A marina with boats, a bridge, and high-rise buildings.

Anna Maria Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Anna Maria vacation rentals

A beach with clear turquoise water and white sand.

1. 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
9.8 out of 10, Exceptional, (45 reviews)
"Loved the easy access to the beach and the fact that the property had beach supplies available for you to use. We had great service when needed and will definitely visit again !"
United States
Meagan
$474 nightly
The price is $528
Nov 8 - Nov 9
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
A wooden boardwalk surrounded by dense foliage.

2. 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, (59 reviews)
"Great bungalow in perfect location"
United States
David V.
$438 nightly
The price is $490
Nov 7 - Nov 8
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
A beach with clear turquoise water and white sand.

3. 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, (31 reviews)
"Very short walk to the beach. We enjoyed our stay. "
United States
Stacey D.
$471 nightly
The price is $527
Nov 7 - Nov 8
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
A wooden boardwalk leading to a beach with palm trees and a pier in the background.

4. Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (108 reviews)
"It is a very nice little unit. Recently renovated and comfortable. We had some problems with the front door lock that they are aware of, so it took a bit of time to initially enter the property. If the upper floor is occupied, it is a bit noisy from the activity overhead. The location is very good for walking to restaurants and shops. The Waterfront Restaurant is excellent!"
United States
Rick C.
$436 nightly
The price is $484
Nov 8 - Nov 9
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
A beach with clear turquoise water and white sand.

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

Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!
Anna Maria
9.6 out of 10, Exceptional, (34 reviews)
"Great little cottage"
United States
Kathy R.
$497 nightly
The price is $553
Nov 8 - Nov 9
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!
A beach with clear turquoise water and white sand.

6. 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, (34 reviews)
"We loved our stay at 107A! It was perfect for the two of us, We loved the short walk to the beach and how walkable it was to local restaurants and stores. Thank you for a great stay!"
United States
Kathryn M.
$485 nightly
The price is $540
Nov 14 - Nov 15
Total with taxes and fees
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
A wooden boardwalk leading to a beach with palm trees and a pier in the background.

7. Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Anna Maria
9.6 out of 10, Exceptional, (110 reviews)
"This place was close to the pier, so it was fun watching the construction. You really need to rent a golf cart if staying very long there. Pool was right outside the door! We used the free bus to go to Holmes Beach!"
United States
Jena J.
$436 nightly
The price is $484
Nov 10 - Nov 11
Total with taxes and fees
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
A beach with clear turquoise water and white sand.

8. Sassy Seagull -Charming cottage, moments from sand w/ pool, bikes & beach gear!

Sassy Seagull -Charming cottage, moments from sand w/ pool, bikes & beach gear!
Anna Maria
10.0 out of 10, Exceptional, (30 reviews)
"Great property!"
United States
Jessica S.
$557 nightly
The price is $620
Dec 1 - Dec 2
Total with taxes and fees
Sassy Seagull -Charming cottage, moments from sand w/ pool, bikes & beach gear!
A beach with clear turquoise water and white sand.

9. 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
9.8 out of 10, Exceptional, (55 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
$479 nightly
The price is $534
Nov 9 - Nov 10
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
A coastal hotel with multiple buildings, a beach view, and a pool area.

10. Private Pool / Spa Home - Steps to Anna Maria Island Beach

Private Pool / Spa Home - Steps to Anna Maria Island Beach
Anna Maria
10.0 out of 10, Exceptional, (2 reviews)
"We came in for a girls trip and the home and location were perfect. The house is truly steps from the beach and has everything you need. We also enjoyed to pool and patio for coffee and drinks every day."
United States
Holly F.
$723 nightly
The price is $750
Dec 2 - Dec 3
Total with taxes and fees
Private Pool / Spa Home - Steps to Anna Maria Island Beach
A living room with a television, a sofa, a chair, and a view of a river.

11. 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, (129 reviews)
"Has a beautiful view of the bay right behind the houseNeighbors were very friendly,has a new house being built next door but it still was quaint beach was in walking distance. Definitely a must do again."
United States
Terrence H.
$536 nightly
The price is $598
Nov 8 - Nov 9
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A beach with clear turquoise water and white sand.

12. Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay! Proximity to the beach cannot be beat! Staff was so nice and helpful. Can’t wait to stay again!"
United States
Anne B.
$549 nightly
The price is $612
Nov 29 - Nov 30
Total with taxes and fees
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

13. 3BR Cottage with Heated Pool – Walk to Beach & Pine Ave

3BR Cottage with Heated Pool – Walk to Beach & Pine Ave
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Great sister stayHouse was perfect, pool was enjoyed by us all after a day a the beachMorning and evening at the pool We will be back for our next get together"
United States
Cheryl M.
$726 nightly
The price is $752
Dec 2 - Dec 3
Total with taxes and fees
3BR Cottage with Heated Pool – Walk to Beach & Pine Ave
A pool area with a white fence, palm trees, and outdoor furniture.

14. Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Anna Maria
9.2 out of 10, Wonderful, (63 reviews)
"Great place- close to the beach!"
United States
Jaymi R.
$612 nightly
The price is $683
Nov 8 - Nov 9
Total with taxes and fees
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
A stone building with a brick pathway, palm trees, and a stone staircase.

15. The Hideaway ~ Near Beach ~ Coastal Cottage

The Hideaway ~ Near Beach ~ Coastal Cottage
Anna Maria
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great. So close to the beach a 3 min walk. We loved everything about it."
United States
JASON G.
$761 nightly
The price is $853
Nov 15 - Nov 16
Total with taxes and fees
The Hideaway ~ Near Beach ~ Coastal Cottage
A pool area with a curved pool, a blue chair, and a covered seating area.

16. Coast Is Clear ~ Pool/Hot Tub ~ Near Pine Ave

Coast Is Clear ~ Pool/Hot Tub ~ Near Pine Ave
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"."
United States
Richard
$656 nightly
The price is $736
Dec 1 - Dec 2
Total with taxes and fees
Coast Is Clear ~ Pool/Hot Tub ~ Near Pine Ave
A wooden boardwalk surrounded by dense foliage.

17. Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
Anna Maria
9.2 out of 10, Wonderful, (15 reviews)
"Close walk to the beach "
United States
Zev C.
$588 nightly
The price is $655
Nov 8 - Nov 9
Total with taxes and fees
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
A poolside area with lounge chairs and umbrellas, surrounded by palm trees and a wooden fence.

18. Kiwi Cottage ~ Near Beach ~ Heated Pool

Kiwi Cottage ~ Near Beach ~ Heated Pool
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location! Walking distance to beaches, shops and restaurants! The pool was an added bonus"
United States
Christopher
$694 nightly
The price is $778
Nov 28 - Nov 29
Total with taxes and fees
Kiwi Cottage ~ Near Beach ~ Heated Pool
An aerial view of a coastal residential area with houses, a beach, and a clear view of the ocean.

19. Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl

Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl
Anna Maria
9.8 out of 10, Exceptional, (31 reviews)
"The house was recently remodeled and in amazing condition. It was very clean and the shed had tons of beach gear to use."
United States
Ashley S.
$657 nightly
The price is $736
Nov 10 - Nov 11
Total with taxes and fees
Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl
A kitchen with a wooden table, white cabinets, and a white chair.

20. Fish, Swim & Unwind: Anna Maria Apt Steps to Beach

Fish, Swim & Unwind: Anna Maria Apt Steps to Beach
4.0 star property
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"I can’t believe I forgot to do a review. Let me just get right to it…I love this place. It was so comfortable and clean and a convenient walk to the beach. I wouldn’t want to stay anywhere else when I visit. Very very Comfortable and Convenient!!"
United States
Jhinji
$579 nightly
The price is $654
Nov 9 - Nov 10
Total with taxes and fees
Fish, Swim & Unwind: Anna Maria Apt Steps to Beach
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

The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem

The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem

10/10 Excellent
"My husband and I came to Ana Maria Island for a half week vacation. We could not have picked a better place to spend our time. The home is impeccable. There is every amenity you would ever want there and more. Everything was well maintained. It exceeded our expectations for a Vrbo home. We highly recommend it."
Candi S. 4-night trip
Posted 13 hours ago
The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem

Price trends for vacation rentals in Anna Maria

Less expensive
More expensive
This month
Next month
September
March
$561
$708
Month
Price
January
$648
February
$861
March
$887
April
$725
May
$551
June
$691
July
$777
August
$571
September
$540
October
$588
November
$561
December
$708
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 $747 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?

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 Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool. and Coral Cove: Walk to the Beach! Heated pool! Prime North End!.

How many vacation rentals are there in Anna Maria?

With 574 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.