Vacation Rentals & Apartments in Holmes Beach

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1,174 apartments

ISLAND TOWNHOUSE - 200 Steps to the BEACH

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 38 minutes

Price per night from

$207

Ohana North 2 Bedroom

Holmes Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Outstanding” Rented the duplex for Father's day weekend and had a blast. Even though you are not directly on the water you can walk there in five minutes, or drive if you care to. Three blocks to the beach. The unit was exceptionally clean, beautifully decorated, and well stocked. Definately one the better units we have stayed in over the years. Brenda and Danny were a pleasure to work with and very accomadating. You will not be dissapointed staying here I assure you.

Responds fast! avg. 3 hours 34 minutes

Price per night from

$247

Blue Bayou

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“"Home from Home"” A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well furnished and spacious. The owners have been great to deal with and nothing is too much trouble. I have already recommended this accommodation to friends who were similarly impressed and we will be staying here for the third time later this year.

Responds fast! avg. 3 hours 45 minutes

Price per night from

$123

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$687

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do anything to make things go smoothly.

Price per night from

$476

Anna Maria The Pink Flamingo

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 19 minutes

Price per night from

$344

Price per night from

$229

Anna Maria Island Vacation Rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

Price per night from

$166

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$287

Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$148

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$373

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$344

Lifestyle on the island

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$213

Anna Maria Island Beach Paradise 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 39 minutes

Price per night from

$221

Castnetter Beach Resort 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$315

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$430

Ohana North 1 Bedroom

Holmes Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 34 minutes

Price per night from

$224

Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$315

Mangroves

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$115

Anna Maria Island Beach Paradise 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 39 minutes

Price per night from

$242

Anna Maria Island Vacation Home

Holmes Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$258

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 39 minutes

Price per night from

$227

Steps to the Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$164

Sandy Turtle

Holmes Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$430

Spectacular views! By LoveRentals

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 28 minutes

Price per night from

$363

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

  • Studio
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 39 minutes

Price per night from

$164

Costa Lotta

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$766

Sunset Beach 101 Beach Front Unit

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 28 minutes

Price per night from

$366

Kai Blue

Holmes Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$539

Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,374

Last Mango

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$212

Coca Cabana

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$344

Island Retreat

Holmes Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$138

Steps from Beach! Grill - Wifi - By LoveRentals

Holmes Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 28 minutes

Price per night from

$158

Beach Daze

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$190

Steps from beach! Air-conditioned - shared pool

Holmes Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 28 minutes

Price per night from

$125

Gulf Beach Unit 03 on Beach side, gorgeous interior, miles of beach, Anna Maria

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$401

Sea Spray Private Beach Cottage

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 28 minutes

Price per night from

$187

Viewing 38 of 1,174
rentals in Holmes Beach

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About Holmes Beach

Holmes Beach is a stretch of pristine white sand along the shoreline of Anna Maria Island, a tropical paradise just off south Florida's Gulf Coast. The beach and the entire island make a postcard perfect summer vacation destination. Despite Anna Maria's tropical beauty, inviting local culture and fascinating natural biodiversity, the island has remained protected from over development and feels warm, friendly and secluded even during the height of the summer.

Come here for the best of a southern Florida family vacation or romantic island getaway. Explore the museums and cultural venues, experience world class restaurants and nightspots with a relaxed, laid back atmosphere, and soak in the golden sun of Anna Maria's gorgeous beaches. There's no better way to escape from the bustle of everyday life and make some fun and lasting memories.

Here are a few additional suggestions as you plan your trip:

  • Explore the island by bicycle: Anna Maria is a perfect place to explore by foot, but a bicycle offers a fun way to get around and see the sights. Rent a bike for an afternoon or a weekend and explore the markets, the beach and the trails.
  • Take an eco-tour: Rent a kayak and take a guided excursion or schedule a charter boat tour to learn more about the dazzling biodiversity of Florida's ocean ecosystems, coastlines and salt marshes.
  • Play on the beach: surf, swim, scuba dive, or go parasailing and see the coastline from above. Or just bring a book, stake out a place in the soft sand, and relax.
  • See a show: Enjoy a live theater performance courtesy of the Island Players or Manatee Players, or book tickets to a music or dance performance at the Asolo Center for the Performing Arts.
  • Hike the trails: Go hiking, exploring and bird watching along the trails of DeSoto National Park.
  • Visit the museums: Start with the Ringling Museum of art and the G-Wiz Science Museum for fascinating hands-on exhibits. Most of the museums and cultural venues around Holmes beach are perfect for adults and children of any age.

You'll never run out of things to do on Anna Maria Island. Play a round golf, enjoy an afternoon of luxury in an elegant spa, or splash the day away at any of several local water parks. Just be sure to find a sleek summer condo or elegant vacation house with beautiful views of the ocean so that when you're ready to end the day you can return to the perfect vacation rental that offers everything you and your family need.

Top Destination reviews

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!
A trip to paradise.

From the breathtaking views of both the Gulf and the Bay to the wonderful, eclectic furnishings, this condo is everything one could hope for. It has great amenities for entertaining friends and every convenience you will need. The heated pool overlooks the Gulf and allows direct access to the beach and the elevator provides ease in getting up to the condo. This vacation was the most enjoyable I've ever experienced.see more
Coquina Sands, view beach from balcony, priv pool
Great place, great location, great vacation

We stay at Anna Maria for 12 days and if we could we would be there for 12 years. Awesome place and great host. Everything was ready for us. Only high marks. Thanks … see more
Great Townhouse Very Close to the Beach, Shops, and Restaurants
Famous Holiday

Everything was so perfekt ... WE CAME back next Year THE HOUSE BEAUTIFUL AND CLEAN.. THE Area perfekt … see more
Anna Maria Island Vacation Rental
Homely and well resourced kitchen

AnnaMaria is an amazing place for rest and to recover, to see beautiful beaches, wildlife, to go Kayacking, and to swim. Lazy days on the coral sand and watching world go by. Do go to Crystal a River, a 3 hour trip to see and swim with manatees in the colder months as this is where they congregate....amazing to swim and be with them. Enjoy donuts at Donut Experiement and do visit the small museum to learn about origins. Great crazy golf on Cortez Road. Condo was good, lovely comfy bed, enjoyed sitting on balcony and use of pool. Comfortable and well resources. Near supermarket and beach. Quiet location. Friendly hosts, very helpful.see more
A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub
Everything you need all in one place!

This home is just as it states. Very comfortable, roomy and has lots of amenities. The heat this past week was crazy, but having the pool right in the backyard was ideal! On days we ventured to the beach there was a pop up tent and umbrella for the much needed shade as well as coolers , beach blankets and carts to lug your stuff. The walk to the beach takes about 10 minutes - 4 blocks- but easy. The bikes at the house needed some TLC. The one had a flat that was not able to be pumped and the other was too small for a tall rider. It was no big deal as we retested bikes from a local place. Biking is great on the island! Our family had a wonderful time and can't wait to come back!see more
Ohana North 2 Bedroom
Home is very comfortable and we really enjoyed our stay

Home is very comfortable. Loved the kitchen and owners could not be more accomadating. … see more

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