Anna Maria Island Luxury Holiday Homes
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3002 rentals in Anna Maria Island.
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2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Songbird Cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Anna Maria The Pink Flamingo
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Island House - Funboard
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Best Little Beach House on Anna Maria Island...With a pool
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Suite Near The Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Seaside Sanctuary #1 - World's Greatest Sunsets!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Save time - get the best Anna Maria Island rentals sent straight to your email!
Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Dragonfly - Southern charm on the North end of Anna Maria Island
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Salty Snapper Beach House, Steps to Beach, Pool Table, Tropical Yard w/Fire Pit
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Calling all water lovers! Plus free bikes+tandem kayaks+beach cart+hot tub+dock
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Elevator! Luxury Home, Pool, Spa, 3 min. walk to Beach, Office and Monitor!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Spectacular Beachfront House with Pool
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Blue Water Beach House: 5+ bdrm, 4.5 bath, Heated Pool/spa, 1.5 blocks to beach
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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AUGUST DISCOUNTED! SPOIL YOURSELVES ON THE GULF OF MEXICO BEACH!
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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PRIVATE POOL, WALK TO BEACH
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2 BR 2 Full BA on Anna Maria Island just steps to Beach!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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350ft to beach / sunny heated big pool / quiet / clean / pool table / PS4 /200mb
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Heated Pool, Easy access Ground floor living, Steps to the Beach!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Canal Front Home w/ Private Heated Pool on AMI
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Anna Maria, Prive Heated Pool, Lanai
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spoonbill Hideaway-*WINTER SPECIAL*/Huge Pool/Spa/Across from Gulf Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stella Marina on Anna Maria Island
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bungalow On The Bayou (Best Location on the Island)
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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North Island Beach Escape
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Fabulous One/Two Bedroom Apartments On Anna Maria Island Special Rates 4/15-5/6
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Family Fun Close to Beach, Pool Slide Spa & Elevator
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Anna Maria Beach Condo 1/1
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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North End of AMI, Heated/Chilled Pool, Ocean Views, Tropical Oasis with elevator
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Coquina Reef! 1 Block From Beautiful Bradenton Beach!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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VERY CLEAN - ANNA MARIA ISLAND 2B/2B WELL MAINTAINED-FULLY RENOVATED-STOCKED-
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2BR/2BA Bayfront Retreat! Watch Sunrise Over Water with Bay Views & Free WIFI
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Beach! Newly updated!
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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