169 Home & Villa Rentals Found: Gold 4 Bedrooms Anna Maria Island & Holmes Beach

Pool Required   |   Walk to Beach

Get help finding your rental: 941.900.4552

Anna Maria Island Luxury Vacation Rental Home Six Guests Save

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

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

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

Anna Maria 4 Bedroom Home Partial Views of Gulf of Mexico Save

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

Bradenton Beach Rental Home with Pool Sleeps 10 Save

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

Anna Maria Vacation Rental Bayfront 4 Bedroom Home Plus Den Save

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

Stunning Anna Maria Vacation Home with the BEST LARGE POOL Save

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

Anna Maria Luxury Vacation Rental Pool Gulf View Top Rental Save

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

Anna Maria Island 4 bedroom Canal Front Rental Private Pool Save

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

Holmes Beach Luxury Vacation Home Sleeps 10 Stroll To Beach Save

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

Holmes Beach Four Bedroom Vacation Pool Home Save

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

Four Bedroom 3 Bath Rental A Few Homes Back from Gulf Save

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

Great Anna Maria Vacation Beach Home with Pool - Sleeps 10 Save

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

North Island Vacation Home With Beach Across Street 4 Bedrm Save

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

Anna Maria Island Vacation Beach Villa 4 Bedrooms Sleeps 8 Save

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

Luxury Anna Maria Vacation Rental 4 Bedrooms Plus Den Save

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

Coastal Anna Maria Island Vacation Pool Home Walk to Beach Save

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

Four Bedroom Rental on Anna Maria Island Sleeps Eight Save

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

Luxury Holmes Beach Vacation Home with Private Pool Save

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

Located on the Much Coveted North End Of Anna Maria Island Save

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

Great Four Bedroom Pool Home in Holmes Beach Sleeps Eight Save

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

North End Anna Maria Rental Sleeps 8 Private Heated Pool Save

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

Anna Maria 4 Bedroom Pool Home 1.5 Blocks to the Beach Save

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

Anna Maria Four Bedroom Vacation Home Sleeps 8 Private Pool Save

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

Anna Maria Islands Most Amazing Vacation Rental Waterfront Save

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

Four Bedroom Rental that Sleeps 8 on Anna Maria Island. Save

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

Super Anna Maria Island Vacation Rental with Four Bedrooms Save

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

Holmes Beach Victorian Style Large Heated Pool 4 Bedrooms Save

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

Anna Maria Island luxury Vacation Rental Four Bedrooms Save

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

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

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

Anna Maria Island Rental Home with 4 Bedrooms 3.5 Bathrooms Save

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

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 Pool Save

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

Luxury 4 Bedroom Plus 2 Lofts Anna Maria Cottage Sleeps 14 Save

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

Rental Luxury All The Way Ground Level 4 Bedroom 4 Bath Save

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

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

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

North End of Island West of Gulf Drive 90 Steps to Beach Save

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

Lovely 4 Bedroom North End of Anna Maria Save

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

Vacation Rental on Anna Maria Island with 4 Bedrooms Save

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

Anna Maria 4 Bedroom Rental One of the closest to the Beach Save

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

Anna Maria 4 Bedroom Vacation Home Short Walk to Beach Save

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

Anna Maria Vacation Rental 4 Bedroom Save

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

Four Bedroom Close to Beach Private Pool in North Anna Maria Save

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

Anna Maria - Most Beautiful Vacation Stroll to the Beach Save

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

Spacious Vacation Home with Four bedrooms Save

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

Island Beach Vacation Rental with 4 Bedrooms Anna Maria Save

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

North End Anna Maria Vacation Rental with Pool Sleeps 8 Save

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

Anna Maria Island Four Bedroom Vacation Rental Save

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

One of Anna Maria Island Most Popular 4 bedroom Pool Homes Save

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

Anna Maria Island Luxury Vacation Rental Home with Pool Save

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

Four Bedroom Upscale Pool Home for Rent on Anna Maria Island Save

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

Four Bedrooms and Luxury All the Way - Holmes Beach Rental Save

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

Stunning Four Bedroom Home on Anna Maria with Pool Sleeps 8 Save

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

Rent this Four Bedroom Anna Maria Rental that Sleeps 8 Save

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

