1335 Home & Villa Rentals Found: Anna Maria Island & Holmes Beach

All Pool Options

Get help finding your rental: 941.900.4552

Luxury Vacation Home 6 Bedrooms Anna Maria Island Sleeps 12

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

Anna Maria Island luxury Vacation Ocean Front Property

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Bay View Luxury Three bedroom Vacation Rental Plus Den

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Luxury 4 Bedroom - 2 Living Areas - Pool - North Anna Maria

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 12 Guests

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

Anna Maria Vacation Home 7 Bedrooms 2 Kitchens! Top Rentals

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

Luxury Anna Maria Island Home for Rent on the Beach Sleeps 8

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Canal front beauty on Anna Maria Rental with Pool

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

Anna Maria Island Luxury Vacation Rental Home sleeps Eight

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Island Luxury Beach Front Pool Vacation Home

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Almost Beachfront - Luxury Anna Maria Island Vacation Home

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

Anna Maria Island 4 Bedroom Luxury Vacation Rental Sleeps 8

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Gulf Views from Holmes Beach 5 Bed Pool Rental on Anna Maria

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Luxury Anna Maria 9 Bedroom Beach Vacation Rental with Pool

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

Stunning 3 Bedroom Anna Maria Villa Rental with Private Pool

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Eight Bedroom Beach Rental Home with Pool

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

Anna Maria Island Luxury Home with Pool Two Blocks to Beach

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Luxury Homes Beach 4 Bedroom Rental Walk to Beach with Pools

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

A Posh Three Bedroom Pool rental Home Bradenton Golf View

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

Anna Maria Island 5 Bedroom Luxury Vacation Home- Gulf Views

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

Three Bedroom Luxury Vacation Rental Anna Maria Island

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

One of the Best Beach Vacation Rentals On Anna Maria Island.

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Island & Holmes Beach Home 894195

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

6 Bedroom with Private Pool Rental on Anna Maria Island

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Luxury Five Bedroom Luxury Anna Maria Island Rental Home

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

One of the Best Anna Maria Island Vacation Rental Homes

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 5 Bathrooms

Anna Maria Steps from Beach at this 4 Bedroom Vacation Home

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

Anna Maria Island Beachfront Home - Nine Bedroom Sleeps 28

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 28
  • 9 Bedrooms
  • 9 Bathrooms

Rent Anna Maria Beachfront 7 Bedroom Vacation Pool Home

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

Luxury Anna Maria 7 Bedroom Rental Sleeps 18 Stunning Views

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

Four Bedroom Four Bathroom Vacation Home Sleeps 12

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

Luxury Four Bedroom Home on the Beach

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

A Stunning an Anna Maria Island Vacation Home Anywhere!

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

One of the Most Stunning Rentals on Anna Maria Island 5 Star

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Nine Bedroom Vacation Home Sleeps 22 Anna Maria island

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 22
  • 9 Bedrooms
  • 6 Bathrooms

Luxury Five Bedroom Anna Maria Vacation Home Sleeps 12

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

Anna Maria Vacation Home Short Walk to Beach Sleeps 14

  • Platinum
  • Home/Villa
  • No Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 5 Bathrooms

Anna Maria Luxury Five Bedroom Vacation Home Sleeps Twelve

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

Anna Maria Island Vacation Home Sleeps Fourteen.

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Four Bedroom Vacation Home Canal View and Private Pool

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Large & Luxurious Anna Maria Island 7 Bedroom Rental

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

Luxury Bradenton Beaches Top Rental Home Luxury All the Way!

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 23
  • 10 Bedrooms
  • 8 Bathrooms

Holmes Beach Anna Maria Island Luxury Pool Vacation Home

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

Miramar Beach Luxury Vacation Home Sleeps 24 Guests

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 6 Bedrooms
  • 6 Bathrooms

Anna Maria Island Vacation Home Sleeps Ten Guests.

