Anna Maria Island Cottages
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0+ rooms, 2+ guests
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₹1,000+
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1217 rentals in Anna Maria Island.
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Naut 2 Shabby Bungalow In the Heart of Anna Maria Village
1 bedroom
1 bathroom
Sleeps 4
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Seventy-five steps to the Beach! Newly Renovated Single Family Home.
5 bedrooms
4 bathrooms
Sleeps 12
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Beach Dreams 'DreamBoat Villa'
1 bedroom
1 bathroom
Sleeps 5
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RUNAWAY BAY #230 - 2 BED/2 BATH CONDO - STEPS TO BRADENTON BEACH ON ANNA MARIA
2 bedrooms
2 bathrooms
Sleeps 4
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Anna Maria The Pink Flamingo
2 bedrooms
2 bathrooms
Sleeps 6
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NEW Luxury Canalfront Home w/Water View, Pool/Spa, Bikes, Kayaks! 25% OFF Month!
4 bedrooms
4 bathrooms
Sleeps 8
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2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
3 bedrooms
2 bathrooms
Sleeps 8
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Steps to the sandy gulf beaches!! Private Heated Pool
6 bedrooms
4 bathrooms
Sleeps 14
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Gulf Beach Place - Just a few steps from the Beach
2 bedrooms
2 bathrooms
Sleeps 6
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Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba
3 bedrooms
4 bathrooms
Sleeps 8
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Save time - get the best Anna Maria Island rentals sent straight to your email!
Great house, Amazing outdoor space! Close to Beach- Private pool/spa
5 bedrooms
4 bathrooms
Sleeps 10
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Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453
3 bedrooms
3 bathrooms
Sleeps 6
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Sunrise Serenity - Spacious 3/2.5 town home with community heated pool
3 bedrooms
2 bathrooms
Sleeps 6
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BAY FRONT HOUSE WITH PRIVATE DOCK
2 bedrooms
2 bathrooms
Sleeps 4
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
2 bedrooms
2 bathrooms
Sleeps 6
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Sandcastle - Spacious home with amazing private pool - only minutes to beach!
2 bedrooms
2 bathrooms
Sleeps 4
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Ohana Hale Beachside Suite D 2 Bedroom with Gulf View
2 bedrooms
1 bathroom
Sleeps 6
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Tip of the Island! 3BR, Heated Pool, Canal/Dock, Walk to Beaches & Dining
3 bedrooms
2 bathrooms
Sleeps 8
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Sunflower condo with two pools - one is directly on the beach! Elevator
2 bedrooms
2 bathrooms
Sleeps 6
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Songbird Cottage The night full of tranquility on a quiet block.
2 bedrooms
1 bathroom
Sleeps 5
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MUST...BUILD...SANDCASTLES!...... Tons of room in these 2 bedroom suites at Bali
2 bedrooms
2 bathrooms
Sleeps 8
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Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!
3 bedrooms
2 bathrooms
Sleeps 6
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On the Beach Paradise d
2 bedrooms
1 bathroom
Sleeps 6
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The Villas #2 or #4 are cozy couple's getaway’s for vacations close to the beach
1 bedroom
1 bathroom
Sleeps 4
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'Living in Paradise' at 380 Aruba Circle #403 New Penthouse Condo great views
3 bedrooms
3 bathrooms
Sleeps 7
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Blue Bayou
2 bedrooms
2 bathrooms
Sleeps 4
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Perfect Summer Vacation Home! Just off the Beach
3 bedrooms
2 bathrooms
Sleeps 6
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Island House - Funboard
1 bedroom
1 bathroom
Sleeps 6
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Family freindly adorable cottage steps to the beach, free trolly on island
2 bedrooms
1 bathroom
Sleeps 6
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Mintfish, beautiful views across Bimini Bay! 4-Bed
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful 3 bed/2 bath Condo with an amazing view of the Gulf of Mexico with a p
3 bedrooms
2 bathrooms
Sleeps 6
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Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Across The Street From The Beach
3 bedrooms
2 bathrooms
Sleeps 6
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1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
1 bedroom
1 bathroom
Sleeps 4
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'Sea Gem' Beautifully remodeled Steps to beach & our bay fishing dock Mint CLEAN
1 bedroom
1 bathroom
Sleeps 2
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St. John Bungalow - Walk in 2 Minutes to the Beach, Quiet Area, Free WiFi
2 bedrooms
2 bathrooms
Sleeps 4
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Anna Maria Beach Condo 1/1
1 bedroom
1 bathroom
Sleeps 4
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New, fun, close to the beach! Great Villa at the Islands West Resort!
1 bedroom
1 bathroom
Sleeps 4
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ISLAND TOWNHOUSE - 200 Steps to the BEACH
2 bedrooms
2 bathrooms
Sleeps 4
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Aquaville B - a 3/1 beauty with pool in the heart of Anna Maria, pet friendly
3 bedrooms
1 bathroom
Sleeps 4
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Home w/ Dock, Pool, Kayaks: Walk to Palma Sola Bay
4 bedrooms
2 bathrooms
Sleeps 10
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Short walk to Gulf Beaches and sunrise views!!
5 bedrooms
4 bathrooms
Sleeps 14
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PLAYA ESMERALDA/INNATTHEBEACH SUITES #1
1 bedroom
1 bathroom
Sleeps 2
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Unobstructed Gulf view, steps to beach! Walk to popular Bridge Street Condo #4
2 bedrooms
1 bathroom
Sleeps 4
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AMI Island Living -Walk to Beach-Ground Level Unit
2 bedrooms
1 bathroom
Sleeps 4
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Modern Beach Cottage with Heated Pool Close to Beach
2 bedrooms
2 bathrooms
Sleeps 6
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ALMOST BEACH APARTMENT Just Steps from the Beach -Openings Now!
2 bedrooms
1 bathroom
Sleeps 5
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Gulf View Cottage boasts unsurpassed views and that old Florida charm! Come see!
2 bedrooms
1 bathroom
Sleeps 4
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Stunning Updated Tropical Escape at Sunny & Share
4 bedrooms
2 bathrooms
Sleeps 10
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ONE SHELL COVE - BEACHFRONT- Steps to the sand
1 bedroom
1 bathroom
Sleeps 2
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Plumfish, located on the Hammock Bayou. Beautiful!
3 bedrooms
2 bathrooms
Sleeps 8
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