The Best Airbnb Deals in
Anna Maria, Florida

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Anna Maria, Florida. Enter your travel dates to find the best deals!

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AirDNA Score: 78
$141/night

Cozy Beachhouse 800 steps to beach

1 bed
1 bath
3 guests
Average Price:  
$167
16% Cheaper
than normal
AirDNA Score: 77
$730/night

Seaside Maison

4 beds
4.5 baths
8 guests
Average Price:  
$998
27% Cheaper
than normal
AirDNA Score: 75
$224/night

Sea Breeze in Anna Maria With Private Dock

2 beds
2 baths
4 guests
Average Price:  
$286
22% Cheaper
than normal
AirDNA Score: 75
$215/night

Anna Cabana B

1 bed
1 bath
4 guests
Average Price:  
$236
9% Cheaper
than normal
AirDNA Score: 73
$695/night

Blue Bay - Stunning views of the water, 8 bd luxury home with pool and spa!

8 beds
6 baths
16 guests
Average Price:  
$1007
31% Cheaper
than normal
AirDNA Score: 72
$299/night

Turtle Cottage - Anna Maria Island

1 bed
1 bath
4 guests
Average Price:  
$276
8% More
than normal
AirDNA Score: 72
$299/night

Bean Point Bungalow - Classic beach cottage steps from the best beach! 3 bed/ 2 bath, plus pool!

3 beds
2 baths
8 guests
Average Price:  
$450
34% Cheaper
than normal
AirDNA Score: 72
$593/night

Seaside Magnolia - 7 bedroom luxury home great for families! Close to beach, awesome pool!

7 beds
4.5 baths
16 guests
Average Price:  
$972
39% Cheaper
than normal
AirDNA Score: 71
$995/night

b2. BEST DEAL ON THE ISLAND!! 327 Steps to Beach!

2 beds
1 bath
7 guests
Average Price:  
$427
133% More
than normal
AirDNA Score: 71
$199/night

2nd House from the Beach with No Roads to Cross

2 beds
2 baths
4 guests
Average Price:  
$360
45% Cheaper
than normal
AirDNA Score: 65
$239/night

Blue Heron Cottage - Anna Maria Island

1 bed
1.5 baths
4 guests
Average Price:  
$214
12% More
than normal
AirDNA Score: 64
$399/night

Gulf Front Guest House

studio
1 bath
2 guests
Average Price:  
$366
9% More
than normal
AirDNA Score: 61
$337/night

Luxury home close to the beach with private pool!

5 beds
3 baths
11 guests
Average Price:  
$496
32% Cheaper
than normal
AirDNA Score: 61
$243/night

Memories are Made in Flip Flops

3 beds
2 baths
6 guests
Average Price:  
$424
43% Cheaper
than normal
AirDNA Score: 59
$248/night

Dog-friendly home w/heated private pool, near beach, shopping, dining

2 beds
2 baths
6 guests
Average Price:  
$350
29% Cheaper
than normal
AirDNA Score: 59
$350/night

Bay-facing condo with amazing views and heated pool - beach across the street

2 beds
1 bath
4 guests
Average Price:  
$296
18% More
than normal
AirDNA Score: 59
$337/night

Sunset Shore - Beautiful 4 bedroom luxury vacay property, private pool with water views!

4 beds
3 baths
12 guests
Average Price:  
$569
41% Cheaper
than normal
AirDNA Score: 58
$1061/night

Special: Book & arrive soon inquire for gift card

3 beds
2 baths
8 guests
Average Price:  
$815
30% More
than normal
AirDNA Score: 58
$416/night

Elevated beach cottage with heated private pool, short walk from the beach

3 beds
2 baths
6 guests
Average Price:  
$392
6% More
than normal
AirDNA Score: 58
$647/night

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

3 beds
2 baths
6 guests
Average Price:  
$610
6% More
than normal
AirDNA Score: 58
$1334/night

Special: Book & arrive soon inquire for gift card

5 beds
3 baths
10 guests
Average Price:  
$1231
8% More
than normal
AirDNA Score: 58
$1150/night

Special: Book & arrive soon inquire for gift card

2 beds
2 baths
6 guests
Average Price:  
$616
87% More
than normal
AirDNA Score: 57
$531/night

Dog-friendly house w/ heated private lagoon pool - two blocks from the beach

3 beds
2 baths
8 guests
Average Price:  
$504
5% More
than normal
AirDNA Score: 57
$400/night

Gorgeous Anna Maria Waterfront Pool/Spa House

3 beds
2.5 baths
6 guests
Average Price:  
$508
21% Cheaper
than normal
AirDNA Score: 57
$623/night

Oceanfront house with great views, easy beach access, and free WiFi

3 beds
2.5 baths
6 guests
Average Price:  
$614
1% More
than normal
AirDNA Score: 57
$389/night

CHERRYFISH - Stunning décor. Unique home. Beautiful landscaped gardens and pr

4 beds
3 baths
8 guests
Average Price:  
$761
49% Cheaper
than normal
AirDNA Score: 57
$697/night

Spacious gulf side home with heated private pool and views of gulf beaches.

