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: 73
$797/night
Blue Bay - Stunning views of the water, 8 bd luxury home with pool and spa!
8 beds
6 baths
16 guests
Average Price:
$1248
36% Cheaper
than normal
AirDNA Score: 72
$363/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:
$492
26% Cheaper
than normal
AirDNA Score: 71
$393/night
b) BEST DEAL ON THE ISLAND!! 300 steps to beach!!
2 beds
1 bath
7 guests
Average Price:
$498
21% Cheaper
than normal
AirDNA Score: 71
$462/night
AirDNA Score: 61
$390/night
Sunrise Shore - Fun 5 bedroom luxury home close to the beach with private pool!
5 beds
3 baths
11 guests
Average Price:
$526
26% Cheaper
than normal
AirDNA Score: 59
$321/night
Dog-friendly home w/heated private pool, near beach, shopping, dining
2 beds
2 baths
6 guests
Average Price:
$339
5% Cheaper
than normal
AirDNA Score: 59
$240/night
Bay-facing condo with amazing views and heated pool - beach across the street
2 beds
1 bath
4 guests
Average Price:
$290
17% Cheaper
than normal
AirDNA Score: 59
$449/night
Incredible, spacious home with a private heated pool - close to the beach
3 beds
2.5 baths
6 guests
Average Price:
$734
39% Cheaper
than normal
AirDNA Score: 58
$436/night
Tides Inn- Family home with tropical pool area.
4 beds
2 baths
8 guests
Average Price:
$977
55% Cheaper
than normal
AirDNA Score: 58
$434/night
Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach
3 beds
2 baths
8 guests
Average Price:
$472
8% Cheaper
than normal
AirDNA Score: 58
$349/night
Charming house with private heated pool, patio, and grill - steps from beach
3 beds
3 baths
6 guests
Average Price:
$350
0% Cheaper
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
$262/night
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
3 beds
2 baths
8 guests
Average Price:
$363
28% Cheaper
than normal
AirDNA Score: 58
$499/night
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
3 beds
2 baths
6 guests
Average Price:
$597
16% Cheaper
than normal
AirDNA Score: 57
$387/night
Dog-friendly house w/ heated private lagoon pool - two blocks from the beach
3 beds
2 baths
8 guests
Average Price:
$528
27% 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
$182/night
Latitude Adjustment by Duncan Real Estate
2 beds
1 bath
4 guests
Average Price:
$249
27% Cheaper
than normal
AirDNA Score: 57
$278/night
Cozy Cottage: Steps Away From The Beach!
2 beds
1 bath
4 guests
Average Price:
$426
35% Cheaper
than normal
AirDNA Score: 57
$382/night
North end canal front pool home.
4 beds
3 baths
8 guests
Average Price:
$860
56% Cheaper
than normal
AirDNA Score: 57
$556/night
CHERRYFISH - Stunning décor. Unique home. Beautiful landscaped gardens and pr
4 beds
3 baths
8 guests
Average Price:
$761
27% 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
$357/night
Manatee Cottage by Duncan Real Estate
2 beds
2 baths
6 guests
Average Price:
$419
15% Cheaper
than normal
AirDNA Score: 57
$333/night
AirDNA Score: 57
$182/night
Minnow 2 by Duncan Real Estate
2 beds
1 bath
4 guests
Average Price:
$230
21% Cheaper
than normal
AirDNA Score: 57
$319/night
Colorful beach cottage w/ heated private pool & grill area - dog-friendly
2 beds
2 baths
6 guests
Average Price:
$356
10% Cheaper
than normal
AirDNA Score: 57
$258/night
Waterfront dog-friendly bungalow w/ bay views - watch for dolphins from deck
2 beds
2 baths
6 guests
Average Price:
$345
25% Cheaper
than normal
AirDNA Score: 57
$302/night
Cute, Dog-Friendly Getaway w/ a Shared Pool - Walk to the Beach
3 beds
2 baths
6 guests
Average Price:
$295
2% More
than normal
AirDNA Score: 55
$350/night
AirDNA Score: 53
$675/night
Island Oasis on Anna Maria Island off Pine Ave
2 beds
3.5 baths
6 guests
Average Price:
$443
52% More
than normal
AirDNA Score: 53
$225/night
AirDNA Score: 45
$710/night
Still Waters Beach House- A north end tropical getaway.
