16 Rentals: Anna Maria Island & Holmes BeachPlatinum 5+ Bedrooms

All Pool Options   |   Walk to Beach

Get help finding your rental: 941.900.4552

Six Bedroom Luxury Vacation Rental Anna Maria With Pool

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Anna Maria Vacation Home 7 Bedrooms 2 Kitchens! Top Rentals

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 5 Bathrooms

Five Bedroom Rental on the North End of Anna Maria Island

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 11
  • 5 Bedrooms
  • 4 Bathrooms

Luxury Anna Maria 9 Bedroom Beach Vacation Rental with Pool

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 23
  • 9 Bedrooms
  • 6 Bathrooms

Luxury Five Bedroom Luxury Anna Maria Island Rental Home

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Anna Maria 7 Bedroom Rental Sleeps 18 Guests- Private Pool

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 7 Bedrooms
  • 6 Bathrooms

Luxury Five Bedroom Anna Maria Vacation Home Sleeps 12

  Save Rental
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Luxury Anna Maria Six Bedroom Bayfront Vacation Rental Home

  Save Rental
  • Platinum
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 18
  • 6 Bedrooms
  • 5 Bathrooms

Luxury Anna Maria Vacation Home Short Walk to Beach Sleep 14

  Save Rental
  • Platinum
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 5 Bathrooms

Anna Maria Luxury Five Bedroom Vacation Home Sleeps Twelve

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Large & Luxurious Anna Maria Island 7 Bedroom Rental

  Save Rental
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 17
  • 7 Bedrooms
  • 7 Bathrooms

Anna Maria Vacation Home Rental Sleeps 12 Guests

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Anna Maria Island Home Sleeps Twelve Guests

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Spectacular Rental Anna Maria Island Vacation Pool Home

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 6 Bathrooms

Bradenton Beach 7 Bedroom Vacation Home Sleeps 18

  Save Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 7 Bedrooms
  • 7 Bathrooms

Anna Maria Island Luxury One min to Beach

  Save Rental
  • Platinum
  • Home/Villa
  • Pool
  • 9 Bedrooms
  • Bathrooms