Vacation Rentals & Beach Rentals in Anna Maria

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19 beach rentals

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Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

Match: Boat available Jacuzzi or hot tub

All filters match

Price per night from

$950

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

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Boat available

1 of 2 filters match

Price per night from

$741

The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$389

Luxury waterfront home with a heated pool and spa!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$537

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

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$628

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Jacuzzi or hot tub

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: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,940

Coconut Cove

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$560

Anchor Splash

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$535

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$970

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,141

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

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$742

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,290

Great rentals within 20 miles that match your search

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Jacuzzi or hot tub

All filters match

Price per night from

$434

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available Jacuzzi or hot tub

All filters match

Price per night from

$172

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.

Match: Boat available Jacuzzi or hot tub

All filters match

Price per night from

$684

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Boat available Jacuzzi or hot tub

All filters match

Price per night from

$249

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Boat available Jacuzzi or hot tub

All filters match

Price per night from

$354

Unit #103 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Boat available Jacuzzi or hot tub

All filters match

Price per night from

$342

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