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Holmes Beach Vacation Rentals on Anna Maria Island

Book Your Holmes Beach on Anna Maria Island Vacation Rental Directly Online Here and Save!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Holmes Beach on Anna Maria Island, Florida.

Oleander Villa 105 - Holmes Beach Cottage

1 Bedroom Tropical Romantic Getaway Close to Beach/Pets ok

Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Oleander Villa is a true island oasis! *Features include* * 1 Bedrooms and 1 full bath * King bed and Queen sleeper sofa * Botanical courtyard with beautiful fountain * Stunning tropical landscape * Designated patio off the courtyard * Only steps away from the beach path * Beach supplies provided * Ground level * Dog and small pet friendly.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 3 Cottage Rentals

Vacation Home

Almost Heaven AMI - Holmes Beach Condo

Spacious Condo on the Beach

Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landscaping, then walk through the gate straight out to the beach. Stylish, clean, and comfortable interior awaits you. New flooring, countertops, appliances, paint, decor, tvs, linens & dishes. Beach accessories are available; including chairs, umbrella, and beach towels. The perfect location on the island. Tennis courts and shuffle .......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Sandy Point Cove 114 - Holmes Beach Condo

Sandy Point Cove 114

Sandy Point 114 - Townhouse 3 Bedroom/ 3 Bath, maximum occupancy of 6 people. Distance to the Beach: 4 blocks. Saturday to Saturday bookings during the months of January through April. Community pool. VRC16-000070 This 3 bedroom , 3 bath townhouse condo features 2 living floors and 3 verandas above an enclosed over-sized garage and located in the Cove at Sandy Pointe on beautiful Anna Maria Island! On the firs.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Island Retreat - Holmes Beach Townhome

Island Retreat is less than a 3 min walk to the white sandy beaches

Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you'll remember for the rest of your life. This beautifully remodeled 1 bedroom 1 bathroom condo has everything you will need to make everlasting memories of adventure and fun. Not to mention it is within walking distance of everything you would need during your island stay, Less than a 5 min walk to the beach, Publix .......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 4 Townhome Rentals

Vacation Home

Vacation Rentals - Holmes Beach Villa

Just a Stones Throw from the beach

This pet friendly (under 40 lbs) 2BR/1BA owner’s side of a duplex is less than 150 steps to the beach! The unit includes a king size bed in the master, queen size futon and full size bed in the second bedroom and screened-in porch. Plenty of space for a backyard BBQ and attached laundry room. Everything you need to stay for a few weeks or all season! Get this prime location that is just a stones throw away from the best stretch of beach on Anna.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 3 Villa Rentals

Vacation Home

Sunrise Bay - Holmes Beach Condo

Water-view condo with amazing views, tennis, pool, dock, & AC - dog OK

Sunrise Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Wonderfully located in Holmes Beach in Sunbow Bay Condominiums, this cozy condo features views of the water from the living area and private balcony. Watch the sunrise from the balcony followed by an al fresco breakfast in the coastal breeze. The beach is just a short stroll from home! Take advant.......read more

3 Bedroom(s)
2 Bath(s) Condo Rentals

Vacation Home

Hidden Treasure - Holmes Beach House

Friendly home with private pool & hot tub, WiFi, central AC, and Ping-Pong table

Hidden Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Take a load off and sink into your own private pool by the palm trees - this is where vacation starts. This cheerful, family-friendly home is all set up to be your relaxing home base. Relax with ease in the hot tub, lay back on the hammock, or enjoy a game of Ping-Pong out in the backyard. If y.......read more

4 Bedroom(s)
2 Bath(s) House Rentals

Vacation Home

Gables - Holmes Beach House

The Gables offers southern charm and short walk to the beach

The Gables is a charming 4 bedroom / 2.5 bathroom southern style home that features a private pool and is centrally located in the heart of Holmes Beach and within walking distance to the white sandy beaches. The furnishings and facilities are of the highest quality to make your vacation one to remember. We know once you spend time here you will not want to leave or you will want to return time and time again. This tropical retreat and luxurious .......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Vacation Home

AMI Villa - Holmes Beach House

Gorgeous Tuscan Villa w/Private Pool~Walk 2 Beach!

Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home! With much to offer, this home will have your family wanting to return to Anna Maria Island year after year. *Features include* * 3 bedrooms, 3 full bathrooms * 2 King master bedrooms * 2 Queen beds in 3rd bedroom * Private, heated tropical pool * 3 covered patios on different levels including a rooftop patio with a swi.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 House Rentals

Vacation Home

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