is $245
Jan 15 - Jan 16, 2026
Total with taxes and fees
FUSION Resort Waterfront Suites
Outdoor dining
Mint House St. Petersburg - Downtown

Aparthotel in Downtown St. Petersburg

Mint House St. Petersburg - Downtown
4.5 star property
9.4 out of 10, Exceptional, (697)
"Very clean, conveniently located, and friendly staff."
United States
Carolyn
$139 nightly
The price is $158
Jan 19 - Jan 20, 2026
Total with taxes and fees
Mint House St. Petersburg - Downtown
Exterior
Pelican Post at Anna Maria Island Inn

Apartment in Bradenton Beach

Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (334)
"Fabulous stay! Super clean!"
United States
Sarah
$274 nightly
The price is $309
Jan 6 - Jan 7, 2026
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn

Apartment in Holmes Beach

Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (403)
"Beautiful location. Walking distance to beach. "
United States
Maria
$357 nightly
The price is $403
Jan 5 - Jan 6, 2026
Total with taxes and fees
Haley's at The Anna Maria Island Inn
Poolside bar
Beach House Suites by the Don CeSar

Aparthotel in Belle Vista

Beach House Suites by the Don CeSar
3.0 star property
9.0 out of 10, Wonderful, (1033)
"Great hotel "
United States
sandra
$278 nightly
The price is $315
Jan 12 - Jan 13, 2026
Total with taxes and fees
Beach House Suites by the Don CeSar
Sundeck
Provident Oceana Beachfront Suites

Condo in Treasure Island

Provident Oceana Beachfront Suites
3.5 star property
9.4 out of 10, Exceptional, (611)
"I believe the pool area the Jacuzzi should be open at least till 9:00 or 10:00 p.m."
United States
GARY
$188 nightly
The price is $213
Jan 12 - Jan 13, 2026
Total with taxes and fees
Provident Oceana Beachfront Suites
Aerial view
Westwinds Waterfront Resort

Condo in Treasure Island

Westwinds Waterfront Resort
3.0 star property
9.0 out of 10, Wonderful, (693)
"AWESOME location! Right on the bay and 25 steps to the Gulf! 2 minute walk to Publix; 3 minute walk to Walgreens. 1.5 block to a Treasure Island Beach, where there was a sand castle festival for 3 days. "
United States
susan
$233 nightly
The price is $263
Jan 22 - Jan 23, 2026
Total with taxes and fees
Westwinds Waterfront Resort
Premier Two Queen Beds Studio - Gulf Front | View from room
Shoreline Island Resort - Exclusively Adult

Aparthotel in Madeira Beach

Shoreline Island Resort - Exclusively Adult
3.0 star property
9.2 out of 10, Wonderful, (1437)
"Super cute apartment and the view from the balcony, right on the beach and very close to restaurants and shops. "
United States
Walesca
$214 nightly
The price is $242
Jan 23 - Jan 24, 2026
Total with taxes and fees
Shoreline Island Resort - Exclusively Adult
Front of property - evening/night
Crystal Palms Beach Resort

Aparthotel in Sunshine Beach

Crystal Palms Beach Resort
3.5 star property
8.8 out of 10, Excellent, (2361)
"Unit size was very nice and the linens were good quality. "
United States
Pamela
$164 nightly
The price is $185
Jan 6 - Jan 7, 2026
Total with taxes and fees
Crystal Palms Beach Resort
Premium bedding, pillowtop beds, free WiFi, bed sheets
Seabreeze at Anna Maria Island Inn

Apartment in Bradenton Beach

Seabreeze at Anna Maria Island Inn
3.0 star property
9.0 out of 10, Wonderful, (61)
"Very great stay will stay again "
United States
Joseph
$313 nightly
The price is $354
Jan 5 - Jan 6, 2026
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
On the beach
Surf Beach Treasure Island Resort

