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Anna Maria Island
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Houses for Rent and Vacation Rentals in Anna Maria Island, FL
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Anna Maria Island
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2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
10 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Sleeps, Vacation Rental House
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Songbird Cottage
33 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Anna Maria The Pink Flamingo
6 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
9 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Best Little Beach House on Anna Maria Island...With a pool
184 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
167 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Seaside Sanctuary #1 - World's Greatest Sunsets!
144 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
134 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps, Vacation Rental House
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Dragonfly - Southern charm on the North end of Anna Maria Island
150 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps, Vacation Rental House
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Salty Snapper Beach House, Steps to Beach, Pool Table, Tropical Yard w/Fire Pit
185 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
162 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, Vacation Rental House
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Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool
127 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Calling all water lovers! Plus free bikes+tandem kayaks+beach cart+hot tub+dock
160 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match:
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Elevator! Luxury Home, Pool, Spa, 3 min. walk to Beach, Office and Monitor!
115 reviews
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
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Spectacular Beachfront House with Pool
112 reviews
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
124 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Blue Water Beach House: 5+ bdrm, 4.5 bath, Heated Pool/spa, 1.5 blocks to beach
127 reviews
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match:
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
100 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match:
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AUGUST DISCOUNTED! SPOIL YOURSELVES ON THE GULF OF MEXICO BEACH!
87 reviews
Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match:
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PRIVATE POOL, WALK TO BEACH
115 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match:
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2 BR 2 Full BA on Anna Maria Island just steps to Beach!
100 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool
91 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match:
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
76 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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350ft to beach / sunny heated big pool / quiet / clean / pool table / PS4 /200mb
87 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
79 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match:
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Private Heated Pool, Easy access Ground floor living, Steps to the Beach!
89 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Anna Maria, Prive Heated Pool, Lanai
114 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Spacious Canal Front Home w/ Private Heated Pool on AMI
121 reviews
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps, Vacation Rental House
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Spoonbill Hideaway-*WINTER SPECIAL*/Huge Pool/Spa/Across from Gulf Beach
84 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba
157 reviews
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Bungalow On The Bayou (Best Location on the Island)
80 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, Vacation Rental House
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Family Fun Close to Beach, Pool Slide Spa & Elevator
109 reviews
Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match:
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North Island Beach Escape
87 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
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North End of AMI, Heated/Chilled Pool, Ocean Views, Tropical Oasis with elevator
57 reviews
Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps, Vacation Rental House
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Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
57 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Beach! Newly updated!
79 reviews
Rental Home
7 bedrooms
6 bathrooms
Sleeps 12
Match:
Sleeps, Vacation Rental House
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2BR/2BA Bayfront Retreat! Watch Sunrise Over Water with Bay Views & Free WIFI
64 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana
75 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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$200 towards a private fishing charter with Captain Josh with 2020 reservation
75 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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A Pearl of A Beach Home- Private Saltwater heated pool & hot tub
112 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Island Living, refreshing outdoor shower and pool , pet friendly if approved
92 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Stand Alone Beach Cottage Steps to Beach & Bayside fishing dock!
92 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Spectacular Beach & Dolphin Views! Huge Private Balcony! 2BR/2BA Upstairs Villa
99 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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SUGAR REEF 'A' Just Steps from the Gulf!
60 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Close To The Beach And Restaurants With Private Heated Pool!
53 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Gulf & Sunset Views!!! 1BR Apt. C is a Centrally Located, walk to all location
112 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Paradise Beach House 6 bed 6 5 bath Heated Pool Spa Walk to the beach and shops
70 reviews
Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match:
Sleeps, Vacation Rental House
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White Sands Beach House -Luxury home, heated pool! Year round Mosquito Mist!!
78 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
88 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Private paradise w/ all the toys & golf cart!
96 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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