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

AMI Retreat

3 beds
2 baths
8 guests
Average Price:  
$439
5% More
than normal
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

AMI Du Soleil

3 beds
3 baths
8 guests
Average Price:  
$462
28% Cheaper
than normal
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

The Lime Door

2 beds
2 baths
6 guests
Average Price:  
$381
8% Cheaper
than normal
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

Anna Cabana A

2 beds
1.5 baths
5 guests
Average Price:  
$262
14% Cheaper
than normal
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

Pier House

3 beds
2 baths
8 guests
Average Price:  
$301
34% Cheaper
than normal
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

Big Seader

4 beds
2.5 baths
8 guests
Average Price:  
$471
30% Cheaper
than normal
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