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

Pool Required

Get help finding your rental: (866) 922.0572

Vacation Rental on Anna Maria island with Pool and Boat Dock

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

Luxury Island Rental Home- Six Bedrooms Mediterranean Style

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

Eight Bedroom - Sleep 16 North Holmes Beach One Min to Beach

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

A Real Beach House on Anna Maria Island with Pool

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

No Roads to Cross Sleeps 10! Pool/Hot Tub Anna Maria Rental

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

Anna Maria Five Bedroom Rental - Rarely Look This Great!

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

Anna Maria - Most Beautiful Vacation Stroll to the Beach

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

North End Anna Maria Vacation Rental with Pool Sleeps 8

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

Six Bedroom Luxury Vacation Rental Home - Sleeps 12

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

Posh Vacation Rental Home with Four Bedrooms and Private Pool

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

Six Bedroom 5 Bathroom Vacation Rentals - Available Weekly

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

Beautiful Beach Pool Home on Anna Maria Island. Sleeps 16

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

Largest Anna Maria Beach House Estate Sleeps 21

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

Direct Bay Front Luxury Vacation Rental with Boat Dock

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

Bay View Luxury Three bedroom Vacation Rental Plus Den

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

Luxury Anna Maria Island Beach House Rental with Pool

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

Anna Maria Island Luxury Beach Vacation Rental Sleeps 12

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

Luxury Anna Maria Island Rental

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

Anna Maria Island Luxury 5 Bedroom Vacation Rental with Pool

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

Six Bedroom Family Vacation Rental, Sleeps 16 Guests

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

Luxury Anna Maria Estate in Cortez Main and Guest Home

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

Fabulous Anna Maria Island Luxury Home Sleeps 16- Eight Bdrm

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 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!

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

Anna Maria Island Home for Rent on Beach

  • 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

Beachfront private pool Anna Maria Rental sleeps 18

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

8 bedroom deluxe pool sleep 16 rental on Anna Maria

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

4 Bedroom Plus Den Private Pool and 3 Houses to Beach on AMI

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

Anna Maria Island Five Bedroom Vacation Rental Pool & Spa

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

Anna Maria Island Luxury Beach Front Pool Vacation Rental

  • 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
  • Max Occupancy: 18
  • 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

Anna Maria 9 Bedroom Beach Vacation Rental with Pool

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

Five Bedroom Villa Luxury Interior & Large Private Pool

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

Stunning 3 Bedroom Anna Maria Villa Rental with Private Pool

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

Six Bedroom Luxury Vacation Rental on Anna Maria Sleeps 14

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

Luxury Anna Maria Eight Bedroom Beach Rental Home with Pool

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

One of Anna Maria Islands Most Luxurious Vacation Rental

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

Four Bedroom Anna Maria Vacation Rental- 3.5 Bathooms

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

Luxury 7 bedroom sleep 21 on Anna Maria Island

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 21
  • 7 Bedrooms
  • 7 Bathrooms

Anna Maria Island Luxury Home with Pool

  • 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

Luxury Anna Maria Island Five Bedroom Beach Home Sleeps 10

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

Anna Maria Island 5 Bedroom Luxury Beachfront Vacation Home

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

One of the Best Vacation Rentals On Anna Maria Island.

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

Anna Maria Island Four Bedroom Luxury Pool Vacation Rental

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

Bayfront Luxury Anna Maria Island Vacation Home Top Rental!

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

Steps from the Beach at this Four Bedroom Vacation Home

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

Beachfront Nine Bedroom Sleeps 28 Anna Maria Rental W/Pool

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

Rent Beachfront 7 Bedroom 6 Bathroom Vacation House Pool

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

Beachfront Beauty 4 bedroom with pool Anna Maria rental

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

Four Bedroom Vacation Home Sleeps 8 Guests with Canal View

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

Luxury Four Bedroom Home on the Beach

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 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 Vacation Home Sleeps 12 Guests

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

Luxury Anna Maria Vacation Rental Home with Five Bedrooms

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

Anna Maria Luxury Five Bedroom Vacation Home Sleeps Eight

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

Beautiful Cottage Luxury Will Sleep Eight

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

Luxury Anna Maria North End Beach Cottage with Private Pool

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

The Ultimate Anna Maria Luxury Vacation Home Stunning!

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

Bradenton Beaches Top Rental Home Luxury All the Way

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 26
  • 10 Bedrooms
  • 9 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

Bayfront 5 Bedroom Sleeps 12 with Boat Dock

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 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

3 Bedroom Vacation Rental Shared Pool Sleeps 8

  • 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 3 houses to beach w/4 bedrooms pool Anna Maria Rental

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

Anna Maria Four Bedrooms Sleeps 10 Short Walk to Beach

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

4 Bedroom Canal front Vacation Home with Pool Block Beach

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

Bradenton Beach Rental home with Pool Sleeps 10

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

Bayfront 4 bedroom plus a den on Anna Maria Island

  • 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

Five Bedroom Vacation Rental Private Pool WOW Rental

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 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 Homes.

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

Gulf Views Sleeps 12 Guests Take a Look Great Home

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 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 Value Priced Anna Maria Island Rental with Pool

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

Anna Maria 3 Bedroom Home for Rent Pool & Value priced.

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

Five Bedroom Rental- Home Pool at Door Oasis!

