Best price vacation rentals in Anna Maria, FL, USA • 150 Listings
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Anna Maria, FL, USA Vacation Rentals | 

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5.0 (42)
WiFi & Trolley, Stroll to Pristine Beach, NO Roads to Cross, Dog*(See Note)Allow
Up to 6 guests
Vrbo$484
Airbnb$538
Average Nightly Rate
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5.0 (4)
Spacious, luxury, canal front pool home in the center of Anna Maria city.
Up to 8 guests
Vrbo$1,461
Airbnb$1,594
Average Nightly Rate
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5.0 (66)
⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level
Up to 8 guests
Airbnb$636
Vrbo$770
Average Nightly Rate
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5.0 (23)
Anna Maria Island Beach Condo w/ Stunning Views!
Up to 6 guests
Airbnb$330
Vrbo$353
Average Nightly Rate
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5.0 (143)
Dog Friendly Lovely Pool Home Just 250 Steps To The Beach!
Up to 6 guests
Airbnb$387
Vrbo$529
Average Nightly Rate
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5.0 (34)
Heated Pool & Spa FREE WiFi, Near AMI Beach & Village Dog* (See Note) Friendly!
Up to 4 guests
Vrbo$364
Airbnb$407
Average Nightly Rate
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5.0 (51)
Gulf Beach Bungalow
Up to 4 guests
Airbnb$159
Vrbo$159
Average Nightly Rate

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5.0 (33)
Charming Cottage, just one block off beach with private pool. Come stay awhile!
Up to 6 guests
Airbnb$209
Vrbo$400
Average Nightly Rate
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5.0 (4)
FantaSea, a single family pool home located in Holmes Beach.
Up to 6 guests
Vrbo$595
Airbnb$826
Average Nightly Rate

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5.0 (24)
Seascapes by Duncan Real Estate
Up to 6 guests
Vrbo$429
Airbnb$453
Average Nightly Rate
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5.0 (1)
Beautiful 1 bedroom Condo with Beach views! Rest and relaxation await!
Up to 4 guests
Airbnb$137
Vrbo$258
Average Nightly Rate
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5.0 (14)
Gorgeous Home, Peek at Gulf, Heated Pool, Elevator, 4 Min Walk to Beach, Games!
Up to 6 guests
Vrbo$700
Airbnb$802
Average Nightly Rate
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5.0 (12)
★ Spacious Condo ★ 2 Patios |Steps to Beach| 2BD
Up to 4 guests
Airbnb$203
Vrbo$230
Average Nightly Rate
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5.0 (10)
New luxury island home with a private pool and spa - and so close to beach!!
Up to 14 guests
Airbnb$753
Vrbo$878
Average Nightly Rate
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5.0 (27)
Mermaid Cove- Floridian cottage with modern amenities.
Up to 6 guests
Vrbo$688
Airbnb$1,177
Average Nightly Rate
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5.0 (13)
SeaStarVilla by Duncan Real Estate
Up to 6 guests
Vrbo$452
Airbnb$522
Average Nightly Rate
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5.0 (10)
Castnetter Beach Resort 5
Up to 6 guests
Vrbo$314
Airbnb$456
Average Nightly Rate
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5.0 (22)
New luxuriously renovated home! Pool, Cabana, hammock, walk to beach w / gear!
Up to 8 guests
Vrbo$724
Airbnb$828
Average Nightly Rate
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5.0 (48)
LOVELY CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS
Up to 6 guests
Airbnb$495
Vrbo$495
Average Nightly Rate
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5.0 (29)
Cloud 9- beachfront/heated pool/ 4 plus bedroom - Beach Front/Hot Tub/Golf Ca...
Up to 8 guests
Airbnb$1,582
Vrbo$1,961
Average Nightly Rate
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5.0 (36)
Private House, Pool on Anna Maria Island. Easy walk to beach, shops, restaurants
Up to 6 guests
Vrbo$425
Airbnb$449
Average Nightly Rate
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5.0 (21)
All you need for your perfect vacation by the Beach Sleeps 8 with Heated Pool.
Up to 6 guests
Vrbo$428
Airbnb$450
Average Nightly Rate
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5.0 (26)
NEW Luxury Canalfront Home w/Water View, Pool/Spa, Bikes, Kayaks, Toys!
Up to 8 guests
Vrbo$1,150
Airbnb$1,318
Average Nightly Rate
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5.0 (6)
Dream vacation! Gorgeous canal front luxury home, pool, spa and rooftop deck!
Up to 8 guests
Airbnb$808
Vrbo$1,564
Average Nightly Rate
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5.0 (85)
Sandy Point 205 in Holmes Beach
Up to 4 guests
Airbnb$141
Vrbo$218
Average Nightly Rate
  1. United States
  2. Florida
  3. Anna Maria Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Anna Maria, FL, USA

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