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Vacation Home Sleeps 14 Guests

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

Luxury Three Bedroom Rental With a Private Outdoor Pool

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

Rental Four Bedrooms Sleeps 10

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria Bayfront 5 Bedroom Home Sleeps 19 - Boat Dock

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 19
  • 5 Bedrooms
  • 3 Bathrooms

Beach House- Short Walk to Beach North End

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 5 Bedrooms
  • 4 Bathrooms

Locally Owned Property Nice Home and Swimming Pool

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

Home with Private Pool and Three Great Bedrooms

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

Luxury Bradenton Beach 3 Bedroom Vacation Duplex Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria 3 Bedroom Vacation Rental Heated pool Sleeps 8

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Only Three houses to beach Four bedrooms Pool Anna Maria

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria 4 Bedrooms Home Sleeps 10 One Min Walk to Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria 4 Bedroom Home Partial Views of Gulf of Mexico

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Bradenton Beach 4 Bedroom Canal-front Vacation Home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Vacation Rental Bayfront 4 Bedroom Home Plus Den

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 5 Bathrooms

Stunning Anna Maria Vacation Home with the BEST LARGE POOL

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria 5 Bedroom Vacation Rental Private Pool WOW Rental

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 5 Bedrooms
  • 3 Bathrooms

A Stunner of a Home Vacation Rentals West of Gulf Drive

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury Vacation Rental Pool Gulf View Top Rental

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Three Bedroom Great Interior Decor

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

Anna Maria Island Five Bedroom Vacation Rental Cottage

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Beautiful Luxury Vacation Home 3 Bedrooms Sleeps 6 Guests

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

Three Bedroom Luxury Close To The Beach

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

Three Bedroom Home Pool Great Outdoor entertaining areas

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

5 Bedroom Anna Maria Island Rental with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Five Bedroom Rental- Home Pool at Door Oasis!

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury Home Rental - Canal- North End - 5 Bedroom

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Holmes Beach Luxury Vacation Home Sleeps 10 Stroll To Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Island 3 Bedroom Vacation Rental with Pool Peeks of Gulf

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

Large Anna Maria Vacation Rental Home with Six Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Luxury Anna Maria Vacation Home Sleeps 8 Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Luxury Four Bedroom Rental Walk to Beach 2 Kings and a Queen

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Three Bedroom Luxury Indoor and outdoor Entertaining Spaces

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

Anna Maria Luxury 6 Bedroom Rental - Best Rental Home Award

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 15
  • 6 Bedrooms
  • 4 Bathrooms

Four Bedroom 3 Bath Rental A Few Homes Back from Gulf

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Holmes Beach Vacation Sleeps Six Guests.

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

Anna Maria Island Vacation Home Sleeps Ten Guests.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Great Anna Maria Vacation Beach Home with Pool - Sleeps 10

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

North Island Vacation Home With Beach Across Street 4 Bedrm

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Island Vacation Beach Villa 4 Bedrooms Sleeps 8

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Island & Holmes Beach Home 4646

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

Anna Maria Beach House for Rent Best On The Island with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Vacation Rental Sleeps Six Guests

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

Seven bedroom Vacation Rental Sleeps 16 Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 4 Bathrooms

Luxury Anna Maria Vacation Rental 4 Bedrooms Plus Den

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Beachfront Luxury Vacation Home on Holmes Beach Sleeps 6

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Coastal Anna Maria Island Vacation Pool Home

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Luxury Beachfront Anna Maria Island 3 Bedroom Cottage

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Steps To Beach! 2 Bedroom Anna Maria Villa With Pool

  • 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

Four Bedroom Rental on Anna Maria Island Sleeps Eight

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Luxury Holmes Beach Vacation Home with Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Stunning 6 Bedroom Impressive Home Close to Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Four Bedroom Luxury Island Vacation Rental Home Sleeps 8

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Three Great Bedroom Rental has Boat Dock Anna Maria Island

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

Three Bed Rental on Island - Bay Front Home Sleeps 7

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Located on the Much Coveted North End Of Anna Maria Island