Anna Maria Rental Home Sleep 8 Private Pool Close to Beach Save

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

Anna Maria Luxury 4 Bedroom Vacation Rental Home Sleeps 9 Save

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

Anna Maria Beach Rental Sleeps Eight Guests Half Block Beach Save

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

4 bedroom Rental WALK to Pine Avenue- Anna Maria Save

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

Number One Stunning Anna Maria Island Rental Sleeps 8 Save

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

N. Anna Maria 4 bedroom rental 2 blocks to Pine Avenue Save

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

North Anna Maria Four Bedroom Beach House with Private Pool Save

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

Luxury Four Bedroom Anna Maria Rental Gulf Views Sleeps 8 Save

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

Luxury North Anna Maria Vacation Rental Home Private Pool Save

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

Bayfront Beauty a Top Anna Maria Island Vacation Rental Home Save

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

Four bedroom Anna Maria Island home rental with private pool Save

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

Luxury Four Bedroom Anna Maria Rental Save

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

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 Pool Save

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

Anna Maria Island Vacation Rental on North End Save

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

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

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

Private Pool Views of the Gulf Of Mexico Stroll to Beach Save

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

Five Bedroom Vacation Homes Sleeps 10 Private Pool Save

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

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 12 Guests Save

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

Anna Maria Island Luxury Vacation Rental Home sleeps Eight Save

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

Anna Maria Island Luxury Pool Vacation Home Available Today! Save

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

Four Bedroom Rental Anna Maria with a Pool Save

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

Anna Maria Vacation Rental Home with Pool and Boat Dock Save

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

Anna Maria Luxury Vacation Rental Home Sleeps 8 Guests Save

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

Anna Maria Holmes Beach 4 Bedroom Vacation Rental Sleeps 10 Save

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

Anna Maria Rental Sleeps 10 Save

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

Holmes Beach Luxury Vacation Rental Home Four Bedrooms Save

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

Sleep 8 Rental on Anna Maria Island. Save

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

Holmes Beach Vacation Cottage with Pool - One Block to Beach Save

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

Rent this 4 Bedroom Vacation Pool Home on Anna Maria Island Save

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

Luxury 4 Bedroom Rental with Pool on Holmes Beach Save

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

Four Bedroom Vacation Rental Pool- North Anna Maria Island Save

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

Anna Maria 4 Bedroom Canal View Vacation Home Sleeps 10 Save

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

Anna Maria Accommodations One Min Walk to Beach. Save

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

Four Bedroom Anna Maria Vacation Rental - 3.5 Bathrooms Save

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

Luxury Homes Beach 4 Bedroom Rental Walk to Beach with Pools Save

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

Luxury North Anna Maria Vacation Rental Save

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

Vacation Home with Pool Anna Maria Sleeps 10 Save

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

Vacation Luxury 4 Bedroom on Anna Maria with Pool- Sleeps 8 Save

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

Anna Maria Island BAYFRONT Sleeps 8 and 1 Block to Beach! Save

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

Stunning Four Bedroom Luxury Vacation Rental Save

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

Anna Maria Island Vacation Home One House to the Beach Save

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

Anna Maria 4 Bedroom Vacation Rental Sleeps 12 Private Pool Save

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

Anna Maria Island Four Bedroom Vacation Rental Home Save

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

One Of The Top Four Bedroom Anna Maria Island Pool Homes Save

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

Anna Maria Island Four Bedroom Luxury Pool Vacation Rental Save

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

Luxury Four Bedroom House Rental on Anna Maria Island Save

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

Anna Maria Island Luxury Four Bedroom Vacation Villa / Home Save

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

The Ultimate Anna Maria Island Vacation Home Save

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

Anna Maria Four Bedroom Rental Sleeps 8 Private Pool Save

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

Luxury Pool Vacation Home Wow look at the Outdoor Area Save

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

Bayfront Luxury Anna Maria Island Vacation Home Top Rental! Save

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

Beautiful Anna Maria Four Bedroom Rental Across from Beach Save

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

4 Bedroom Anna Maria Vacation Home 5 Minutes Walk to Beach Save

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

Luxury Four Bedroom Vacation Home Sleeps 11 Private Pool Save

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Four Bedroom Vacation Home Sleeps 8 Canal View Save

