Holmes Beach Vacation Rentals

Holmes Beach Vacation Rentals By Owner

Indulge in the laid-back luxury of Holmes Beach, Florida, with our handpicked vacation rentals by owner. Experience the perfect blend of comfort and coastal charm as you unwind in this idyllic Gulf Coast paradise. Explore our selection and book your dream vacation rental in Holmes Beach today. Start your search below.

SeaDuction of Anna Maria Island

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Anna Maria Island -walk to the beach!

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Buena Vista 1

Holmes Beach Vacation Rentals
4/BR 3.5/BA SLEEPS 8

Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6
Highlighted

Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!

Holmes Beach Vacation Rentals
3/BR 1/BA SLEEPS 6

Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests

Holmes Beach Vacation Rentals
4/BR 2.5/BA SLEEPS 8

The Peachy Beach House, Steps to an Anna Maria Beach

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 5

Beachfront Condo on AMI

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

Americana AMI Lighthouse 3BR w/pool and rooftop deck

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 6

Sunset Shores

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Backyard Bliss

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 4

BEAUTIFUL BEACH FRONT CONDO

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

Private Beach Access w/Pool and Tennis!

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Anna Maria Island Beach Paradise 5

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

SANDY PANTS - Designer Beach Chic Home, Steps to Beach, Backyard Oasis w/ Heated Pool

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 6

Blue Sky Beach House

Holmes Beach Vacation Rentals
5/BR 4/BA SLEEPS 10

Anna Maria Island - just steps to the beach (and pool and tennis court!!!)

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 4

Sol y Mar - Anna Maria Vacation Rental

Holmes Beach Vacation Rentals
3/BR 3.5/BA SLEEPS 6

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Bradenton Beach Vacation Rentals

Holmes Beach Vacation Rentals 

Holmes Beach is a city located in the central area of Anna Maria Island. The population is close to 5,100 people. Holmes Beach is known for being the heart of the island, supplying the island with a grocery store, pharmacy, many restaurants, and boutiques. It's the perfect place for active couples, teens, and families with an abundance of volleyball nets and beach activities provided at the lively Public Beach.

  • Hosts often rent homes for 7 night min stays with check-in on Saturdays
  • Some neighborhoods in Holmes Beach, typically on canals and in Key Royale rent min 30 nights

Popular Holmes Beach Florida Rental Searches

Is Holmes Beach a good place to rent a Vacation Rental?

Holmes Beach has thousands of bungalows, beachfront condos and larger vacation rentals to choose from. If you are looking for a beachfront holiday or a rental near the shopping district, Holmes Beach is one of the best areas in Florida to rent a beach house, condo or pool home. Known for it's beautifully designed homes here you can find the newest and uniquely outfitted short term rentals.

What do I need to know to rent a vacation home in Holmes Beach?

Holmes Beach Vacation Rental Information

The village of Holmes Beach has its own vacation rental rules and regulations. There are very few small hotels and motels on the north shore so a vacation rental is the primary choice for accommodation in Holmes Beach, Florida.

What is the Typical Stay Period in Holmes Beach?

Holmes Beach vacation rentals can be rented as follows depending on the area of the island (zone) and the host's preference.

  • nightly
  • weekly - majority
  • monthly

What is the Typical Turnover Day in Holmes Beach?

Holmes Beach rentals typically have a turnover date of Saturday during high-season, although the turnover date can vary by host.

  • Saturday

How much does it cost to rent a Holmes Beach rental?

  • Low range from $81 per night - $535 per week - $3,000 per month
  • High range from $1,000 per night - $8,500 per week - $20,000 per month
Booking Window

Holmes Beach Island is a very popular location. The best vacation rentals book 1 year in advance. On average the booking window for this region is 5 - 6 months in advance. Plan ahead to secure your favorite property!

Guest Retention

Many Anna Maria Island visitors fall in love with this location and return to it every year with their families which also increases the demand to book early.

When is the High Season in Holmes Beach FL?

February to August

High Season runs from February straight through to mid-August, including all major holidays. During this time, it is common for hosts and managers to rent their homes with turnover days only falling on Saturdays, so it's a good idea to enter Saturday to Saturday search dates.

You can expect to pay the highest rates during the high-season running from February through to the first or second week of April where prices of larger homes can cost over $1,000 per night. 

The summer months, June and July are also favorite times for local travelers from the state of Florida, Georgia, and South Carolina to escape to the coast for cooler breezes and boating. There are 16 vacation rentals with docks available on Anna Maria Island.

When is the Low Season in Holmes Beach FL?

September to January

Low Season runs from September to January excluding holidays. This is the best time to book a vacation rental at the lowest prices of the year. 

Holmes Beach Monthly Stays & Snowbird Rentals

Many winter travelers are looking for long-term rental options, choosing the long term suitability filter renders 66 Holmes Beach monthly rentals for snowbirds.

Holmes Beach Pet Friendly Rentals

There is only one dog park on the entire island in Holmes Beach to let your pooch roam free. Dogs are not permitted on the beaches. If you bring your pet you may want to look at fenced backyards with shady areas. Many shops offer dog bowls for thirsty furry friends. There are currently 38 Holmes Beach pet friendly vacation rentals.

Holmes Beach Weddings and Special Event Information

Holmes Beach has many full time residents and larger weddings and events are strongly advised to take place in business venues on the island. There is a strict noise ordinance on the island with no excessive noise past 10 pm. There are also strict parking ordinances which limits parking at private residences. If you do rent a vacation property for your special occasion be sure to abide by the rules and ask your host about restrictions. There are currently 2 Holmes Beach events allowed vacation rentals.

Statistics about Holmes Beach Rentals

Use the search filters on Florida Rental By Owners website to look for accommodations meeting your criteria.

Holmes Beach Rentals with Pool and Hot Tubs

Outside is where you will be living while on vacation. There are multiple options for pools, and hot tubs which make this an ideal year-round destination.

Holmes Beach Vacation Rental Property Types

There is an abundance of Holmes Beach vacation rental dwelling types, the majority ranging from condos to private homes: 

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