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
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
AirDNA Score: 53
$225/night
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
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
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
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