4 beds
3.5 baths
8 guests
Average Price:  
$769
9% Cheaper
than normal
AirDNA Score: 57
$1250/night

Special: Book & arrive soon inquire for gift card

3 beds
2.5 baths
6 guests
Average Price:  
$936
34% More
than normal
AirDNA Score: 57
$159/night

Latitude Adjustment by Duncan Real Estate

2 beds
1 bath
4 guests
Average Price:  
$324
51% Cheaper
than normal
AirDNA Score: 57
$567/night

Special: Book & arrive soon inquire for gift card

2 beds
1 bath
4 guests
Average Price:  
$418
36% More
than normal
AirDNA Score: 57
$560/night

Colorful beach cottage w/ heated private pool & grill area - dog-friendly

2 beds
2 baths
6 guests
Average Price:  
$498
12% More
than normal
AirDNA Score: 55
$350/night

The Lime Door

2 beds
2 baths
6 guests
Average Price:  
$420
17% Cheaper
than normal
AirDNA Score: 53
$225/night

Anna Cabana A

2 beds
1.5 baths
3 guests
Average Price:  
$259
13% Cheaper
than normal
AirDNA Score: 51
$1100/night

New! Luxury Bay/Canal Waterfront Tiki Bar Sleep 14

5 beds
5 baths
14 guests
Average Price:  
$1234
11% Cheaper
than normal
AirDNA Score: 46
$325/night

Sunset Cottage!

2 beds
1 bath
4 guests
Average Price:  
$342
5% Cheaper
than normal
AirDNA Score: 45
$246/night

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

1 bed
1 bath
2 guests
Average Price:  
$269
9% Cheaper
than normal
AirDNA Score: 43
$340/night

Charming Beach house amongst huge Banyon Trees

2 beds
2 baths
6 guests
Average Price:  
$344
1% Cheaper
than normal
AirDNA Score: 42
$400/night

Wonderful Island Retreat

4 beds
3 baths
8 guests
Average Price:  
$340
18% More
than normal
AirDNA Score: 37
$278/night

Mermaids Watch by Duncan Real Estate

4 beds
3 baths
8 guests
Average Price:  
$470
41% Cheaper
than normal
AirDNA Score: 37
$225/night

Paradise on Palm Lower unit

2 beds
1 bath
4 guests
Average Price:  
$343
34% Cheaper
than normal
AirDNA Score: 36
$401/night

Blue Marlin from AMI Locals - BRAND NEW PUTTING GREEN! Close to beach!

4 beds
4.5 baths
8 guests
Average Price:  
$617
35% Cheaper
than normal
AirDNA Score: 36
$246/night

The Fish House - Beautifully remodeled canal front home! 3 bed 3 baths, private pool and spa!

3 beds
3 baths
8 guests
Average Price:  
$516
52% Cheaper
than normal
AirDNA Score: 36
$219/night

Sweet Melissa''s Beach House - 3 bedrooms 3 baths, with a pool, great location!

3 beds
3 baths
8 guests
Average Price:  
$334
34% Cheaper
than normal
AirDNA Score: 36
$214/night

Dockside Paradise - canal front beach house with beautiful new pool

2 beds
2 baths
6 guests
Average Price:  
$333
36% Cheaper
than normal
AirDNA Score: 36
$208/night

Cute Condo with Pool, Great Location!

3 beds
2 baths
6 guests
Average Price:  
$383
46% Cheaper
than normal
AirDNA Score: 36
$128/night

Adorable Condo w/ Pool. Perfect for a Romantic Couple Vacay!

1 bed
1 bath
4 guests
Average Price:  
$223
43% Cheaper
than normal
AirDNA Score: 36
$160/night

Adorable Condo with Heated Pool

2 beds
1 bath
6 guests
Average Price:  
$279
43% Cheaper
than normal
AirDNA Score: 36
$139/night

Cute and beachy Condo with Pool, great location!

1 bed
2 baths
6 guests
Average Price:  
$249
44% Cheaper
than normal
AirDNA Score: 36
$535/night

Under the Sea - Vacation in luxury! Just steps to the beach, beautiful 4 bedroom home!

