Anna Maria Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Anna Maria vacation rentals

Beach nearby

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
Anna Maria
9.4 out of 10, Exceptional, (3 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
$638 nightly
The price is $712
Feb 5 - Feb 6
Total with taxes and fees
Beachside Duplex w/ Pool and Private Suite
Beach nearby

Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.8 out of 10, Exceptional, (6 reviews)
"Excellently done everything was perfect "
United States
Luis Alberto C.
$628 nightly
The price is $701
Feb 5 - Feb 6
Total with taxes and fees
Emerald Shores East! Walk to Beach!
Beach nearby

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (38 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$530 nightly
The price is $592
Feb 9 - Feb 10
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Canal Home with Pool & Dock Near Beach

Canal Home with Pool & Dock Near Beach
Anna Maria
9.6 out of 10, Exceptional, (8 reviews)
"The only negative I can say is that my trip wasn't longer. This property is fantastic. Great location and had everything we needed. I would highly recommend it and can't wait to book it again!"
United States
Angela R.
$628 nightly
The price is $700
Feb 10 - Feb 11
Total with taxes and fees
Canal Home with Pool & Dock Near Beach
Beach nearby, sun loungers

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (36 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
$488 nightly
The price is $544
Feb 5 - Feb 6
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Pool

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Anna Maria
10.0 out of 10, Exceptional, (5 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
$647 nightly
The price is $723
Feb 6 - Feb 7
Total with taxes and fees
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Property grounds

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Anna Maria
9.8 out of 10, Exceptional, (38 reviews)
"Location was perfect"
United States
Michael S.
$480 nightly
The price is $535
Feb 10 - Feb 11
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
A heated pool

Private Home with Pool and Hot Tub, just 5 Houses to the Water!

Private Home with Pool and Hot Tub, just 5 Houses to the Water!
Anna Maria
9.2 out of 10, Wonderful, (32 reviews)
"The location was great! Close to the beach and plenty of privacy. We appreciated having access to beach chairs, umbrellas, and beach towels. Overall, great! "
United States
Phil L.
$634 nightly
The price is $707
Feb 9 - Feb 10
Total with taxes and fees
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
Exterior

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (32 reviews)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
$723 nightly
The price is $807
Feb 5 - Feb 6
Total with taxes and fees
Beautiful Guest House Near the Beach with Private Pool!
A heated pool

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.6 out of 10, Exceptional, (41 reviews)
"The house was fantastic, clean and a great location. It had Everything and more than you needed. Will definitely return for a longer trip x"
United Kingdom
Danielle E.
$799 nightly
The price is $891
Feb 5 - Feb 6
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool
Beach nearby, sun loungers

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria
9.8 out of 10, Exceptional, (21 reviews)
"My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!"
United States
Matthew S.
$538 nightly
The price is $600
Feb 8 - Feb 9
Total with taxes and fees
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
TV

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
Anna Maria
9.4 out of 10, Exceptional, (37 reviews)
"My husband and I had a great week staying here. We had everything that we needed for our stay, the house was very comfortable. We loved spending time in the pool and spa!"
United States
Jesse Z.
$736 nightly
The price is $821
Feb 10 - Feb 11
Total with taxes and fees
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
Beach nearby, sun loungers

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria
10.0 out of 10, Exceptional, (31 reviews)
"Excellent location! Super clean rooms and resort. Peaceful and quiet weekend of relaxation! Definitely recommended! "
United States
Anonymous traveler
$487 nightly
The price is $543
Feb 8 - Feb 9
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Dining

Elevated North-End Home Near the Beach!

Elevated North-End Home Near the Beach!
Anna Maria
9.0 out of 10, Wonderful, (2 reviews)
"We stayed for a weekend to enjoy the beach. The house is right on the beach, so the location is absolutely perfect. They had beach chairs, and a little beach cart, which came in handy. The view from the deck is phenomenal. The house came equipped with all the basic things needed, like coffee maker, toaster, pots & pans, etc. The photos in the listing are old though, and the house does not have 3 bathrooms. There seems to have been the bottom floor before the hurricane, which must have housed the...
United States
Sanja J.
$899 nightly
The price is $1,002
Feb 5 - Feb 6
Total with taxes and fees
Elevated North-End Home Near the Beach!
Beach nearby, sun loungers

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.4 out of 10, Exceptional, (24 reviews)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
$547 nightly
The price is $609
Feb 6 - Feb 7
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Smart TV, Netflix, DVD player, streaming services

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (122 reviews)
"Great location"
United States
Steve H.
$644 nightly
The price is $719
Mar 7 - Mar 8
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Outdoor pool, a heated pool

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking...
United States
Ana Cynthia P.
$975 nightly
The price is $1,087
Feb 16 - Feb 17
Total with taxes and fees
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Beach nearby, sun loungers

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (21 reviews)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
$548 nightly
The price is $610
Feb 9 - Feb 10
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Beach nearby

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (4 reviews)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
$559 nightly
The price is $624
Feb 7 - Feb 8
Total with taxes and fees
Cute Cottage Near Beach and Shops
Interior

NEW~Gorgeous! Arcade!~ Heated pool/spa~North End!

NEW~Gorgeous! Arcade!~ Heated pool/spa~North End!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"The home is excellent for large families. Perfect location 2 blocks from the beach. We walked to the beach with the whole family. The house was absolutely stunning. Plenty of space for a large family. All room had there own bathroom which was a plus! The kitchen was well equipped with plenty of space and sitting areas. Each room was personally decorated beautifully. The game room was a hit for the kids. The backyard was beautifully done with a perfect size pool, large jacuzzi, pool table, bbq...
United States
niaann m.
NEW~Gorgeous! Arcade!~ Heated pool/spa~North End!
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

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

10/10 Excellent
"Home was excellent. Frankie answered all ??? timely"
Harris W. 7-night trip
Posted 1 day ago
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

Price trends for vacation rentals in Anna Maria

Less expensive
More expensive
This month
Next month
January
March
$851
$950
Month
Price
January
$486
February
$851
March
$950
April
$699
May
$665
June
$739
July
$710
August
$603
September
$553
October
$585
November
$584
December
$591
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 $535 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?

Waterfront -Canal, Heated Pool, Sleeps 14, *50% OFF Golf Cart Booked B4 1/31/26!: Visitors give good reviews to this Anna Maria vacation home rental, which is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Other favorite homes for rent in Anna Maria are Bayfront Home with Amazing Water Views! Private pool! – Breakaway and Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear.

How many vacation rentals are there in Anna Maria?

With 505 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.