6 beds
5.5 baths
14 guests
Average Price:
$1362
48% Cheaper
than normal
AirDNA Score: 37
$320/night
Mermaids Watch by Duncan Real Estate
4 beds
3 baths
8 guests
Average Price:
$459
30% Cheaper
than normal
AirDNA Score: 36
$203/night
Barefoot by the Bay - Cute and cozy 1 bedroom condo, perfect Island getaway! Pool, great location!
1 bed
2 baths
6 guests
Average Price:
$235
14% Cheaper
than normal
AirDNA Score: 36
$160/night
Bayside Cutie - Adorable 1 bedroom condo w/shared pool. Perfect for a romantic couple vacay!
1 bed
1 bath
4 guests
Average Price:
$209
23% Cheaper
than normal
AirDNA Score: 36
$251/night
Blissful Bay - Great location, walk to sunset and Anna Maria City pier! 3 bedroom condo w/ pool
3 beds
2 baths
8 guests
Average Price:
$367
32% Cheaper
than normal
AirDNA Score: 36
$460/night
Blue Marlin - stunning 4 bd 4.5 ba pool home, great location close to beach
4 beds
4.5 baths
8 guests
Average Price:
$707
35% Cheaper
than normal
AirDNA Score: 36
$535/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:
$708
24% Cheaper
than normal
AirDNA Score: 36
$631/night
Castaway Cove - beautiful 5 bd canal front home, only 1 block to beach!
5 beds
3.5 baths
14 guests
Average Price:
$923
32% Cheaper
than normal
AirDNA Score: 36
$1102/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:
$1558
29% Cheaper
than normal
AirDNA Score: 36
$652/night
Palmetto Pointe - Stunning luxury home just one block to the beach! Pool with spa and elevator!
5 beds
5.5 baths
8 guests
Average Price:
$993
34% Cheaper
than normal
AirDNA Score: 36
$481/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:
$762
37% Cheaper
than normal
AirDNA Score: 36
$262/night
Sweet Melissa''s Beach House - 3 bedrooms 3 baths, with a pool, great location!
3 beds
3 baths
8 guests
Average Price:
$362
28% Cheaper
than normal
AirDNA Score: 36
$583/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:
$779
25% Cheaper
than normal
AirDNA Score: 35
$573/night
NEW Luxury Canalfront Home w/Water View, Pool/Spa, Bikes, Kayaks, Toys!
4 beds
3 baths
8 guests
Average Price:
$892
36% Cheaper
than normal
AirDNA Score: 35
$859/night
Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
4 beds
4 baths
8 guests
Average Price:
$1324
35% Cheaper
than normal
AirDNA Score: 31
$379/night
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
3 beds
3 baths
8 guests
Average Price:
$529
28% Cheaper
than normal
AirDNA Score: 31
$148/night
Cozy Cottage Located Across the Street from the Gulf Beaches
2 beds
1 bath
4 guests
Average Price:
$334
56% Cheaper
than normal
AirDNA Score: 29
$249/night
Deja Blu - on canal, stone’s throw from pier.
2 beds
1 bath
5 guests
Average Price:
$216
15% More
than normal
AirDNA Score: 29
$198/night
AirDNA Score: 29
$675/night
Large pet friendly pool home. Walking distance to beach.
4 beds
3 baths
8 guests
Average Price:
$990
32% Cheaper
than normal
AirDNA Score: 29
$1000/night
The Beach House on Pine Avenue
4 beds
3 baths
10 guests
Average Price:
$1016
2% Cheaper
than normal
AirDNA Score: 28
$903/night
Huge Outdoor Kitchen,Roof Top Deck with amazing views and heated Pool
4 beds
4 baths
12 guests
Average Price:
$1028
12% Cheaper
than normal
AirDNA Score: 23
$220/night
Spacious house w/ private yard & great location near the beach - dogs ok!