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria 5 Bedroom Rental Sleeps 12 Guests - Gulf Views

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

New 4 bedroom Anna Maria rental WHOLE DUPLEX

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Six Bedroom Villa 100ft to Beaches

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Prestigious Elegant Three Bedroom Anna Maria Vacation Home

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

5 bedroom North Anna Maria Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury Six Bedroom Home With Breathtaking Views

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

Two Bedroom Beachfront Greatest Views of the Gulf of Mexico

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Luxurious 5 Bedroom North Anna Maria Island Vacation Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 13
  • 5 Bedrooms
  • 3 Bathrooms

Private Luxury Home Anna Maria Island Home for Rent

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

One House Back from the Beach A 30 Second Walk to Sand!

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Villa With Pool & Entertaining Area

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

Island Vacation Rental with Pool

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

Holmes Beach 3 Bedroom Rental Only One Block to Beach Access

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

Private Vacation Rental with Boat Dock Three Bedrooms

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

Caged Pool Vacation Rental on Anna Maria Island

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

Beachfront Pool Vacation Home Anna Maria Island

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Anna Maria 2 Bedroom Vacation Home Five Houses from Beach

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

North End Anna Maria Rental Sleeps 8 Private Heated Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Canal front 5 Bedroom Vacation Rental Ground One Level Home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 3 Bathrooms

Private Pool Vacation Home Close to Beaches - 3 Bedroom

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island North End Vacation Home 3 Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria 4 Bedroom Pool Home One Half Block to the Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Four Bedroom Vacation Home Sleeps 8 Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Islands Most Amazing Vacation Rental Waterfront

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

A Rare Three Bedroom Villa on Beach on Anna maria Island

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Beach House rental- Three Bedrooms Value!

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

There bedroom Vacation Rental with Pool on Anna Maria Island

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

Four Bedroom Rental that Sleeps 8 on Anna Maria Island.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Super Anna Maria Island Vacation Rental with Four Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Area Four Bedroom Rental on Golf Course

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

2 Bedroom Vacation Home Rental- Views of Gulf 2.5 Bathrooms

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island 5 Bedroom Vacation Rental Incredible Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Luxury Vacation Rental with Pool Steps to Gulf Beaches

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

Holmes Beach Victorian Style Large Heated Pool 4 Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

3 Bedroom Holmes Beach Vacation Rental Sleeps 6 Walk to Beaches

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

Anna Maria Luxury 5 Bedroom Vacation Home Sleeps 10 Guests

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

Three Bedroom Vacation Rental Luxury Pool Home Holmes Beach

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

Anna Maria Island Luxury Vacation Home 2 Bedrooms Sleeps 4

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

Luxury Anna Maria Island Private Pool Rental Available Now

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Lovely Vacation Home with Pool

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

Beach House for Rent- Sleeps 6 Guests on Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

This Vacation Cottage Sleeps 9

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island luxury Vacation Rental Four Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria 3 Bedroom Vacation Rental Pool Sleeps 6

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

Anna Maria Island Vacation Cottages for Rent

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Six Bedroom Luxury Vacation Rental - Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

5 Star Luxury Rental on Anna Maria Sleeps 16

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

Luxury 4 Bedroom Home Private Pool Great Family Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Luxury 6 Bedroom Anna Maria Home with Pool - Near Beach

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

One of the top Four Bedroom Rentals in Anna Maria Sleeps 10

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

4 Bedroom Rental with a Private Pool Coastal Decor.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Sleep 10 Vacation Rental Steps from Beaches

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

6 Bedroom No Roads to Cross to Beach Anna Maria Rental

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

Gulf Front Luxury on the Beach- Holmes Beach.