5 beds
4.5 baths
12 guests
Average Price:  
$732
27% Cheaper
than normal
AirDNA Score: 36
$470/night

Sign of the Mermaid - Don''t miss this amazing 4 bd luxury home w/ pool! Just steps to the beach!

5 beds
4.5 baths
12 guests
Average Price:  
$675
30% Cheaper
than normal
AirDNA Score: 36
$508/night

Canal front home, beautifully renovated with pool, spa, waterslide!

5 beds
3 baths
8 guests
Average Price:  
$662
23% Cheaper
than normal
AirDNA Score: 36
$374/night

Blue Pearl - darling renovated beach cottage, best backyard pool on AMI!

4 beds
3 baths
8 guests
Average Price:  
$562
33% Cheaper
than normal
AirDNA Score: 36
$631/night

Serenity Beach - Canal Front Luxury Home! Private pool and spa, putting green!

5 beds
4.5 baths
13 guests
Average Price:  
$1020
38% Cheaper
than normal
AirDNA Score: 36
$321/night

Beach Breeze - One block to the beach! Adorable bungalow with 4 bedrooms, pool

4 beds
3 baths
10 guests
Average Price:  
$533
40% Cheaper
than normal
AirDNA Score: 36
$1043/night

Bay View Beauty - Water front 7 bd luxury home with amazing views of Rod ''n Reel Pier!

7 beds
7.5 baths
16 guests
Average Price:  
$1399
25% Cheaper
than normal
AirDNA Score: 36
$508/night

Vacation like Royalty! Luxury pool, spa, great location!

5 beds
4 baths
12 guests
Average Price:  
$764
34% Cheaper
than normal
AirDNA Score: 36
$561/night

Castaway Cove - beautiful 5 bd canal front home, only 1 block to beach!

5 beds
3.5 baths
14 guests
Average Price:  
$847
34% Cheaper
than normal
AirDNA Score: 36
$251/night

Bamboo Bungalow - Luxury 3 bd beach home with pool and spa! Canal front with dock!

3 beds
2 baths
8 guests
Average Price:  
$373
33% Cheaper
than normal
AirDNA Score: 36
$337/night

Luxury Home with Pool, On the beach block!

6 beds
3.5 baths
12 guests
Average Price:  
$710
53% Cheaper
than normal
AirDNA Score: 36
$374/night

Rod N Reel - Stunning 4 bedroom canal front home with beautiful backyard pool and spa!

4 beds
3 baths
8 guests
Average Price:  
$620
40% Cheaper
than normal
AirDNA Score: 36
$374/night

Freckled Fin - 4 bed/4.5 bath luxury home! Private pool and spa, near beach and shops

4 beds
4.5 baths
8 guests
Average Price:  
$614
39% Cheaper
than normal
AirDNA Score: 36
$460/night

Daiquiri Deck - amazing home with pool and spa, close to beach and shopping!

4 beds
4.5 baths
8 guests
Average Price:  
$745
38% Cheaper
than normal
AirDNA Score: 36
$449/night

Beach Escape - Escape the everyday to the beach! Luxury 5 bed/4 bath home with pool and spa!

5 beds
4 baths
12 guests
Average Price:  
$642
30% Cheaper
than normal
AirDNA Score: 36
$374/night

Montego Bay - Beautiful home, great location just 3 min walk to beach!

5 beds
4.5 baths
11 guests
Average Price:  
$705
47% Cheaper
than normal
AirDNA Score: 35
$481/night

Salty Pirate - NEW Luxury Canal Front Home w/Water View, Pool/Spa, Bikes, Kayaks, Toys!

4 beds
3 baths
8 guests
Average Price:  
$937
49% Cheaper
than normal
AirDNA Score: 35
$781/night

Bateman''s - New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave

4 beds
4 baths
8 guests
Average Price:  
$1642
52% Cheaper
than normal
AirDNA Score: 31
$556/night

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

3 beds
3 baths
8 guests
Average Price:  
$527
6% More
than normal
AirDNA Score: 29
$249/night

Deja Blu - on canal, stone’s throw from pier.

2 beds
1 bath
5 guests
Average Price:  
$231
8% More
than normal
AirDNA Score: 29
$198/night

Pier House

3 beds
2 baths
8 guests
Average Price:  
$301
34% Cheaper
than normal
AirDNA Score: 29
$726/night

Large pet friendly pool home. Walking distance to beach.

