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Anna Maria Island Vacation Rental Accommodations - Page 1 of 2

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SPECIAL OFFER! $400 discount / 25% off September 1 - December 14

Anna Maria Island Romantic Key West Style Pool Private Home on Anna Maria Island

  • 3 BR/3 BA Villa (sleeps 6)
    $1,550 - $2,200/wk
    beach, near the ocean, swimming pool, air-conditioning, washing machine

Anna Maria Island Fountainhead -- Luxury Townhouse with Pool, Steps to Beach, Centrally Located

  • 3 BR/2 BA Condo (sleeps 6)
    $125 - $175/nt
    $700 - $1,300/wk
    beach, near the ocean, accept credit card, swimming pool, air-conditioning

Anna Maria Island Anna Maria Island Gorgeous direct waterfront Villa.

  • 4 BR/4 BA Villa (sleeps 8)
    $1,595/wk
    near the ocean, waterfront, air-conditioning, garden, pool

Anna Maria Island Palm Villa -- Luxury Beachfront Executive Home on the Gulf of Mexico! N. Shore

  • 4 BR/3 BA House (sleeps 10)
    $500/nt
    $2,600 - $4,300/wk
    beach, waterfront, accept credit card, air-conditioning, washing machine

Anna Maria Island Hacienda del Mar -- Luxury Executive Home, Gorgeous Views! Right on the Beach!

  • 4 BR/3 BA House (sleeps 10)
    $550 - $600/nt
    $2,740 - $4,000/wk
    beach, waterfront, accept credit card, air-conditioning, washing machine

Anna Maria Island Bay Breezes! Waterview home with pool across from bay!

  • 2 BR House (sleeps 6)
    $1,200 - $1,400/wk
    beach, near the ocean, swimming pool, air-conditioning, internet access

Anna Maria Island Sandcastle Beautifully Decorated Large Home Across from Beach, Large Families

  • 6 BR/4 BA House (sleeps 16)
    $175 - $500/nt
    $2,000 - $2,800/wk
    beach, near the ocean, accept credit card, air-conditioning, washing machine

Anna Maria Island Listen to the Mermaids Sing at Periwinkle Cottage

  • 2 BR/1 BA Cottage (sleeps 6)
    $825 - $1,200/wk
    $2,875 - $4,000/month
    beach, near the ocean, air-conditioning, washing machine, internet access

Anna Maria Island Anna Maria Island Beach Vacation Rentals, High Speed Internet

  • 2 BR/2 BA Condo (sleeps 6)
    $1,200/wk
    $3,800/month
    beach, waterfront, accept credit card, swimming pool, air-conditioning

Anna Maria Island Super private tropical garden home

  • 3 BR/2 BA Villa (sleeps 6)
    $1,399 - $2,599/wk
    beach, resort, accept credit card, swimming pool, air-conditioning
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Anna Maria Island Grand View Villa - Luxury Beach Front Home

  • 5 BR/3 BA House (sleeps 10)
    $700/nt
    $3,800 - $4,100/wk
    $13,600 - $14,700/month
    beach, waterfront, accept credit card, air-conditioning, washing machine

Anna Maria Island Private Island Resort - (Sleeps 12-14)

  • 4 BR/3 BA, 1 half bath House (sleeps 14)
    $265 - $385/nt
    $1,900 - $2,600/wk
    beach, near the ocean, accept credit card, swimming pool, air-conditioning

Anna Maria Island Unique Home Near Beach and Rod & Reel Pier

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $650 - $1,300/wk
    $1,900 - $2,900/month
    beach, near the ocean, air-conditioning, washing machine, fishing

Anna Maria Island House for Rent on Anna Maria Island FL, Spring-fed Lake, Block to Beach

  • 3 BR/2 BA House (sleeps 6)
    $1,000/wk
    $4,000/month
    beach, lake, air-conditioning, washing machine, tennis

Anna Maria Island Coconut Cottage Anna Maria Island 2 - 4 BR sleeps 10

  • 4 BR/2 BA House (sleeps 10)
    $500 - $995/wk
    $1,595 - $2,795/month
    beach, resort, accept credit card, air-conditioning, washing machine