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Anna Maria 6 Bedroom Bayfront Luxury Home - Pool & Boat Dock

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

50 STEPS TO BEACH Anna Maria 6 Bedroom Pool Rental Home

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

Ground Level 4 Bedroom Holmes Beach Vacation Home Sleeps 8

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Eight Bedroom Luxury Vacation Home with Pool on Anna Maria

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

Anna Maria Island Rental Home with 4 Bedrooms 3.5 Bathrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Stunning Anna Maria 5 Bedroom 4 Bathroom Home Close to Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Rental 6 Bedroom With Boat Dock & Pool Sleeps 14

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Five Bedroom Rentals with Boat Dock and One Block to Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Lovely Five Bedroom Beach Vacation Rental on Holmes Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Tropical Grounds 3 Bedroom Vacation Rental Duplex with Pool!

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

Luxury Five Bedroom Vacation Rental Anna Maria Island

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Island Luxury Pool Vacation Home

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

Luxury 4 Bedroom Plus 2 Lofts Anna Maria Cottage Sleeps 16

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 4 Bedrooms
  • 6 Bathrooms

Holmes Beach 3 Bedroom Vacation Rental Home - Sleeps 8

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

Six Bedroom Anna Maria Rental - Peeks of The Gulf of Mexico

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

Only A Three Min Walk to Beach From this Anna maria Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Beautifully Decorated North End 3 Bedroom Anna Maria Rental

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

Holmes Beach villa West of Gulf Dr Luxury No Road to Beach

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

Luxury Villa for Rent- Pool- Sleeps 9

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

Luxury Villa 3 Bedrooms Plus Den Pool Rental in Anna Maria

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

Anna Maria Island & Holmes Beach Home 876679

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria Value Priced Pool Vacation Rental Home 3 Bedrooms

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

Anna Maria Rental 4 Bedrooms & Pool - 3 Houses from Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Three Bedroom Vacation Beach House

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 3 Bedrooms
  • 3 Bathrooms

3 bed Rental with Private Pool 500 Yards to Beaches

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

Rental Luxury All The Way Ground Level 4 Bedroom 4 Bath

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Home Four Bedrooms and Pool - 90 Steps to Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria Three Bedroom Vacation Rental With Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

6 houses to beach with this Anna Maria Island Rental

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Luxury Beach Rental 4 Bedrooms Sleeps 8

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Lovely 4 Bedroom North End of Anna Maria

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

One of the Best 5 Bedroom Homes on Anna Maria with Boat Dock

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Anna Maria Beachfront Rental with Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Vacation Rental on Anna Maria Island with 4 Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria 4 bedroom +Den Private Pool Vacation Rental

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Two Bedroom Cottage with Pool

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

Ground Level 4 Bedroom 4 Bath Home! Steps from Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria 4 Bedroom Vacation Home Pool 3 Baths Sleeps 10

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Holmes Beach Vacation Rental Tropical Landscaping

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

Bradenton Waterfront Luxury Rental 3 min Walk to Beaches

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 6 Bedrooms
  • 4 Bathrooms

Anna Maria Bayfront Luxury Home Sleeps 17 - Six Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 4 Bathrooms

Fantastic Three Bedroom Rental Six Houses from the Sand

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

Anna Maria 4 Bedroom Vacation Home Short Walk to Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island 4 Bedroom Vacation Rental Gulf Views Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria Vacation Rental 5 Bedrooms Sleeps 10 Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Luxury Three Bed Accommodation Bay Beachfront

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Pool Home Blocks from Rod and Reel Anna Maria

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

Anna Maria Five Bedroom Rental - Rarely Look This Great!

