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Anna Maria Island Rentals, Sleeps 5-8

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SPECIAL OFFER! $200 off weekly rental August 9 - September 30

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
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine

Anna Maria Island Anna Maria Island Gorgeous direct waterfront Villa.

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

Anna Maria Island Super private tropical garden home

  • 3 BR/2 BA House (sleeps 6)
    $1,399 - $3,999/wk
    per property, beach, resort, accept credit card, swimming pool, air-conditioning

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
    per property, beach, near the ocean, air-conditioning, washing machine, internet access

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
    per property, beach, lake, air-conditioning, washing machine, tennis

Anna Maria Island Summer SuperSaver- 5***** Waterfront Home-Private Pool/Boat Dock,Kayak,Bikes,+++

  • 2 BR/2 BA House (sleeps 6)
    $1,300 - $1,800/wk
    $3,900 - $5,400/month
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Anna Maria Island LaPlage - Direct Gulf-Front - Luxurious 3 BR

  • 3 BR/2 BA, 1 half bath Condo (sleeps 6)
    $2,795 - $3,395/wk
    per property, beach, waterfront, 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)
    $1,000 - $1,400/wk
    $3,700/month
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine

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

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

Anna Maria Island Elegant Lakefront Perico Island Villa

  • 2 BR/2 BA Condo (sleeps 6)
    $1,700 - $2,900/month
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning
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Anna Maria Island Fountainhead -- Luxury Townhouse with Pool, Steps to Beach, Centrally Located

  • 3 BR/2 BA Condo (sleeps 6)
    $125 - $175/nt
    $700 - $1,000/wk
    per property, 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
    per property, beach, near the ocean, air-conditioning, washing machine, fishing

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
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

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 - $1,200/wk
    $3,600 - $4,000/month
    per property, beach, near the ocean, accept credit card, swimming pool, air-conditioning

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/wk
    per property, beach, accept credit card, air-conditioning, washing machine

Anna Maria Island Island Oasis, north end of Anna Maria Island

  • 2 BR/2 BA House (sleeps 6) beach, waterfront, swimming pool, air-conditioning, washing machine

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

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

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 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
    per property, beach, accept credit card, washing machine, internet access

Anna Maria Island Coastal Cottage in Anna Maria

  • 3 BR/2 BA Cottage (sleeps 6) beach, air-conditioning, washing machine, internet access
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Anna Maria Island Clean, Peaceful, 3BR/2BA Cottage, 250 feet to the Beach

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

Anna Maria Island Quiet Condo - 2 Blocks to Gulf Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $550/wk
    $1,800/month
    per property, beach, near the ocean, 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 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 Anna Maria Island. Water Front Lodging with swimming pool

  • 2 BR/2 BA House (sleeps 6)
    $1,375 - $1,475/wk
    per property, beach, resort, accept credit card, swimming pool, air-conditioning

Anna Maria Island 'The Cozy Cottage' Special 20% Discount in September-October.

  • 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

Anna Maria Island A beach-side boutique resort on enchanting Anna Maria Island

  • 2 BR/1 BA Villa (sleeps 6)
    $115 - $165/nt
    $725 - $995/wk
    $2,875/month
    per property, beach, near the ocean, accept credit card, swimming pool, air-conditioning

Anna Maria Island Beach front Pet Friendly Condo

  • 2 BR/2 BA Condo (sleeps 6) beach, waterfront, 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
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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
    per property, 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)
    $1,880/wk
    per property, near the ocean, waterfront, air-conditioning, garden, pool

Anna Maria Island Exclusive Home with pool - Concord 604

  • 3 BR/2 BA House (sleeps 6)
    $185/nt
    $1,290/wk
    per property, 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
    per property, beach, air-conditioning, pool, pets not allowed

Anna Maria Island Seabreeze quietly secluded house 200ft from the ocean

  • 2 BR/1 BA House (sleeps 6)
    $760 - $950/wk
    per property, beach, village, air-conditioning, washing machine, internet access

Anna Maria Island Watch The Dolphins From This Wonderful Beach House on 7 Miles of Beach

  • 3 BR/2 BA House (sleeps 8)
    $1,800 - $2,450/wk
    per property, beach, waterfront, air-conditioning, washing machine, internet access

Anna Maria Island Spacious, sunny condo with all necessities, 150 yards from beach

  • 2 BR/2 BA Apartment (sleeps 5)
    $876 - $1,035/wk
    per property, beach, near the ocean, air-conditioning, garden, pool

Anna Maria Island Magnolia Cottage - Experience 'Old Florida' on Bradenton Beach

  • 2 BR/1 BA Apartment (sleeps 6)
    $130/nt
    per property, beach, village, accept credit card, air-conditioning, internet access

Anna Maria Island Beautiful Cottage with spa/pool & a fantastic deck just feet from the beach

  • 2 BR/2 BA Cottage (sleeps 6)
    $960 - $1,150/wk
    per property, beach, air-conditioning, washing machine, tennis
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Anna Maria Island Palm Cottage of Anna Maria Island

  • 3 BR/1 BA, 1 half bath House (sleeps 7) beach, village, accept credit card, air-conditioning, washing machine

Anna Maria Island Bass Cottage

  • 1 BR/1 BA Cottage (sleeps 5) beach, air-conditioning, washing machine, tennis

Anna Maria Island Cindy's Beach House

  • 3 BR/2 BA House (sleeps 6) beach, air-conditioning, washing machine, tennis

Anna Maria Island 304ClarkB - 304 Clark Drive Unit B

  • 2 BR/2 BA Condo (sleeps 6)
    $820 - $1,000/wk
    per Condo

Anna Maria Island Cote dAzur - Cote dAzur 1105 Gulf Dr. So.

  • 2 BR/2 BA Condo (sleeps 8)
    $850/wk
    per Condo

Anna Maria Island TropS4 - Tropical Sunset Unit 4

  • 2 BR/2 BA Condo (sleeps 5)
    $900/wk
    per Condo

Anna Maria Island VillHB3808 - 3808 6th Avenue

  • 3 BR/2 BA Condo (sleeps 6)

Anna Maria Island 117Pepper - 117 Peppertree Lane

  • 4 BR/2 BA Private Home (sleeps 7)

Anna Maria Island 901NShore - 901 North Shore

  • 3 BR/3 BA Private Home (sleeps 8)
    $1,800/wk
    per Private Home

Anna Maria Island GVT4 - Gulfview Townhouses Unit 4

  • 2 BR/3 BA Condo (sleeps 8)
    $900/wk
    per Condo
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