Experience Flawless Beaches While Staying in Anna Maria Beach House Rentals

Anna Maria Island has historically been a well-kept secret among locals in Florida until recent years. Now, Anna Maria rentals make the area a popular destination for world travelers looking for sugar sand beaches and a quiet local town to boot.

Enjoy the Gulf of Mexico from Anna Maria Condos


Anna Maria vacation rentals can place you right in the middle of the Gulf of Mexico and all it has to offer those who visit here. This is the perfect destination for vacationers looking for a break from the many theme parks common throughout the state of Florida. It’s quite easy to enjoy the seemingly undisturbed shoreline by staying in one of the Anna Maria beach rentals that give you a breathtaking view and walking-distance access to the best beaches.

Explore near Anna Maria Villa Rentals and Keep Fit


Staying in Anna Maria rentals is an ideal way to stay on top of your fitness program while on vacation, as locals and visitors alike find that walking is the best form of transportation there. You’ll see the island’s resident tropical birds and wildlife along the way to dinner out on the town or the local unique shops.

Of course, you can also catch the free trolley near your Anna Maria vacation rentals too. Some travelers who stay in Anna Maria beach rentals also enjoy renting bicycles or scooters to travel further distances.

Relax in Anna Maria Beach Homes after Exploring the Island


Outdoor activities abound near Anna Maria rentals, no matter what type of sports you tend to prefer. Boat tours, kayak rentals, scuba diving, parasailing, bird-watching and even deep-sea fishing are some of the most popular things to do for those who stay in Anna Maria vacation rentals. Before retiring to Anna Maria beach rentals, you may also love a day touring local museums, zoos and art galleries.

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

Beach House Rentals, Villas and Cottages for Vacations in Anna Maria, Florida

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5 Vacation Destinations in Anna Maria Island

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FLORIDA SOUTH CENTRAL GULF COAST
ANNA MARIA ISLAND
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Tropical Retreat, Spacious Pool Home w/ Waterfall, North End!!!

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 252755
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Anna Maria cottage rental - Heated pool with waterfall
3 Bedrooms, Sleeps 8,
Cottage, 2 Bathrooms, 1 Half Bath, beach, near the ocean, pool
Rates - per property (USD)
$1,500 - $1,950/week
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

Sunrise Garden Resort #8

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 7007619h
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Anna Maria resort rental
2 Bedrooms, Sleeps 6,
Resort, 1 Bathroom, children welcome, pets not allowed
Rates - per resort (USD)
$155 - $195/night
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability
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Panaromic View - Watch Dolphins swim by at this Beautiful Waterfront house

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 410867
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Anna Maria house rental - boat dock
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, beach, waterfront, private pool
Rates - per property (USD)
$1,995/week
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

Direct Gulf Beach front modern luxury 2 bedroom condo

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 412163
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Anna Maria condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, balcony
Rates - per property (USD)
$1,600/week
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

ResortQuest Longboat Key

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 7039062h
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Anna Maria resort rental
1 Bedroom, Sleeps 2,
Resort, 1 Bathroom, children welcome, pets not allowed
Rates - per resort (USD)
$120 - $185/night
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

ResortQuest Longboat Key

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 7039061h
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Anna Maria resort rental
1 Bedroom, Sleeps 4,
Resort, 1 Bathroom, children welcome, pets not allowed
Rates - per resort (USD)
$110 - $175/night
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

The Best Property on Anna Maria Island ... Amazing Designer Home

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 411154
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Anna Maria villa rental - Nothing Compares to this Fantastic Home
4 Bedrooms, Sleeps 8,
Villa, 3 Bathrooms, 1 Half Bath, beach, waterfront, private pool
Rates No rental rates available - please contact the owner
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

Luxury designer, 4 bed, 3.5 bath, pool home, waterfront Island home

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 410584
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Anna Maria house rental
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, 1 Half Bath, beach, waterfront, private pool
Rates No rental rates available - please contact the owner
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

Delightful Island Beach Condo - White Sugar-sand Beach, Large Pool, Warm Sunshin

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 316646
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Anna Maria condo rental
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, near the ocean, tennis court
Rates - per property (USD)
$995/week
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

Key West Style Cottage with Private Garden Pool / a block from beach

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 125606
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Anna Maria cottage rental - Front Veranda Private Seating
3 Bedrooms, Sleeps 6,
Cottage, 3 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$1,500 - $3,019/week
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

C- View, Luxury Home on Canal, Dock, Heated Pool, Beach 200 yards away

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 226571
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Anna Maria house rental - Pool and Back Landscaping
5 Bedrooms, Sleeps 10,
House, 3 Bathrooms, 1 Half Bath, waterfront, pool
Rates - per property (USD)
$2,100 - $2,600/week
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

Charming Beach Home/Cottage with Heated Pool - Only 99 Steps to the Beach!

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 201596
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Anna Maria house rental - Tropical &amp; Relaxing Pool Area
4 Bedrooms, Sleeps 10,
House, 2 Bathrooms, 1 Half Bath, beach, air-conditioning
Rates - per property (USD)
$1,300 - $1,800/week
$3,500 - $6,000/month
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

Cleanest, Brightest, Vacation Rental on Anna Maria Island

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 283104
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Anna Maria house rental
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, near the ocean, balcony
Rates - per property (USD)
$950 - $1,350/week
Calendar Updated Mar 20 2010
Contact the Owner
Details and Availability

Idyllic Beach house with Pool

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 528070
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Anna Maria house rental - 'Sundance' Pool Area
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, near the ocean, air-conditioning
Rates - per property (USD)
$300/night
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

Great Beach Vacation home on Canal with Pool

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 528075
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Anna Maria apartment rental - 'Loquat' Residence
3 Bedrooms, Sleeps 6,
Apartment, 3 Bathrooms, 1 Half Bath, beach, near the ocean, fitness room
Rates - per property (USD)
$429/night
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

Idyllic Beach Cottage with Pool

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 528073
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Anna Maria house rental - Pool Area
2 Bedrooms, Sleeps 7,
House, 2 Bathrooms, beach, near the ocean, pets considered
Rates - per property (USD)
$208/night
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

Exclusive Waterfront Home is 30 from Water!!