2 beds
2 baths
6 guests
Average Price:
$220
0% Cheaper
than normal
AirDNA Score: 23
$258/night
Sunny dog-friendly cottage with spacious patio and grill, steps from the beach
2 beds
2 baths
6 guests
Average Price:
$325
21% Cheaper
than normal
AirDNA Score: 22
$482/night
Dog-friendly house w/ private heated pool & entertainment - walk to the beach
5 beds
3 baths
8 guests
Average Price:
$880
45% Cheaper
than normal
AirDNA Score: 22
$351/night
Newly-Renovated, Dog-Friendly Home w/ Private Heated Pool & Streaming Services
4 beds
2 baths
8 guests
Average Price:
$464
24% Cheaper
than normal
AirDNA Score: 22
$405/night
Canal-front home with private dock, covered lanai with heated pool and grill
3 beds
2.5 baths
8 guests
Average Price:
$478
15% Cheaper
than normal
AirDNA Score: 22
$430/night
High-end home w/ heated private pool/spa, courtyard, & floor-to-ceiling windows
3 beds
3.5 baths
6 guests
Average Price:
$587
27% Cheaper
than normal
AirDNA Score: 22
$319/night
Breezy canalfront home w/ heated pool & dock - 3 blocks to Bean Point Beach
3 beds
2 baths
8 guests
Average Price:
$485
34% Cheaper
than normal
AirDNA Score: 22
$678/night
Luxury waterfront home w/ heated private pool & dock only three blocks to beach
4 beds
4 baths
6 guests
Average Price:
$1271
47% Cheaper
than normal
AirDNA Score: 21
$423/night
Havana Cay NORTH END OF ANNA MARIA! 4 HOUSES TO OUR BEAUTIFUL BEACH!!
3 beds
2 baths
6 guests
Average Price:
$572
26% Cheaper
than normal
AirDNA Score: 21
$501/night
Charming island home with WiFi & heated private pool - close to it all
3 beds
2 baths
8 guests
Average Price:
$546
8% Cheaper
than normal
AirDNA Score: 21
$235/night
Dog-friendly house with heated private pool, island views & nearby beach access
2 beds
2 baths
4 guests
Average Price:
$481
51% 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:
$1018
13% More
than normal
AirDNA Score: 21
$411/night
Lovely island home w/ heated private pool - 1 block to Pine Street, 2 dogs OK!
3 beds
2 baths
6 guests
Average Price:
$477
14% Cheaper
than normal
AirDNA Score: 21
$465/night
Mangroves and Magnolias- Tropical island pool home on North end.
4 beds
3.5 baths
8 guests
Average Price:
$907
49% Cheaper
than normal
AirDNA Score: 21
$436/night
Awesome panoramic views of Lake La Vista.
4 beds
4 baths
8 guests
Average Price:
$983
56% Cheaper
than normal
AirDNA Score: 21
$928/night
Luxury Beach Villa,Near City Pier and Pine Ave
4 beds
3 baths
8 guests
Average Price:
$1895
51% Cheaper
than normal
AirDNA Score: 21
$382/night
Aqua Marine - Bayfront Home
3 beds
2 baths
6 guests
Average Price:
$820
53% Cheaper
than normal
AirDNA Score: 21
$333/night
The Lady Fish by Duncan Real Estate
3 beds
2 baths
6 guests
Average Price:
$524
36% Cheaper
than normal
AirDNA Score: 21
$402/night
Waterfront home near beaches with private heated pool, spa, and more
3 beds
3 baths
8 guests
Average Price:
$534
25% Cheaper
than normal
AirDNA Score: 21
$328/night
AirDNA Score: 21
$374/night
Charming gulf-front home right on the beach - stunning views, dogs welcome
2 beds
1 bath
6 guests
Average Price:
$470
20% Cheaper
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
$204/night
Sun and Seader North
2 beds
1 bath
4 guests
Average Price:
$273
25% Cheaper
than normal
AirDNA Score: 21
$437/night
Salty Turtle by Duncan Real Estate
3 beds
2 baths
6 guests
Average Price:
$598
27% Cheaper
than normal
AirDNA Score: 21
$714/night
West O''Gulf by Duncan Real Estate
4 beds
3 baths
8 guests
Average Price:
$929
23% Cheaper
than normal
AirDNA Score: 21
$284/night
Dog-friendly beach bungalow with WiFi, private heated pool, balcony, & lanai
2 beds
2 baths
4 guests
Average Price:
$357
20% Cheaper
than normal
AirDNA Score: 17
$375/night
Relaxing & Beautiful Home Along The Canal
4 beds
2 baths
8 guests
Average Price:
$425
12% Cheaper
than normal