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Vacation Rentals & Apartments in Holmes Beach

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1,633 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. 42 minutes

Price per night from

$191

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

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

“Great Value Stay in Paradise aMI!” This is a lovely spacious condo, nicely furnished, with decent wifi, aircon and all mod cons. The condos in the Sandy Point complex all share a pool and we found this to be very clean, nicely warm and never too crowded. Although it's on the quieter side of the island we liked the location - it's a five minute walk from Publix, even less to the free Island Trolley Bus, and less than 10 minutes to the beach for those amazing sunsets :-) The equipment cupboard allowing us to borrow beach chairs, swimming noodles, buckets and spades etc was much appreciated. Having looked around at other rentals we found this condo to be very keenly priced. Andrew and Jo were very pleasant and easy to deal with and we will definitely stay again some day.

Price per night from

$133

Island House - Funboard

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$126

Ohana North 2 Bedroom

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. 2 hours 0 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 46 minutes

Price per night from

$123

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!

Price per night from

$207

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

Fully Remodeled Vacation Rental Anna Maria Island

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$144

Ocean View

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$164

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$690

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 0 minutes

Price per night from

$477

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 49 minutes

Price per night from

$219

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

$443

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!

Responds fast! avg. 1 hour 44 minutes

Price per night from

$197

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$246

Affordable Anna Maria Vacation - close to everything

Holmes Beach house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 25 minutes

Price per night from

$92

Ocean View Villa

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$79

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

$126

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$259

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

$288

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

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$345

Peacock - A

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$117

Lifestyle on the island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$144

Anna Maria Island Beach Paradise 6

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$214

Castnetter Beach Resort 5

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$316

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

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“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.

Price per night from

$385

On the Beach Paradise u

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$207

Anna Maria Island--Two Month Min.--Gorgeous!

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$104

Peacock - B

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$117

Beach View 7 - a 2 Bed/ 2 Bath 2nd floor condo w/pool and close to the beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Price per night from

$131

Sunkissed

Holmes Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Price per night from

$334

Palm Villa - a 3 bedroom, 3 bath home with heated pool

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Price per night from

$302

Beach Dream A - Beach life at its best

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

Price per night from

$175

THE SEASHELL 109 36TH ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Price per night from

$312

Sapphire Beach House

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Price per night from

$334

Gertie's East - a great 1/1, just steps to the beach. With Relaxing Pool!

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 14 minutes

Price per night from

$161

Moorings - pool view from this 2 bedroom/ 2 bath condo on Anna Maria Island!!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 14 minutes

Price per night from

$140

Viewing 38 of 1,633
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

3B Villas on Anna Maria Island Two Bedroom
Vacation

Nice quiet clean and had everything we needed we had a wonderful time and the beach is only a block away … 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, 2 Bed, 2 Bath Condo in quiet setting near to Beaches
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!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
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

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