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Anna Maria Vacation Rental 4 Bedroom Sleeps 10

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Four Bedroom Close to Beach Private Pool in North Anna Maria

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria - Most Beautiful Vacation Stroll to the Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Spacious Vacation Home with Four bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Island Beach Vacation Rental with 4 Bedrooms Anna Maria

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

North End Anna Maria Vacation Rental with Pool Sleeps 8

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Luxury Holmes Beach Anna Maria Pool rental

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

Holmes Beach Luxury Vacation Pool Home Sleeps 14

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

Anna Maria Home with Water Slide Pool and Views

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

3 bedroom 3 bath private pool Anna Maria Island rental

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

Three Bedrooms and a Rare Three Bathrooms with Pool

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

Luxury Anna Maria Three Bedroom Rental Home with Pool

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

Anna Maria Island Newly Renovated Historic Home 3 Bedrooms

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

Anna Maria Island Four Bedroom Vacation Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Five Bedroom Rental Home - SLEEPS 12

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

Anna Maria Island Luxury Vacation Rental Home with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria 6 Bedroom Luxury Vacation Rental Home - Sleeps 12

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

Posh Vacation Rental Home with Four Bedrooms and Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Two Bedroom Vacation Cottage 3 min Walk to Beach

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

Anna Maria Six Bedroom Vacation Weekly Rental Sleeps 12

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

Anna Maria Island Luxury Vacation Rental with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Holmes Beach Vacation Home with Pool Sleeps 6 Guests

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

Six Bedroom Vacation Rentals on Anna Maria Island Sleeps 12

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

What A Darling Two Bedroom Rental on Anna Maria Island

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

Three Bedroom Ground Level Rental Home Holmes Beach

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

Three bedroom Rental on Anna Maria Rental with Swimming Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Holmes Beach Vacation Pool Rental Sleeps 6 Walk to Beach

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

Two Bedrooms Sleeps Six with Pool & Short Walk to Beach

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

Three Bedroom Pool Rentals Seep 8 on Anna Maria Island

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Vacation Rental with Three Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Vacation Rental Three Bedroom with Pool Sleeps 8

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Holmes Beach Vacation Home Rental Sleeps Six

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

Luxury Anna Maria 3 Bedroom Rental Sleeps 6 Close to Beach

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

The Ultimate Anna Maria Luxury Beach House Sleeps 21

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 21
  • 9 Bedrooms
  • 6 Bathrooms

BEACHFRONT Anna Maria Island 3 Bedroom w/ pool rental

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

NORTH END 3 BEDROOM ON ANNA MARIA

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Rental in Holmes Beach FL

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

Five Bed Rental on Anna Maria West of Gulf Drive

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

Luxury Anna Maria 3 Bedroom Home with Private Pool Sleeps 8

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

5 Bedroom Vacation Rental on Anna Maria Island Sleeps 10

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Island Three Bedroom Rental Home with Water Views

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Two Bedroom Anna Maria Vacation Pool Home- NORTH ANNA MARIA

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

Luxury Vacation Home on Anna Maria Island with Private Pool

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

Anna Maria Direct Bay Front Luxury Vacation Home - Boat Dock

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

Anna Maria 3 Bedroom Vacation Home Sleeps 6 Private Pool

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

Four Bedroom Upscale Pool Home for Rent on Anna Maria Island

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

3 bedroom Private pool Anna Maria Rental

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

Anna Maria Upscale 3 Bedroom Vacation Rental Home Sleeps 7

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Three Bedrooms Sleep 12 Guests- Almost a House on Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Pool Vacation Home 3 Bedrooms 2.5 Blocks to Beach

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

Anna Maria 3 Bedroom Vacation Home! Luxury 2 Master Bedrooms

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

3 Bedroom Rental Home Or Rent Both Homes for Big Group

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

Luxury Anna Maria Island Beach House Full Gulf View Sleeps 6

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Large Heated Pool Island 4 Bedroom l Sleeps 8 Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Home at Homes Beach Three Bedrooms and Pool-

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

Four Bedrooms and Luxury All the Way!

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

One of the Best Island Rentals Luxury with Three Bedrooms

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria 3 Bedroom Rental Home and Only 2 Blocks to Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

A More Than Beautiful Holmes Beach Luxury Vacation Home Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Beautiful Anna Maria Island Rental with Pool Sleeps Six

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

Stunning Walk to Beach Cottage Anna Maria Island GREAT Pool

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

Holmes Beach Vacation Rentals Great Pool Walk Beach Sleep 6

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