Anna Maria Vacation Rentals
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Our top choices for Anna Maria vacation rentals
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 & BikesAnna 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 !"
Meagan
The price is CA $279
CA $740 total
includes taxes & fees
Nov 9 - Nov 10
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"
David V.
The price is CA $278
CA $687 total
includes taxes & fees
Nov 16 - Nov 17
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 GrillAnna Maria
9.6 out of 10, Exceptional, (31 reviews)
"Very short walk to the beach. We enjoyed our stay. "
Stacey D.
The price is CA $292
CA $775 total
includes taxes & fees
Nov 15 - Nov 16
4. Updated bayside condo with heated pool - across the street from the beach
Updated bayside condo with heated pool - across the street from the beachAnna 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!"
Rick C.
The price is CA $203
CA $684 total
includes taxes & fees
Nov 13 - Nov 14
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"
Kathy R.
The price is CA $292
CA $775 total
includes taxes & fees
Nov 9 - Nov 10
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!"
Kathryn M.
The price is CA $285
CA $757 total
includes taxes & fees
Nov 14 - Nov 15
7. Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Stylish bayside condo with WiFi & pool - close to the beach & restaurantsAnna 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!"
Jena J.
The price is CA $203
CA $684 total
includes taxes & fees
Nov 13 - Nov 14
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!"
Jessica S.
The price is CA $321
CA $869 total
includes taxes & fees
Dec 1 - Dec 2
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!!!"
John F.
The price is CA $285
CA $748 total
includes taxes & fees
Nov 9 - Nov 10
10. Private Pool / Spa Home - Steps to Anna Maria Island Beach
Private Pool / Spa Home - Steps to Anna Maria Island BeachAnna 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."
Holly F.
The price is CA $298
CA $1,067 total
includes taxes & fees
Dec 2 - Dec 3
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 BayAnna 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."
Terrence H.
The price is CA $364
CA $848 total
includes taxes & fees
Nov 9 - Nov 10
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 & grillAnna 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!"
Anne B.
The price is CA $321
CA $871 total
includes taxes & fees
Dec 1 - Dec 2
13. 3BR Cottage with Heated Pool – Walk to Beach & Pine Ave
3BR Cottage with Heated Pool – Walk to Beach & Pine AveAnna 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"
Cheryl M.
The price is CA $285
CA $1,067 total
includes taxes & fees
Dec 2 - Dec 3
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 RentalsAnna Maria
9.2 out of 10, Wonderful, (63 reviews)
"Great place- close to the beach!"
Jaymi R.
The price is CA $283
CA $930 total
includes taxes & fees
Nov 8 - Nov 9
15. The Hideaway ~ Near Beach ~ Coastal Cottage
The Hideaway ~ Near Beach ~ Coastal CottageAnna 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."
JASON G.
The price is CA $350
CA $1,155 total
includes taxes & fees
Nov 16 - Nov 17
16. Coast Is Clear ~ Pool/Hot Tub ~ Near Pine Ave
Coast Is Clear ~ Pool/Hot Tub ~ Near Pine AveAnna Maria
10.0 out of 10, Exceptional, (1 review)
"."
Richard
The price is CA $356
CA $1,046 total
includes taxes & fees
Dec 1 - Dec 2
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, bikesAnna Maria
9.2 out of 10, Wonderful, (15 reviews)
"Close walk to the beach "
Zev C.
The price is CA $356
CA $917 total
includes taxes & fees
Nov 9 - Nov 10
18. Kiwi Cottage ~ Near Beach ~ Heated Pool
Kiwi Cottage ~ Near Beach ~ Heated PoolAnna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location! Walking distance to beaches, shops and restaurants! The pool was an added bonus"
Christopher
The price is CA $456
CA $1,106 total
includes taxes & fees
Nov 28 - Nov 29
19. Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl
Duplex with Heated Pool! 2 Blocks to Beach! - Turtle CrawlAnna 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."
Ashley S.
20. Fish, Swim & Unwind: Anna Maria Apt Steps to Beach
Fish, Swim & Unwind: Anna Maria Apt Steps to BeachAnna 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!!"
Jhinji
The price is CA $451
CA $917 total
includes taxes & fees
Nov 9 - Nov 10
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
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
10/10 Excellent
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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna Maria vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Anna Maria vacation rentals we have selected for you start as low as CA $859 per night. Entering your travel dates in the search wizard 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.
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