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

Anna Maria Island Luxury 4 Bedroom plus Loft Home for Rent. Save

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

Anna Maria Luxury Rental FIFTY YARDS TO BEACH ACCESS Save

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

A Stunning Anna Maria Island Vacation Home Great Pool Home! Save

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

Anna Maria Four Bedroom Vacation Home Sleeps 10 Save

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

Four Bedroom Vacation Home, Short Walk to Beach Private Pool Save

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

Luxury 4 Bedroom 1 House to Beach Anna Maria Rental Save

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

Luxury Four Bedroom Vacation Home Private Pool Gulf Views Save

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

Anna Maria 4 Bedroom Pool Home No Busy Streets To Cross Save

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

Four Bedroom Vacation Rental Sleeps 8 Private Pool Save

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

Four Bedroom Vacation Home Sleeps 10 Guests Close to Beach Save

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

Anna Maria North End Vacation Rental with Four Bedrooms Save

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

Anna Maria Vacation Home Four Bedrooms Sleeps 8 Private Pool Save

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

Four Bedroom Plus Den Vacation Rental Home with Private Pool Save

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

Anna Maria Four Bedroom Vacation Home with Private Pool Save

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

Holmes Beach 4 Bedroom Vacation Home Sleeps 10 Save

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

Walk to Beach, Canal Front Home in Holmes Beach Save

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

Spectacular Beach House with Amazing Views of the Gulf. Save

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 3 Bathrooms

Four Bedroom Island Home Steps from Sugar White Sandy Beach Save

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

Luxury Anna Maria North End Beach Cottage with Private Pool Save

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

Luxury Rental Right Across the Street from the Beach Save

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

Bradenton Beach Four Bedroom Water View Vacation Home Save

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

Anna Maria Vacation Home Sleeps Eight Guests. Save

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

Short Walk to Beach Amazing Vacation Rental Save

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

Anna Maria Four Bedrooms Home, Pool & Walk to Beach Save

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

Anna Maria Four Bedroom Vacation Home with Private Pool Save

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

Bradenton Beach Luxury Vacation Rental Home Four Bedrooms Save

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

Holmes Beach Vacation Rental Luxury Pool Home Save

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

Anna Maria Luxury Four Bedroom Vacation Rental Sleeps 12 Save

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

Luxury Holmes Beach Rental on Anna Maria Island Sleeps 8 Save

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

Luxury Anna Maria Rental Market 10th House from the Beach! Save

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

Luxury Anna Maria Island Vacation Home with Private Pool Save

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

Holmes Beach Vacation Home with Pool 4 Bedrooms Sleeps 14 Save

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

Anna Maria Vacation Rental Sleeps Four Guests Save

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

Anna Maria Luxury Vacation Rental One Block to the Beach Save

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

Anna Maria Vacation Home Walk to Beach Save

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

Anna Maria Vacation Home Walk to Beach Save

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

Walk to Beach Home in Anna Maria, Four Bedrooms Save

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

Anna Maria Vacation Rental Sleeps Eight Guests Save

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

Canal Front Anna Maria Island Vacation Home Sleeps 10 Save

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

Bradenton Beach Canal Front 4 Bedroom Home Save

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

Holmes Beach Four Bedroom Home with Private Pool & Spa Save

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

Anna Maria Island Vacation Rental Home Four Bedrooms Save

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

Anna Maria Island Vacation Rental Pool Home with 4 Bedrooms Save

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 4 Bathrooms

4 Bedroom Pool Home in Holmes Beach, Sleeps 10 Guests Save

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

Holmes Beach 4 Bedroom Vacation Home Sleeps 8 Boat Dock Save

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

Holmes Beach Vacation Rental Home Sleeps Eight Guests. Save

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

Brandenton Beach Vacation Cottage Sleeps Eight Guests. Save

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

Gorgeous Island Vacation Home with Private Pool Sleeps 8 Save

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

Holmes Beach Vacation Home Sleeps Eight Guests. Save

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

Anna Maria Vacation Rental Sleeps Eight Guests Save

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

Gulf Views from this Anna Maria Luxury 4 Bedroom Rental Save

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

Charming Vacation Rental in Holmes Beach. Call Today. Save

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

Holmes Beach Vacation Home Sleeps Eight Guests Save

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

Holmes Beach Luxury 4 Bedroom Vacation Home with Pool Save

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

Brandenton Beach Vacation Home Sleeps Six Guests Water View Save

  • Gold
  • Home/Villa
  • Pool
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Vacation Home Sleeps Eight Guests Save

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

Anna Maria Island Luxury Vacation Rental Home Four Bedrooms Save

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

One of Anna Maria Islands Most Sought After Rental Homes Save

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

Stunning Anna Maria Home Steps to the Beach Save

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

Anna Maria Island Luxury Vacation Rental Home Eight Guests Save

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

Anna Maria Island luxury Pool Home at its Best - 4 Bedrooms Save

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

Holmes Beach Bay View Four Bedroom Rental Home - Pool & Spa Save

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