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Listings in "Anna Maria"

Friendly Condo w/ Shared Pool in Great Location w/ Washer/Dryer, & Free WiFi
$ 147 /night
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1
The TipSea Turtle managed by Beach Retreats
$ 720 /night
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4
Rooftop Deck, Private Pool and Game room! Perfect for Families!
$ 597 /night
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6
Beach N Bay 206 by Duncan Real Estate
$ 210 /night
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2
Serenity Cove: North End Cottage on Canal, Kayaks, Perfect for 2 by Anna Maria Life Vacation Rentals
$ 158 /night
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Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
$ 475 /night
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3
Dog friendly home with private pool and spa!
$ 328 /night
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2
Fun in the Sun | Gulf front, steps to the sand, 4-bed with spectacular views!
$ 365 /night
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4
Coconut Lagoon – Lovely Historic Renovated Cottage w/Huge Heated Pool & Backyard Oasis/Cabana/Bar
$ 329 /night
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3
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
$ 195 /night
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2
Ground level home perfect for family, just a short walk to the beach!
$ 209 /night
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3
Private Bungalow with Pool, Perfect for Family Vacations! – Hav’Anna Daydreamin
$ 167 /night
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3
Beach Escapade w/near the Beach, Shared Pool, Washer/Dryer, Free WiFi, & More
$ 151 /night
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Private Home with Rooftop Deck, Pool, and Hot Tub!
$ 475 /night
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4
Bay-facing condo with amazing views and heated pool – beach across the street
$ 218 /night
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2
Sea Spray 1: *Pet-friendly *Steps to the beach *Close to shops, restaurants
$ 146 /night
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2
Bean Point Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life Vacation Rentals
$ 279 /night
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3
Charming gulf-front home right on the beach – stunning views, dogs welcome
$ 690 /night
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2
Sweety N Salty- Brand new pool and spa- Walking distance to Pine Ave
$ 237 /night
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2
Private Home with Caged Pool, 1 Block to Beach, Great for Family!
$ 231 /night
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3
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
$ 219 /night
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2
Spacious Island Home with Lagoon-Style Pool!
$ 188 /night
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3
Marias Way – 3BR/2BA Pool Home – Anna Maria City -By Island Real Estate Vacation
$ 303 /night
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3
Waterfront home near beaches with private heated pool, spa, and more
$ 425 /night
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3
Island Breeze: Steps to Beach, Heated Pool & Spa, Huge Verandah by Anna Maria Life Vacation Rentals
$ 258 /night
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2
Resort-Style Ground Floor Suite Heated Pool/Spa
$ 205 /night
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1
Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL.
$ 321 /night
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3
Seahorse Cottage: Heated pool, north of Pine Ave, close to Bean Point
$ 296 /night
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2
Great Beach Retreat w/Full Kitchen, Free WiFi, Shared Pool, Washer/Dryer, & More
$ 148 /night
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1
BEST LOCATION! NORTH END OF ANNA MARIA, FL , STEPS TO BEACH & DINING – UNIT A
$ 272 /night
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2
Bayou Breeze | Amazing Waterfront Condo on Pine Ave with Dock and Water Views
$ 122 /night
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2
Luxury Home with Pool, Spa, and Deck! – AMI Breeze
$ 205 /night
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2
Hop, Skip and a Beach – 4Bed Pool Home in Anna Maria City – By Island Real Estat
$ 426 /night
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4
Dog-friendly family home with WiFi, central AC, private W/D – close to beach
$ 149 /night
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2
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING – UPPER UNIT
$ 263 /night
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2
Canal Home with Private Dock and Heated Pool, Just 3 Houses to the Bay
$ 222 /night
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3
North End Anna Maria Island. Canal front, great for fishing off the dock.
$ 205 /night
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2
Sea Song – DIRECT GULFRONT HOUSE – By Island Real Estate Vacations
$ 295 /night
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2
Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi
$ 160 /night
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1
Anna Maria Beach Cottage 110B | Updated studio beach cottage, steps to the sand!
$ 182 /night
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Adorable home near the beach! – Bo’s Beach Bungalow
$ 110 /night
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2
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
$ 288 /night
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2
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
$ 237 /night
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2
Cottage with Private Pool, Tropical Landscaped Backyard, Near Beach
$ 229 /night
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3
Canal Front Home with Dock, Saltwater Pool, Ping Pong – Ama Maria
$ 190 /night
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3
Adorable Beach cottage just steps Bean Point beach!
$ 348 /night
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3
AMI Boathouse:Dog Friendly Canal Front Pool Home North End of AMI by Anna Maria Life
$ 236 /night
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3
Unique beach house near Bean Point, heated pool and just 3 min to beach.
