Anna Maria Vacation Rentals
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Our top choices for Anna Maria vacation rentals
1. 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.
$424 nightly
The price is $472
Nov 13 - Nov 14
Total with taxes and fees
2. 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
$462 nightly
The price is $516
Nov 10 - Nov 11
Total with taxes and fees
3. 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.
$484 nightly
The price is $540
Nov 10 - Nov 11
Total with taxes and fees
4. 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.
$450 nightly
The price is $502
Nov 16 - Nov 17
Total with taxes and fees
5. 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.
$424 nightly
The price is $472
Nov 10 - Nov 11
Total with taxes and fees
6. 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.
$484 nightly
The price is $540
Nov 15 - Nov 16
Total with taxes and fees
7. 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.
$472 nightly
The price is $527
Nov 14 - Nov 15
Total with taxes and fees
8. 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.
$466 nightly
The price is $521
Nov 10 - Nov 11
Total with taxes and fees
9. 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.
$527 nightly
The price is $590
Dec 1 - Dec 2
Total with taxes and fees
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.
$730 nightly
The price is $761
Dec 2 - Dec 3
Total with taxes and fees
11. 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.
$704 nightly
The price is $730
Dec 2 - Dec 3
Total with taxes and fees
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.
$541 nightly
The price is $604
Nov 29 - Nov 30
Total with taxes and fees
13. 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.
$522 nightly
The price is $584
Nov 10 - Nov 11
Total with taxes and fees
14. 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
9.4 out of 10, Exceptional, (16 reviews)
"Close walk to the beach "
Zev C.
$572 nightly
The price is $639
Nov 15 - Nov 16
Total with taxes and fees
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.
$740 nightly
The price is $832
Nov 15 - Nov 16
Total with taxes and fees
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
$631 nightly
The price is $711
Dec 1 - Dec 2
Total with taxes and fees
17. 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
$674 nightly
The price is $758
Nov 28 - Nov 29
Total with taxes and fees
18. 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
$579 nightly
The price is $654
Nov 10 - Nov 11
Total with taxes and fees
19. Coconut Cottage ~ Near Beach ~ Heated Pool
Coconut Cottage ~ Near Beach ~ Heated PoolAnna Maria
10.0 out of 10, Exceptional, (1 review)
"This property was perfect for our family of four. We love the north end of the island and it was within walking distance of the beach and local shops. The house was clean and the host responds very well. We would stay here again!"
Jenny R.
$665 nightly
The price is $749
Dec 6 - Dec 7
Total with taxes and fees
20. Do you love the beach?
Do you love the beach?Anna Maria
10.0 out of 10, Exceptional, (164 reviews)
"We really enjoyed this location - steps away from the beach was awesome. Also walking distance from some of our favorite spots (Waterfront, Donut Experiment, North Shore, Poppo’s, Two Scoops). We will be booking this spot on our next trip to Anna Maria."
Zachary Z.
$512 nightly
The price is $576
Nov 12 - Nov 13
Total with taxes and fees
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
10/10 Excellent
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 $576 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.
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