Anna Maria Luxury Vacation Rentals
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0+ rooms, 2+ guests
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C$1,000+
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344 rentals in Anna Maria.
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Gorgeous views,spectacular home!
5 bedrooms
3 bathrooms
Sleeps 12
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Beach block/4 Bed 4.5 Bath/Private Heated Pool/Spa/Cabana/SUP/Kayaks/Bicycles
4 bedrooms
5 bathrooms
Sleeps 8
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Beautiful AMIBeachClub north end elevated pool home. Minutes walk to the Gulf.
3 bedrooms
2 bathrooms
Sleeps 6
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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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Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!
3 bedrooms
2 bathrooms
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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Comfortable pet-friendly duplex, two block from the Gulf and near trolly stop
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
4 bedrooms
4 bathrooms
Sleeps 8
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Dragonfly - Southern charm on the North end of Anna Maria Island
5 bedrooms
4 bathrooms
Sleeps 10
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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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Luxury Spacious Waterfront Pool, Spa, Bar, Dock, Near Beaches, Fall $380/n
4 bedrooms
3 bathrooms
Sleeps 8
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
2 bedrooms
1 bathroom
Sleeps 6
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North Island Beach Escape
3 bedrooms
2 bathrooms
Sleeps 6
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Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool
2 bedrooms
2 bathrooms
Sleeps 6
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Anna Maria, Prive Heated Pool, Lanai
2 bedrooms
2 bathrooms
Sleeps 6
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$200 towards a private fishing charter with Captain Josh with 2020 reservation
3 bedrooms
2 bathrooms
Sleeps 8
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Spoonbill Hideaway-*WINTER SPECIAL*/Huge Pool/Spa/Across from Gulf Beach
3 bedrooms
2 bathrooms
Sleeps 6
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Bungalow On The Bayou (Best Location on the Island)
2 bedrooms
1 bathroom
Sleeps 5
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Anna Maria Island Rentals - Beach Front - 'Angels Envy'
2 bedrooms
2 bathrooms
Sleeps 4
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Gulf front, charming home right on the beach - stunning views & dogs welcome!
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
3 bedrooms
2 bathrooms
Sleeps 8
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Charming Cottage! Quiet North- End Oasis, Steps To Bay And Gulf. Heated Pool.
2 bedrooms
3 bathrooms
Sleeps 6
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Tucked Away in Anna Maria
3 bedrooms
2 bathrooms
Sleeps 6
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North End of AMI, Heated/Chilled Pool, Ocean Views, Tropical Oasis with elevator
4 bedrooms
5 bathrooms
Sleeps 10
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Charming house with private heated pool, patio, and grill - steps from beach
3 bedrooms
2 bathrooms
Sleeps 6
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Bay Breeze Cottages #1 (The Mahi-Mahi)
1 bedroom
1 bathroom
Sleeps 4
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Waterfront Luxury North End w/ Dock, Heated Pool, Spa and No Steps!
3 bedrooms
2 bathrooms
Sleeps 8
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Adorable Beach cottage just steps Bean Point beach! Great Pool, amazing Location
3 bedrooms
2 bathrooms
Sleeps 8
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Jan, Feb, 1 month minimum, Contact for special rates $4K mo, $7500. 2 mo + tax
2 bedrooms
1 bathroom
Sleeps 5
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Grab your swimsuit!! Private heated pool is now open!!!
2 bedrooms
2 bathrooms
Sleeps 6
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Bay Breeze Cottages #3
2 bedrooms
2 bathrooms
Sleeps 7
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Vacation Home with pool/canal front/3 blocks to Gulf beach on Anna Maria Island
2 bedrooms
3 bathrooms
Sleeps 6
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Stunning luxury beachfront house with pool and spa
4 bedrooms
5 bathrooms
Sleeps 8
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Charming cottage located close to beach - private heated pool
3 bedrooms
2 bathrooms
Sleeps 10
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Waterfront Stunning New Luxury Home w/Pool, Spa, Dock, Elevator, Close to Pine
4 bedrooms
6 bathrooms
Sleeps 8
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Beach, Private Fishing dock, Heated Pool, Tropical Paradise
3 bedrooms
3 bathrooms
Sleeps 6
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Charming cottage with heated pool, tropical landscaping in prime location!
2 bedrooms
2 bathrooms
Sleeps 6
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Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
4 bedrooms
3 bathrooms
Sleeps 8
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
2 bedrooms
1 bathroom
Sleeps 6
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Perfect Location!! 3 BED, 2BA on North Side between Beach and Anna Maria Pier
3 bedrooms
2 bathrooms
Sleeps 8
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Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
4 bedrooms
5 bathrooms
Sleeps 8
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Dog-friendly house w/ private, heated pool & entertainment - walk to the beach!
5 bedrooms
3 bathrooms
Sleeps 8
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Don't miss this elegant beachfront home, gorgeous views and private pool! Love t
3 bedrooms
3 bathrooms
Sleeps 10
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Cancel upto 48hrs Before Check-In, Huge Outdoor Kitchen,Roof Top Deck with Amazi
4 bedrooms
4 bathrooms
Sleeps 12
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North End of AMI- Ground Level Family Friendly updated home
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful, well-maintained home w/ heated private pool - walk to beach, dining
3 bedrooms
2 bathrooms
Sleeps 6
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Cute, Beachy, Canal-Front w/Dock on Historic Pine Ave! Steps to Beach and Pier!
2 bedrooms
1 bathroom
Sleeps 4
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Bay Breeze Cottages #2
1 bedroom
1 bathroom
Sleeps 4
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Blue Heron Cottage - Anna Maria Island
1 bedroom
2 bathrooms
Sleeps 4
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