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Vacation Rentals & Apartments in Holmes Beach

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2,064 apartments

ISLAND TOWNHOUSE - 200 Steps to the BEACH

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 4

“Even better than you can imagine!” We are so thrilled to have discovered this gem. Barb really has thought of everything you need for a perfect vacation - short or long stay. Quaint boutique shops, excellent dining - one of the best "Lobstah" dinners ever, and a beautiful beach with all the comforts of home - literally right around the corner.

Responds fast! avg. 41 minutes

Price per night from

$162

Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful condo, close to everything!” Everything was perfect in the condo which was new and updated! The 2 new full size beds in the 2nd bedroom were too hard. The pool was a nice size and stayed sunny most of the day. Shopping was close and the city beach also was close. We would drive down the road to our favorite stretch of the beach. I would definitely stay here again, very quiet location off the beaten path, but not far from it! Love the beach chairs, towels, cooler, umbrella, pool toys, and more provided!

Price per night from

$125

Gulf Beach Place - Just a few steps from the Beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful, friendly Beach Condo” Beautiful Condo right on the beach with awesome sunsets from the roof and a Dunkin Donuts within walking distance. While the teen/young adult slept in, I visited DD and walked the beach. The owner had a manual that provided lots of activities around the area and places to eat. We enjoyed our stay and would definitely visit again!

Responds fast! avg. 1 hour 17 minutes

Travelers’ Choice award

Price per night from

$244

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Travelers’ Choice award

Price per night from

$209

Island House - Funboard

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$79

Ohana Hale North 2 Bedroom on Anna Maria

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

“Home is very comfortable and we really enjoyed our stay” Home is very comfortable. Loved the kitchen and owners could not be more accomadating.

Responds fast! avg. 1 hour 36 minutes

Price per night from

$184

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 6 minutes

Price per night from

$125

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Absolutely beautiful!” Everything was perfect. Enjoyed coffee on the beach every morning and beautiful sunsets every evening. Can't wait to go back next year!

Responds fast! avg. 3 hours 33 minutes

Price per night from

$208

Coconuts Tahitian 205

Holmes Beach apartment

1 bedroom / 2 bathrooms / sleeps 4

“60th birthday” This rental was exactly what we were told and was a perfect location. Slept three perfectly. Beds were very comfy and anything you needed was available. Thinking of renting for month next year!

Responds fast! avg. 2 hours 38 minutes

Price per night from

$145

Anthony Beach Cottages Island Retreat

Holmes Beach house

4 bedrooms / 4 bathrooms / sleeps 8

“Family friendly” My family and I enjoyed our stay in Florida and we all loved being able to be under one roof again. My mothers dream was to take us 6 kids, now adults, to the ocean again. Also, she wanted her two new grand-sons to see the ocean fir the first time. Her dream was made reality staying at a beautiful beach house only 1 1/2 blocks from the beach. The beach access was beyond beautiful and as close to your own private beach, for at this time of year there was no crowding. The pool at the house was great for cooling off after a day at the beach and the pool room had several toys and floating devices for the kids to use. The house was fully stocked with towels for multiple days and the washer and dryer came in handy with babies around! The living room seating was great for a big family to gather around for late night discussions and the kitchen stocked with basic appliances for cooking and cleaning.The only thing that could have made the stay better, was a little comfier mattresses in the bedrooms. However the case, this beach house was a cherry on top to my family's short fall vacation to Florida!

Price per night from

$345

90 steps to the Beach!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

“Amazing” Absolutely loved our stay! Beautiful condo right next to the beach. Had everything we needed! We will definitely be back!

Price per night from

$199

Fully Remodeled Vacation Rental Anna Maria Island

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 15 minutes

Price per night from

$144

Ocean View

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$91

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$467

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.

Responds fast! avg. 1 hour 44 minutes

Price per night from

$320

Coconuts Beach Front 108 Ground floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Great” Great location! Beautiful view. The condo was was spacious enough for a small group. The beds were a little harder than I would like but the location of the condo and view were great.

Responds fast! avg. 3 hours 20 minutes

Price per night from

$246

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

Price per night from

$209

3A Villa's on Anna Maria Island

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 20 minutes

Price per night from

$152

Sandy Pointe 110, recently remodel, pet friendly

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$170

PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$369

coconuts Courtyard 114 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

Price per night from

$165

Coconuts Courtyard 119 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

Price per night from

$166

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

$147

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$212

Affordable Anna Maria Vacation - close to everything

Holmes Beach house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 24 minutes

Price per night from

$93

Ocean View Villa

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$79

The Anna Maria Island Beach Retreat

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$99

3B Villas on Anna Maria Island Two Bedroom

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

“Vacation” Nice quiet clean and had everything we needed we had a wonderful time and the beach is only a block away

Responds fast! avg. 2 hours 38 minutes

Price per night from

$198

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

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$149

Island House - Longboard

Holmes Beach condo

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$91

Coconuts Courtyard 116 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 38 minutes

Price per night from

$166

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$260

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

2 bedrooms / 3 bathrooms / sleeps 6

“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

Price per night from

$331

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

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Famous Holiday” Everything was so perfekt ... WE CAME back next Year THE HOUSE BEAUTIFUL AND CLEAN.. THE Area perfekt

Price per night from

$264

Peacock - A

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$91

Holmes Beach Family Home w/Private Pool & 3 Decks!

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 8 minutes

Price per night from

$268

Lifestyle on the island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 38 minutes

Price per night from

$128

Anna Maria Island Beach Paradise 6

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$165

Viewing 38 of 2,064
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

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
The Anna Maria Island Beach Retreat
What a cute 2 bedroom condo!

My family and I had a nice stay in Holmes Beach. The condo was perfect; walking distance to the beach. The quaint 2 bedroom had a full kitchen and a gas grill that made cooking a breeze. I suggest Osyter Bar on the Pier if you are looking for a great place for dinner. Terry the owner was great and was avilable for every question and recommendation I needed.see more
Gulf Beach Place - Just a few steps from the Beach
Outstanding Condo

The perfect place to stay on AMI! Close to everything and very safe. Will be going back to this condo for sure. Been staying on AMI for 4 years and found the hidden gem. … see more
Island House - Funboard
Florida Vacation

The Funboard location on Gulf Drive was perfect. Close to the beach and shopping. All walking distance. Will try and get same location for future trips to Florida. … see more
Cozy Cabana West - Private Pool - Close to Beach
Very well done with great location

Having stayed at this rental before it was always a great place to stay. It has since been updated and refreshed. Pool was great, location is a plus. … see more

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