Aparthotel in Treasure Island

Surf Beach Treasure Island Resort
3.0 star property
9.2 out of 10, Wonderful, (854)
"Room was clean and the front desk was very nice. We would definitely stay here again!"
United States
Rebecca
$354 nightly
The price is $400
Jan 4 - Jan 5, 2026
Total with taxes and fees
Surf Beach Treasure Island Resort
Exterior
John's Pass Hotel

Aparthotel in Madeira Beach

John's Pass Hotel
2.0 star property
8.6 out of 10, Excellent, (277)
"Great location, staff and room"
United States
Saori
$133 nightly
The price is $151
Dec 28 - Dec 29
Total with taxes and fees
John's Pass Hotel
Front of property - evening/night
South Beach Oceanfront Resort

Aparthotel in Sunshine Beach

South Beach Oceanfront Resort
3.0 star property
9.2 out of 10, Wonderful, (1123)
"Great place to stay!"
United States
Angela
$288 nightly
The price is $325
Jan 4 - Jan 5, 2026
Total with taxes and fees
South Beach Oceanfront Resort
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas

Apartment in Holmes Beach

Palm Tree Villas
3.0 star property
9.2 out of 10, Wonderful, (172)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveler
$654 nightly
The price is $720
Dec 26 - Dec 27
Total with taxes and fees
Palm Tree Villas
2 restaurants, lunch, dinner served; seafood
Bridgewalk Resort

Aparthotel in Bridge Street

Bridgewalk Resort
3.5 star property
9.4 out of 10, Exceptional, (767)
"Great stay!"
United States
Sufyan
$256 nightly
The price is $289
Jan 25 - Jan 26, 2026
Total with taxes and fees
Bridgewalk Resort
Private kitchen
Coastal Comfort 2BR Getaway St Pete

Apartment in Childs Park

Coastal Comfort 2BR Getaway St Pete
2.0 star property
$196 nightly
The price is $221
Dec 26 - Dec 27
Total with taxes and fees
Coastal Comfort 2BR Getaway St Pete
Exterior
Alamanda Villas

Condo in Holmes Beach

Alamanda Villas
3.5 star property
10.0 out of 10, Exceptional, (3)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
$407 nightly
The price is $438
Jan 4 - Jan 5, 2026
Total with taxes and fees
Alamanda Villas
Apartment (2 Bedrooms) | Interior
Top-floor Sunset Vistas Condo: Ocean-view Balcony!

Apartment in Sunshine Beach

Top-floor Sunset Vistas Condo: Ocean-view Balcony!
3.5 star property
$450 nightly
The price is $505
Dec 27 - Dec 28
Total with taxes and fees
Top-floor Sunset Vistas Condo: Ocean-view Balcony!
Exterior
Voyager Beach Club

Condo in Sunshine Beach

Voyager Beach Club
2.5 star property
8.8 out of 10, Excellent, (108)
"We had a wonderful stay"
United States
Diane
$231 nightly
The price is $261
Dec 26 - Dec 27
Total with taxes and fees
Voyager Beach Club
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

Canal-front Gem w/ Pool & Hot Tub in Anna Maria

Canal-front Gem w/ Pool & Hot Tub in Anna Maria

10/10 Excellent
"We had a fabulous stay in Anna Maria Island! The house was beautiful, clean, the beds were comfortable. We had so much fun using the pool and hot tub. Great location and close to beaches and restaurants. We would highly recommend this house to anyone looking for a relaxing beach getaway. "
Kara K. 4-night trip
Posted 8 days ago
Canal-front Gem w/ Pool & Hot Tub in Anna Maria

Price trends for vacation rentals in Anna Maria

Less expensive
More expensive
Next month
September
March
$573
Month
Price
January
$573
February
$881
March
$890
April
$722
May
$577
June
$683
July
$720
August
$549
September
$409
October
$422
November
$434
December
$693
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 $765 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?

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation: Visitors give good reviews to this Anna Maria vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Other favorite homes for rent in Anna Maria are Bayfront Home with Amazing Water Views! Private pool! – Breakaway and Stunning 5 Bedroom Luxury Home, Pool and Spa, Beach Views!.

How many vacation rentals are there in Anna Maria?

With 500 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.