4 beds
3 baths
8 guests
Average Price:  
$990
27% Cheaper
than normal
AirDNA Score: 29
$890/night

The Beach House on Pine Avenue

4 beds
3 baths
10 guests
Average Price:  
$1274
30% Cheaper
than normal
AirDNA Score: 23
$880/night

Special: Book & arrive soon inquire for gift card

3 beds
2 baths
8 guests
Average Price:  
$785
12% More
than normal
AirDNA Score: 23
$351/night

Sunny dog-friendly cottage with spacious patio and grill, steps from the beach

2 beds
2 baths
6 guests
Average Price:  
$316
11% More
than normal
AirDNA Score: 22
$494/night

Newly-Renovated, Dog-Friendly Home w/ Private Heated Pool & Streaming Services

4 beds
2 baths
8 guests
Average Price:  
$459
8% More
than normal
AirDNA Score: 22
$2301/night

Special: Book & arrive soon inquire for gift card

5 beds
3 baths
10 guests
Average Price:  
$1307
76% More
than normal
AirDNA Score: 22
$702/night

Dog-friendly house w/ private heated pool & entertainment - walk to the beach

5 beds
3 baths
8 guests
Average Price:  
$782
10% Cheaper
than normal
AirDNA Score: 22
$684/night

Special: Book & arrive soon inquire for gift card

3 beds
2 baths
6 guests
Average Price:  
$632
8% More
than normal
AirDNA Score: 21
$549/night

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

3 beds
3 baths
6 guests
Average Price:  
$635
14% Cheaper
than normal
AirDNA Score: 21
$1155/night

Enjoy island life--surfer chic bungalow, private beach path, kayak

3 beds
2 baths
6 guests
Average Price:  
$1148
1% More
than normal
AirDNA Score: 21
$583/night

Lovely island home w/ heated private pool - 1 block to Pine Street, 2 dogs OK!

3 beds
2 baths
6 guests
Average Price:  
$480
21% More
than normal
AirDNA Score: 21
$567/night

Special: Book & arrive soon inquire for gift card

2 beds
1 bath
4 guests
Average Price:  
$412
38% More
than normal
AirDNA Score: 21
$785/night

Special: Book & arrive soon inquire for gift card

3 beds
2 baths
6 guests
Average Price:  
$685
15% More
than normal
AirDNA Score: 21
$1591/night

Special: Book & arrive soon inquire for gift card

4 beds
3 baths
8 guests
Average Price:  
$1644
3% Cheaper
than normal
AirDNA Score: 21
$771/night

Special: Book & arrive soon inquire for gift card

2 beds
1.5 baths
4 guests
Average Price:  
$646
19% More
than normal
AirDNA Score: 21
$1614/night

Special: Book & arrive soon inquire for gift card

3 beds
2.5 baths
6 guests
Average Price:  
$1255
29% More
than normal
AirDNA Score: 21
$567/night

Special: Book & arrive soon inquire for gift card

2 beds
1 bath
4 guests
Average Price:  
$461
23% More
than normal
AirDNA Score: 21
$411/night

Island Priva-Sea

3 beds
2 baths
6 guests
Average Price:  
$681
40% Cheaper
than normal
AirDNA Score: 21
$261/night

*Pelican Bay

2 beds
2 baths
6 guests
Average Price:  
$418
38% Cheaper
than normal
AirDNA Score: 21
$333/night

Seascapes by Duncan Real Estate

3 beds
2 baths
6 guests
Average Price:  
$464
28% Cheaper
than normal
AirDNA Score: 21
$457/night

Lazy Hammock by Duncan Real Estate

3 beds
3 baths
6 guests
Average Price:  
$664
31% Cheaper
than normal
AirDNA Score: 21
$371/night

Dog-friendly beach bungalow with WiFi, private heated pool, balcony, and lanai

2 beds
2 baths
4 guests
Average Price:  
$340
9% More
than normal
AirDNA Score: 21
$222/night

Dog-friendly seaside getaway with WiFi, private hot tub in a great location

3 beds
2 baths
6 guests
Average Price:  
$237
6% Cheaper
than normal
AirDNA Score: 21
$543/night

Charming gulf-front home right on the beach - stunning views, dogs welcome

2 beds
1 bath
6 guests
Average Price:  
$486
12% More
than normal
AirDNA Score: 21
$294/night

Salty Turtle by Duncan Real Estate

3 beds
2 baths
6 guests
Average Price:  
$608
52% Cheaper
than normal
AirDNA Score: 14
$550/night

Anna Maria Island-Gulf Front Vacation Rental

3 beds
2 baths
6 guests
Average Price:  
$597
8% Cheaper
than normal