Vacation Rentals & Beach Rentals in Anna Maria

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100 beach rentals

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

Match: Linen provided Golf course on site or within 15 min walk

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Price per night from

$950

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$628

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Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$353

Sea Waves in Anna Maria Island with Private Dock

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$376

Jacaranda Artist Retreat

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$217

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$628

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$1,712

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$1,940

Gorgeous views,spectacular home!

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$628

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$741

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$970

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$1,141

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$1,255

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$2,282

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Linen provided

1 of 2 filters match

Price per night from

$742

Great rentals within 20 miles that match your search

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Linen provided Golf course on site or within 15 min walk

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Price per night from

$114

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

Match: Linen provided Golf course on site or within 15 min walk

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Price per night from

$474

Match: Linen provided Golf course on site or within 15 min walk

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Price per night from

$229

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$226

A Paradise for Golfers and Tennis players

Bradenton apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

Match: Linen provided Golf course on site or within 15 min walk

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Price per night from

$138

Beautiful Home Near Many Golf Courses in LWR/Sarasota, FL.

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Linen provided Golf course on site or within 15 min walk

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Price per night from

$100

ZILLI VILLA

Longboat Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$485

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$229

Pass-A-Grille Beach House

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$217

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$127

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$86

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$117

Stunning Highly Requested Condo in Isla del Sol, St. Pete

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$257

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$434

Spacious clean quiet home facing the Boca Ciega Bay in Isla del Sol

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$166

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$742

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$1,495

NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$400

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$776

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$172

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$149

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$514

Match: Linen provided Golf course on site or within 15 min walk

All filters match

Price per night from

$286

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