Anna Maria Island Waterfront Gulf and Bay Condo with Pool & Spectacular Views

  • 3 BR/2 BA Condo (sleeps 6)
    $1,200 - $1,500/wk
    $3,600 - $5,000/month
    beach, waterfront, swimming pool, air-conditioning, washing machine

Anna Maria Island Elegant Lakefront Perico Island Villa

  • 2 BR/2 BA Condo (sleeps 6)
    $1,700 - $2,900/month
    near the ocean, waterfront, accept credit card, swimming pool, air-conditioning

Anna Maria Island Valhalla - Gulf front duplex on Anna Maria Island

  • 5 BR/3 BA House (sleeps 13)
    $3,500/wk
    beach, waterfront, air-conditioning, washing machine, internet access

Anna Maria Island Gorgeous Townhouse View of Gulf, Miles of White Sandy Beaches

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $1,000 - $1,500/wk
    $3,600 - $5,400/month
    beach, near the ocean, accept credit card, swimming pool, air-conditioning

Anna Maria Island Luxury Condo Located at 7314 Gulf Drive #7, Anna Maria Island, FL 34217

  • 3 BR/3 BA Condo (sleeps 12)
    $1,800/wk
    beach, accept credit card, swimming pool, air-conditioning
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Anna Maria Island Charmingly Appointed Cottage-style Suites - Steps from the White Sand;

  • 1 BR/1 BA Cottage (sleeps 4)
    $135 - $149/nt
    $810 - $895/wk
    $2,430 - $2,950/month
    near the ocean, accept credit card, air-conditioning, internet access

Anna Maria Island Bird's Nest Vacation Townhouse

  • 2 BR/2 BA Condo (sleeps 4)
    $180 - $250/nt
    $1,050 - $1,370/wk
    air-conditioning, washing machine, linens provided, jacuzzi

Anna Maria Island Anna Maria Beach Breakers 1 - Beautiful Gulf-front Home. High-speed Internet!

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,835 - $3,290/wk
    beach, accept credit card, air-conditioning, washing machine

Anna Maria Island Breakers II - Gulf View Duplex - Sleeps 14

  • 4 BR/3 BA House (sleeps 14)
    $2,520/wk
    beach, air-conditioning, washing machine, internet access

Anna Maria Island Villa-style condo with private shared pool located at the beach - Apartment 1

  • 1 BR/1 BA Condo (sleeps 4)
    $100 - $200/nt
    $900 - $1,250/wk
    beach, air-conditioning, pool, pets considered

Anna Maria Island Villa-style condo with private shared pool located at the beach - Apartment 8

  • 1 BR/1 BA Condo (sleeps 4)
    $100 - $200/nt
    $900 - $1,250/wk
    beach, air-conditioning, pool, pets considered

Anna Maria Island Anna Maria Summer Special!!

  • 2 BR/2 BA Condo (sleeps 6) beach, accept credit card, swimming pool, air-conditioning

Anna Maria Island North Beach Villa -- in a condo complex with pool, close to beach

  • 3 BR/2 BA Villa (sleeps 6) beach, near the ocean, swimming pool, air-conditioning, washing machine

Anna Maria Island The Beautiful Castnetter Beach Resort of Holmes Beach - Steps to the Beach! Heat

  • 2 BR/1 BA Condo (sleeps 4) beach, resort, accept credit card, swimming pool, air-conditioning

Anna Maria Island Coconut Palms Beach House 100 feet from the beach

  • 3 BR/2 BA House (sleeps 7)
    $300 - $375/nt
    $1,299 - $1,600/wk
    $3,500 - $4,600/month
    beach, accept credit card, washing machine, internet access
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Anna Maria Island LaPlage - Direct Gulf-Front - Luxurious 3 BR

  • 3 BR/2 BA, 1 half bath Condo (sleeps 6)
    $2,595 - $3,395/wk
    beach, waterfront, swimming pool, air-conditioning, washing machine

Anna Maria Island Tarpon Lodge, beautiful Pool, Canal home on north end of Anna Maria

