73 Home & Villa Rentals Found: Gold 2 Bedrooms Anna Maria Island & Holmes Beach

Pool Required   |   Walk to Beach

Get help finding your rental: 941.900.4552

Holmes Beach Vacation Sleeps Six Guests.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island Vacation Rental Sleeps Six Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

What An Amazing Anna Maria Island Vacation Home Available

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Walk to Beach Vacation Duplex on Holmes Beach PRIVATE Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island Vacation Rental with Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria 2 Bedroom Vacation Home - Five Houses from Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island Luxury Vacation Home 2 Bedrooms Sleeps 4

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Vacation Cottage 3 min Walk to Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

What A Darling Two Bedroom Rental on Anna Maria Island

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Rental in Holmes Beach FL

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Anna Maria Vacation Pool Home- NORTH ANNA MARIA

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island & Holmes Beach Home 878694

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Value Priced Anna Maria Island Rental Great Pool Home

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Charming Holmes Beach Vacation Cottage

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Two Bedroom Rental with Shared Pool Great Decor

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Anna Maria -Two Bedroom Vacation Rental Cottage Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Private Pool Anna Maria rental for 6 Path to Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Luxury Holmes Beach Vacation Home with Pool - Top Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

North end 2 bedroom private pool rental Anna Maria Island

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Anna Maria Island Canal Front 2 Bedroom Vacation Home Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Great Value Two Bedroom Vacation Rental in Anna Maria

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Charming Holmes Beach Two Bedroom Vacation Cottage

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

North Anna Maria Island Vacation Rental with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

WOW Spectacular Anna Maria Island Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Holmes Beach Two Bedroom Duplex - Sleeps 6 Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Two Bedroom Holmes Beach Vacation Rental Private Heated Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Two Bedroom Vacation Rental Anna Maria Island Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Luxury2 Bedroom Cottage with Private Pool Anna Maria

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Anna Maria Villa with Private Heated Pool Sleeps 6 Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Bradenton Beach Condo with partial views of Gulf

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island 2 Bedroom Vacation Rental Sleeps 6

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Private Pool Two Bedroom Vacation 2.5 Blocks to Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom wonderful Pool Home on Anna Maria

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Rental Dock and Pool North Anna Maria Island

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island & Holmes Beach Home 887344

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Private Pool 2 Bedroom 2 Batroom Anna Maria Vacation Home

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island Rental with PRIVATE POOL

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 1 Bathroom

Holmes Beach Anna Maria Luxury Vacation Home 2/3 Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Short Walk to Beach from this Two Bedroom Vacation Home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Monthly vacation Condo on Anna Maria Island

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Holmes Beach Two Bedroom Vacation Duplex with Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island Vacation Rental Home with Two Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island & Holmes Beach Home 893597

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Beautiful outdoor entertaining with pool Anna Maria Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island 2 Bedroom Villa /Beach Vacation Rental!

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Canal Front Home with Private Pool Two Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Charming NEW Anna Maria private pool rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Holmes Beach Anna Maria Vacation Rental Home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Vacation home with pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Close to Beach! Holmes Beach Vacation Rental w/Private Pool!

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria 2 Bedroom Vacation Home with Private Heated Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Brand New Vacation Home - Two Bedrooms Sleeps 6 Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Two Bedroom Two Bathroom Home with Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island & Holmes Beach Home 900578

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Anna Maria Island Vacation Home Sleeps Four Guests.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island 2 Bedroom Vacation Home With Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Two Bedroom Sleeps Four Vacation Home Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Anna Maria Vacation Home with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

North Anna Maria Island 2 Bedroom Vacation Rental Pool Home

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Luxury Vacation Rental Home Two Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

One of Anna Maria Islands Top 2 Bedroom Plus Loft Pool Home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Private Pool at this Anna Maria Island Vacation Cottage

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Nothing Short of Stunning What an Amazing Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Just Steps to the Sand from this Holmes Beach Vacation House

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Holmes Beach Luxury Vacation Home One Block to Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Divine Anna Maria Island Rental One of the Areas Best

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Holmes Beach Vacation Rentals Sleeps Four Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Holmes Beach Vacation Rental Home Two Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Charming Vacation Rental on Holmes Beach. Call Today.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Anna Maria Island Vacation Rental Sleeps Five Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Anna Maria Island Pool Cottage

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Holmes Beach Vacation Home Sleeps Six Guests.

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island & Holmes Beach Home 922402

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms