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Vacation Rentals & Apartments in Holmes Beach

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1,974 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. 1 hour 0 minutes

Price per night from

$152

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

$120

ANNA MARIA ISLAND: BEAUTIFUL BEACHFRONT CONDO, 2+ BR. 2 bath

Holmes Beach condo

3 bedrooms / 2 bathrooms / sleeps 4

“This condo and beach are the the best of the best, great set up,awesome vacation spot!” This was our second year staying here and we absolutely love it! The beach is clean and not crowded at all even on a holiday weekend. The weather is excellent and so much to do on the island. We rented a paddle board for the week, which was delivered and picked up for us! So nice! This is a true vacation but also like being at home...less expensive than a hotel and you can cook meals for a lot less than going out all the time. It's nice to be able to do a load of laundry if you need to. It's nice to not have to bring towels, beach chairs and umbrella, it's already there! The view from the lanai is spectacular, we spent a lot of time out there, we ate our meals there,played cards, watched sunsets. Bedrooms are so comfortable ,bathrooms are spacious,TV in every room, books to read, just so convient and relaxing.

Responds fast! avg. 46 minutes

Price per night from

$226

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 13 minutes

Price per night from

$195

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

Price per night from

$188

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. 2 hours 8 minutes

Price per night from

$178

Holmes Beach Home w/Pool & Hot Tub, Walk to Beach!

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$305

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.

Price per night from

$92

Coconuts Beach Front 106 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 14 minutes

Price per night from

$196

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. 2 hours 23 minutes

Price per night from

$207

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. 3 hours 38 minutes

Price per night from

$134

Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Christmas at the Beach” It was a wonderful family vacation for two families going away for Christmas! There were 4 adults and 6 children! The pool was amazing and the house was perfect! Anna Maria Island is gorgeous and the house is in a perfect location for the beach, food and shopping! The owners were available for any needs that needed to be met! Awesome Owners!

Price per night from

$230

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

$196

Coconuts Two Bedroom 118 Upstairs Courtyard

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 13 minutes

Price per night from

$196

Absolutely Perfect - Cove at Sandy Pointe #207

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$121

Fully Remodeled Vacation Rental Anna Maria Island

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 1 minutes

Price per night from

$144

Coconuts Poolside Unit 104

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“The BEST spot on the island!” 24 hours ago we got home from our vacation to Anna Maria at the Coconuts! I'm already wishing we could get a plane and head back!! We absolutely love this island.. And finally lucked out finding the perfect place to stay! We rented a pool side room which was perfect for my family! My daughter couldn't wait to get up and jump in the pool at 9am and just a few steps walk out of the pool gate was the GULF! The location could not be better. The beach wasn't busy like around the public entrances we have previously been on. We could even cast out our poles and catch fish while we enjoyed the beach. My 8 year old daughter caught 5 fish right off the bat Saturday morning! The actual room was great too! Very old school Florida beach feeling to it.. It really felt like the island life! If your looking for a top of the line updated place.. This wouldn't be your place. But if your just looking for that true island feeling.. It's here! It has everything you could possibly need on a condo.. Other then a washer and dryer, but they are on site and I was able to come home with clean luggage to put away! The only complaint we have is the beds.. They were not comfortable at all. Doing our full 10 vacation on those would have been tough. The pricing was VERY reasonable also.. A lot of places on the island can get pricey. The Resort on all was awesome tho! We love it.. And we will be back next year

Responds fast! avg. 3 hours 14 minutes

Price per night from

$162

Ocean View

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$114

Coconuts Beach Front 105 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 14 minutes

Price per night from

$199

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$412

A Pearl of a Beach Home - with luxury private 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 17 minutes

Price per night from

$280

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

Holmes Beach villa

1 bedroom / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 14 minutes

Price per night from

$197

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 13 minutes

Price per night from

$196

Coconuts Beach Front 109 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 14 minutes

Price per night from

$199

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 10 minutes

Price per night from

$228

Coconuts Beach Front 107 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 38 minutes

Price per night from

$313

3A Villa's on Anna Maria Island

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 13 minutes

Price per night from

$137

Sandy Pointe 110, recently remodel, pet friendly

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$165

$300 OFF MARCH PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/BikeS

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 39 minutes

Price per night from

$344

Coconuts Beach Front 112 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 14 minutes

Price per night from

$199

coconuts Courtyard 114 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 13 minutes

Price per night from

$148

Coconuts Courtyard 119 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 14 minutes

Price per night from

$190

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

Responds fast! avg. 3 hours 6 minutes

Price per night from

$224

Affordable Anna Maria Vacation - close to everything

Holmes Beach house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$93

Ocean View Villa

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$108

Coconuts Tahitian 207

Holmes Beach apartment

1 bedroom / 2 bathrooms / sleeps 2

“Great beach location!” This is a wonderful location for a little beach cottage! Plenty of space, walking distance to not only the beach, but restaurants, the local trolly stops, the list goes on! Cleanliness of the cottage was a little disappointing. When we first arrived, most of the rugs still had dust and dirt on them and you could tell they had not been touched or swept. There was still hair in the sink and it had not been wiped down or cleaned. Other than that, the place was perfect for our little weekend beach getaway!

Responds fast! avg. 3 hours 13 minutes

Price per night from

$130

Viewing 38 of 1,974
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

Coconuts Poolside Unit 103
Holiday vacation

We loved the place. We had to ask several times ar the beginning of our stay to please put the pool heater on. It eventually got up to 85 but then got cold again. Hopefully next year it will be fixed on a warm temperature. We loved our room and Joyce was very kind and helpful. Definitely would recommend this place! Kennethsee more
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
Anna Maria Island Private Tropical Garden Home
Fantastic

Wow, what a fun stay! Pa and Kent were very proactive in our communication and that made everything easy. Every time I thought”gee, it’s time to send an email. “ There was always one waiting for me. The house was everything we wanted. Plenty of room, a huge tv in the family room and so many fun little spaces to gather and eat or read or just relax. The pool area is outstanding. It felt so private with all the plants and fence and decorations that you totally forget that you are on a busy little island. Kent and Pa went out of their way to make sure we had bikes for all and we thougholy enjoyed them. The beach is truly just a short walk and an even shorter bikeride. Super awesome beaches. We visited many, both gulf side and bayside. A really fun island with lots to do and see, most of it within walking or biking distance. Thanks so much Pa and Kent for sharing your home with us. We highly recommend staying here Hope to see you again The Huisman’s Kent,Mary, Abraham, Peter, Maeve and Rex P.S. Kent, please don’t judge my writing skills. At lease II have spell check!!see more
A Pearl of a Beach Home - with luxury private 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

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