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

Luxury Pool Rental Island- Canal- North End

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

Four Plus Bedroom Luxury 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

West of Gulf Drive sleep 12 private Heated pool

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

Huge Anna Maria Vacation Rental Home with Six Bedrooms

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

Sleeps 8 Great Interior Decor Throughout

  • 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

Luxury 6 Bedroom Rental Best Rental Home Award Anna Maria

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

Luxury Island Rental home Pool Sleeps 10

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

WOW 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 & Holmes Beach Home 4646

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

Seven bedroom Vacation Rental - Sleeps 16 - Private Pool.

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

Vacation Rental Sleeps 8 Separate Den / Four Bedrooms

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

4 bedroom private pool Anna Maria Island rental

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

Beach front 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 8

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

Six Bedroom Rental Canal Home Boat Dock

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

Anna Maria Island rental sleep 10 with pool

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

Stunning Six Bedroom Super 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 9

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

Three Great Bedroom Rental has Boat Dock

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

Four bedroom rental Sleeps 8 - North End on Canal

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

Rental Sleeps 12 Guests Gulf Views 1 Min Walk to Sand

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

Anna Maria Six Bedroom Custom Built Luxury Pool Home

  • 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

Luxury six bedroom 5 bath Rental- Breathtaking views

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

5 Bedroom pool Vacation Rental North Anna Maria Island

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

Private Luxury Home Anna Maria Island Home for Rent

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

A Luxury Island Villa Great Pool and 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 home on North Anna Maria Island- Sleeps 14

  • 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
  • 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

NORTH END OF ANNA MARIA ISLAND 3 BEDROOM POOL HOME

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

Four bedroom Pool home One Half Blocks to the Beach

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

Vacation Rental - 4 Bedrooms Three Bathrooms Sleeps 8

  • 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

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

Four Bedroom Vacation Rental West of Gulf Drive with Pool

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

Three Bedroom Holmes Beach Pool Home for Rent (town home)

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

Anna Maria Island 5 Bedroom Vacation Rental Incerdible 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

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 6 Bedroom Vacation Home Sleeps 16 Guests

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

Three Bedroom Vacation Rental Luxury Pool Home Holmes Beach

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

Elegant Beach area 3 Bedroom Vacation Rental Sleep 6

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

Island Luxury Rental One block to beach

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

Luxury Anna Maria Island private pool rental

  • 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 10 Guests on Beach

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

Elegant Island Luxury Vacation Rental Infinity Pool

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

Six Bedroom Luxury Vacation Rental Private Pool Anna Maria

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

Luxury 4 Bedroom Home Private Pool Great Family Rental

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

West of Gulf Drive 6 bedroom pool Anna Maria rental

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

One of the top Four Bedroom Rentals 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 Private Villa with Pool Sleeps 12 Gulf Views

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

One of the Largest Vacation Rental 8 Bedroom Luxury 7 Bath

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

Vacation Rentals Sleeps 8 Two Blocks Beach Lagoon Pool

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

Six Bedroom Bayfront Luxury Home with Pool and Boat Dock.

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

50 STEPS TO BEACH Anna Maria 6 bedroom pool rental

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

Ground level 4 bedroom new Anna Maria Island rental

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

Eight Bedroom Luxury Vacation Home with Pool.

  • 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

6 Bedroom w/ Boat Dock and pool sleeps 14 Anna Maria Rental

  • 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 Bdrm Beach Rental on Holmes Beach- Tropical Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 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 One of the Islands Best

  • 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 6 Bedroom Anna Maria Cottage Sleeps 16 Steps to Beach

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

Holmes Beach 3 Bedroom Vacation Rentals - Sleeps 8

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

Six Bedroom Ultimate with Peeks of the View 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

Fabulous Five Bedroom Villa & Private Pool in Holmes Beach

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

Beautifully decorated north end 3 bed Anna Maria Rental

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

Holmes Beach villa West of Gulf Dr

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

Three Bedroom Luxury Vacation Rentals

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • 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

Anna Maria Island & Holmes Beach Home 876676

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

Vacation Rental 4 Bedrooms and Pool - 3 Houses from Beach

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

Anna Maria Island Four Bedroom Vacation Beach House

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 4 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 four Bedroom 4 Bath

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

Pine Avenue Vacation Rentals- With Pools-

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

West of Gulf Drive 5 bedroom pool Home with 4.5. Bathrooms

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

Anna Maria Island Luxury Beach Rental 4 bedrooms Sleeps 8

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

One of the Best Five Bedroom Homes on the Island 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: 10
  • 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

4 bedroom plus den Private pool rental West of Gulf Drive

  • 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

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

Bayfront Luxury Sleep 15 Six Well Appointed 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

Short Walk to Beach from this Four Bedroom Vacation Home

  • 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

Pool Tropical Setting 2 Blocks Rod and Reel 3 Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 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 Custom Pool North Anna Maria

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 2 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

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

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

Great Canal Front 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

Three Bedroom Vacation Rental Homes on Anna Maria Island

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

Anna Maria Island Luxury Vacation Rental Home with Pool

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

Luxury One Bedroom Rental - Private Heated Pool - Sleeps 4

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

Two Bedroom Vacation Cottage 3 min Walk to Beach

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

Luxury Vacation Homes with Pool Anna Maria Island

  • 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 RENTAL SLEEPS 6

  • 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