$ 296 /night
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3
Sea ‘Esta in Anna Maria, FL
$ 243 /night
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2
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
$ 222 /night
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3
Hidden Oasis – DIRECT BEACHFRONT DUPLEX – By Island Real Estate
$ 182 /night
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The Laguna Beach: 2 Blocks to Beach, Pool, 5 Hole Put Put, Foosball, Cornhole by Anna Maria Life
$ 707 /night
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3
High-end home w/ heated private pool/spa, courtyard, & floor-to-ceiling windows
$ 390 /night
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3
Charming house with private heated pool, lanai. Great location to beach & shops
$ 229 /night
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2
Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi
$ 153 /night
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1
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
$ 216 /night
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1
Updated, Charming Florida Cottage
$ 287 /night
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3
Private Home with Pool and Hot Tub, 2 Blocks to Beach
$ 182 /night
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3
Beach Condo Near the Beach, Shared Pool, and High-Speed WiFi
$ 153 /night
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Beautiful Canal Front Home with Putt-Putt Green, Only 5 Blocks to Beach!
$ 342 /night
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3
Coquina Cottage A by Duncan Real Estate
$ 158 /night
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2
Golf Cart, Simpatico by SeaBreeze Vacation
$ 265 /night
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3
EV Charger, Blue Lagoon South by SeaBreeze Vacation
$ 199 /night
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2
Heated Pool. Short stays available!
$ 133 /night
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2
Snail’s Pace: North End on Canal, Kayaks & Dog Friendly by Anna Maria Life Vacation Rentals
$ 133 /night
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Budget-friendly beach condo with pool access, washer/dryer, WiFi & full kitchen
$ 156 /night
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Canal Front Home with Private Dock, Saltwater Pool, Kayaks – Magnolia Breeze
$ 202 /night
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Private Home Situated Near Bean Point with Spacious Heated Pool
$ 268 /night
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“La Casita” Beautiful, Elegant Florida Cottage, 1 Minute Walk to the Beach!
$ 124 /night
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Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage – Best of Both!
$ 271 /night
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Anna Maria Guest House 401- 3 bedrooms in the middle of everything
$ 198 /night
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Sea Garden Cottage with Direct Beach Access,AC & WiFi – North End Anna Maria Fl
$ 308 /night
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Dog Friendly Cottage – Near the Beach and Shopping!
$ 142 /night
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
$ 306 /night
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Beach Cottage Close to Beach with Community Pool and Grill – Southern Breeze #6
$ 131 /night
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Private Home with Heated Pool and Screened Lanai, 2 Houses to Beach
$ 236 /night
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Anna Maria North End Retreat, Private Pool, 250 feet from the beach
$ 266 /night
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3
Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach
$ 190 /night
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2
FREE WiFi & Trolley ONLY STEPS to Pristine Sandy Beach NO Roads to Cross!
$ 102 /night
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0
Quaint Condo with Heated Pool, Only 2 Houses to the Beach – Sand and Sea 111 B
$ 108 /night
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2
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
$ 174 /night
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2
Short stays available! 5-7 Minute Walk to the Gulf Beaches!
$ 127 /night
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2
Anna Cabana A: North End Pool Home, Short Walk To Beach by Anna Maria Life Vacation Rentals
$ 137 /night
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Well-appointed beach condo with pool access, washer/dryer, WiFi & great location
$ 156 /night
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Bayfront Home, Easy Walk to AMI City Pier Park. Updates Throughout! Private Pool
$ 463 /night
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3
Gone Coastal: *3 mins to beach *Pet-Friendly *Budget-friendly
$ 134 /night
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2
Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals
$ 269 /night
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2
Luxury bungalow with pool and spa! Canal front with dock!
$ 206 /night
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
$ 158 /night
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2
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
$ 198 /night
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2
Well-Furnished Beach Condo w/Shared Swimming Pool, Washer/Dryer, Free WiFi
$ 153 /night
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Memories are Made in Flip Flops
$ 305 /night
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3
Sharks Eye- Original island cottage on historic Pine Ave.
$ 246 /night
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AMI North End Private Heated Pool. Great location to beach
$ 229 /night
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Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to the Beach
$ 162 /night
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2
Budget-Friendly Studio w/Shared Pool, Washer/Dryer, Free WiFi, & Private Patio
$ 153 /night
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1
Note: 30 day minimum rental for January, February, and March, 2025
$ 158 /night
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2
Surf’s Up | 2 Bed, 2 Bath
$ 252 /night
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2
Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi
$ 153 /night
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SunKissed Cottage – beachfront north end AMI
$ 777 /night
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