  • 2 BR/2 BA House (sleeps 4)
    $900 - $1,100/wk
    $4,400/month
    near the ocean, waterfront, accept credit card, swimming pool, air-conditioning

Anna Maria Island Quiet Condo - 2 Blocks to Gulf Beach

  • 1 BR/2 BA Condo (sleeps 6)
    $550 - $750/wk
    $1,800 - $2,700/month
    beach, near the ocean, swimming pool, air-conditioning, washing machine

Anna Maria Island Clean, Peaceful, 3BR/2BA Cottage, Steps to the Beach

  • 3 BR/2 BA Cottage (sleeps 6)
    $1,200 - $1,500/wk
    beach, swimming pool, air-conditioning, washing machine

Anna Maria Island Waterfront Bay & Gulf Pool & Dock

  • 2 BR/2 BA Condo (sleeps 6) beach, waterfront, accept credit card, swimming pool, air-conditioning

Anna Maria Island Tropical Treasure-Heated Pool- 4 houses from the beach

  • 3 BR/3 BA, 1 half bath House (sleeps 8) beach, accept credit card, swimming pool, air-conditioning

Anna Maria Island Peaceful Waterfall in Tropical 'Keywest Style' Setting...

  • 2 BR/1 BA Cottage (sleeps 8) beach, near the ocean, air-conditioning, internet access, pets considered

Anna Maria Island Adorable cottage with heated pool just steps to the beach

  • 1 BR/1 BA Cottage (sleeps 4)
    $550 - $800/wk
    beach, near the ocean, swimming pool, air-conditioning, washing machine

Anna Maria Island 'The Cozy Cottage' 4 houses from the beach with heated pool

  • 3 BR/3 BA Cottage (sleeps 6) beach, swimming pool, washing machine, internet access

Anna Maria Island Modern, Designer-Furnished, Beachfront Villa

  • 2 BR/2 BA Villa (sleeps 6) beach, village, air-conditioning, tennis, fishing
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Anna Maria Island A beach-side boutique resort on enchanting Anna Maria Island

  • 2 BR/1 BA Villa (sleeps 6)
    $115 - $165/nt
    $725 - $1,175/wk
    $2,875/month
    beach, near the ocean, accept credit card, swimming pool, air-conditioning

Anna Maria Island Extreme Polynesian Tree House on Private Island

  • 4 BR/5 BA House (sleeps 16)
    $850 - $2,000/nt
    $5,500/wk
    $22,000/month
    beach, waterfront, accept credit card, air-conditioning, internet access

Anna Maria Island Beach front Pet Friendly Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $1,495/wk
    $4,950/month
    beach, waterfront, swimming pool, air-conditioning, washing machine

Anna Maria Island Beautiful Cottage, Tropical Pool With Waterfall, Great Sandy Beach

  • 2 BR/2 BA Cottage (sleeps 4)
    $1,140 - $1,749/wk
    beach, village, swimming pool, air-conditioning, washing machine

Anna Maria Island Pineapple Cottage, on Historic Pine Avenue

  • 1 BR/1 BA Cottage (sleeps 6) beach, resort, swimming pool, air-conditioning, washing machine

Anna Maria Island Alecassandra Vacation Villas - 300 Ft. Across the street to the beach!

  • 3 BR/2 BA Villa (sleeps 8) beach, resort, accept credit card, swimming pool, air-conditioning

Anna Maria Island Beautiful Condo on the Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $1,250/wk
    beach, air-conditioning, pool, pets not allowed

Anna Maria Island Exclusive Home with pool - Hampshire Lane 618

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $1,800 - $1,880/wk
    near the ocean, waterfront, air-conditioning, garden, pool

Anna Maria Island Beautiful beachfront condo

  • 1 BR/1 BA, 1 half bath Condo (sleeps 6)
    $1,050/wk
    beach, air-conditioning, pool, pets not allowed

Anna Maria Island Exclusive Home with pool - Concord 604

  • 3 BR/2 BA House (sleeps 6)
    $172/nt
    $1,200/wk
    near the ocean, waterfront, air-conditioning, garden, pool
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