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 222875
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Anna Maria property rental - Watch dolphins swim in the water only 30 feet away
3 Bedrooms, Sleeps 7,
2 Bathrooms, waterfront, satellite or cable
Rates - per property (USD)
$1,450 - $1,650/week
$6,030/month
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

Tropical Resort Vacation Home (sleeps 12-16)

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 229611
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Anna Maria house rental - Large fenced in back yard, pool &amp; Jacuzzi, fruit trees
5 Bedrooms, Sleeps 16,
House, 4 Bathrooms, beach, resort, jacuzzi
Rates - per property (USD)
$1,400 - $1,800/week
Calendar Updated Mar 18 2010
Contact the Owner
Details and Availability

A Beach Place - North End - Heated Pool - Steps to Gulf and Bay

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 220758
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Anna Maria house rental - Welcome !!!
2 Bedrooms, Sleeps 6,
House, beach, near the ocean, pool
Rates - per property (USD)
$1,000 - $1,100/week
Calendar Updated Mar 16 2010
Contact the Owner
Details and Availability

Tropical Aloha Beach Getaway 2 Minute Walk from Beach

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 264394
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Anna Maria house rental - Pool
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$1,800 - $1,950/week
Calendar Updated Mar 16 2010
Contact the Owner
Details and Availability

Beach Getaway, One Minute Walk from the Beach

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 264396
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Anna Maria house rental - room side pool
3 Bedrooms, Sleeps 10,
House, 3 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$1,800 - $1,950/week
Calendar Updated Mar 16 2010
Contact the Owner
Details and Availability

#1 Waterfront Vacation Home - Pool/Dock - Bay to Beach Location!

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 267627
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Anna Maria property rental - Waterfront entertainment area looking over bay
4 Bedrooms, Sleeps 8,
3 Bathrooms, 1 Half Bath, beach, waterfront, pool
Rates - per property (USD)
$2,800 - $2,900/week
Calendar Updated Mar 21 2010
Contact the Owner
Details and Availability

Villa, 4 bedrooms, 3.5 bathrooms, water view Bimini Bay

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 519325
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Anna Maria villa rental - Tropical Breeze
4 Bedrooms, Sleeps 9,
Villa, 3 Bathrooms, 1 Half Bath, waterfront, private pool
Rates - per property (USD)
$2,300/week
Calendar Updated Mar 16 2010
Contact the Owner
Details and Availability

Spacious, sunny condo with all necessities, 150 yards from beach

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 25988
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Anna Maria apartment rental - A view of the exterior
2 Bedrooms, Sleeps 5,
Apartment, 2 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$757 - $894/week
Calendar Updated Mar 16 2010
Contact the Owner
Details and Availability

Home with pool

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 517514
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Anna Maria house rental - Villa Aphrodite
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, near the ocean, resort, private pool
Rates - per property (USD)
$1,350/week
Calendar Updated Mar 16 2010
Contact the Owner
Details and Availability

Grandview Villa - Luxury Beach Front Home

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 147749
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Anna Maria house rental - Sun Set From Deck
5 Bedrooms, Sleeps 10,
House, 3 Bathrooms, beach, waterfront, balcony
Rates - per property (USD)
$700/night
$3,800 - $4,100/week
$12,000 - $14,700/month
Calendar Updated Mar 16 2010
Contact the Owner
Details and Availability

Anna Maria 3 bedroom Home, waterfront, beachfront, vacation rental, sleeps 8,

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 276772
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Anna Maria house rental - You will love the sreaned beachside lania
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$300 - $500/night
$2,000 - $2,600/week
$5,900 - $7,600/month
Calendar Updated Mar 19 2010
Contact the Owner
Details and Availability

Bay Breezes! Waterview home with pool across from bay!

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 165523
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Anna Maria house rental
2 Bedrooms, Sleeps 6,
House, beach, near the ocean, pool
Rates No rental rates available - please contact the owner
Calendar Updated Mar 15 2010
Contact the Owner
Details and Availability

Private Island Resort - (Sleeps 12-14)

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 151670
compare
Anna Maria house rental - Backyard Pool &amp; Jacuzzi Area - Large BBQ Area
4 Bedrooms, Sleeps 14,
House, 3 Bathrooms, 1 Half Bath, beach, near the ocean, pool
Rates - per property (USD)
$2,000 - $2,600/week
Calendar Updated Mar 14 2010
Contact the Owner
Details and Availability

Clean, Peaceful, 3BR/2BA Cottage, 250 feet to the Beach

  1. Florida South Central Gulf Coast,
  2. Anna Maria Island,
  3. Anna Maria Beach Houses, Cottages & Villas
— Property 162589
compare
Anna Maria cottage rental - Kitchen
3 Bedrooms, Sleeps 6,
Cottage, 2 Bathrooms, beach, pool
Rates - per property (USD)
$1,000 - $1,500/week
Calendar Updated Mar 17 2010
Contact the Owner
Details and Availability
1 2 3 Last