Anna Maria Cheap Rentals
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796 rentals in Anna Maria.
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Seaside Sanctuary #1 - World's Greatest Sunsets!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Dragonfly - Southern charm on the North end of Anna Maria Island
Rental Home
5 bedrooms
4 bathrooms
Sleeps 5
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Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Spectacular Beachfront House with Pool
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
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Calling all water lovers! Plus free bikes+tandem kayaks+beach cart+hot tub+dock
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Naut 2 Shabby Bungalow | A sweet and cozy getaway on Pine Avenue!
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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SPOIL YOURSELVES AND VACATION DIRECTLY ON THE GULF OF MEXICO BEACH!
Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
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Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool
Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
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Bungalow On The Bayou (Best Location on the Island)
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Island Living, refreshing outdoor shower and pool , pet friendly if approved
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Spacious Canal Front Home w/ Private Heated Pool on AMI
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Charming cottage in quiet area, close to beach & bay.
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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North Island Beach Escape
Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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AMI North End Private Heated Pool. Great location to beach
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Seaside Sanctuary #2 - Read Our Reviews - 100% Positive
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Charming house with private heated pool, lanai. Great location to beach & shops
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Spoonbill Hideaway*Huge Pool/Spa/Across from Gulf Beach*10% to Hurricane Relief!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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$200 towards a private fishing charter with Captain Josh with 2020 reservation
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Anna Maria Island Rentals - Beach Front - "Angels Envy"
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Northshore Beach House near Pine Ave, north end of Anna Maria Island
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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BEAUTIFUL BEAN POINT LOCATION 200 FEET TO ROD AND REEL PIER! EVERYTHING INCLUDED
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Bay Breeze Cottages #3
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
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Charming Beach Home-with a large, Private Pool -3 Houses to the Beach!!!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Now Open Jan 14 - March 4, 2023 Waterfront/Beach/Hot Tub/Pool/Dock/PuttingGreen
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Newly Renovated! - Waterfront /Pool/ Hot Tub/ Dock/ Steps to Gulf/Tiki Hut
Rental Home
5 bedrooms
6 bathrooms
Sleeps 12
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Rum Cove-Magical Tropical Oasis: Pool/Hot Tub | Golf Cart | Kayak | SUPs & MORE
Rental Home
5 bedrooms
7 bathrooms
Sleeps 14
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Charming gulf-front home right on the beach - stunning views, dogs welcome
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Anna Belle by Beach Boutique Rentals
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Tucked Away in Anna Maria
Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
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New Luxury-Professionally Decorated Home Pool/Spa 5 Minutes walk to beach
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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VIEWS for days! Beautifully beachy 3 bedroom condo with a Pool, ideal location!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Beach Basket, just steps to the beach!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Blue Heron Cottage - Anna Maria Island
Rental Home
1 bedroom
3 bathrooms
Sleeps 4
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Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Family freindly adorable cottage steps to the beach, free trolly on island
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Turtle Cottage - Anna Maria Island
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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Best Location on Island - Read Our Guest Reviews!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Bay Breeze Cottages #1 (The Mahi-Mahi)
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect Location!! 3 BED, 2BA on North Side between Beach and Anna Maria Pier
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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