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Vacation Rentals & Apartments in Holmes Beach

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Vacation Rentals & Apartments in Holmes Beach

About Holmes Beach

3,451 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" dinner

Responds fast! avg. 1 hour 8 minutes

Price per night from

$124

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The beautiful Cove on Anna Maria Island

Holmes Beach apartment

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 c

Price per night from

$103

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Two Bed One Bath Beach Side Rental on Anna Maria Island steps to Holmes Beach

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$80

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Gulf Beach Place - Just a few steps from the beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

“Another Fantastic Stay” This is my second time staying at Kay’s Gulf Place Condo! Very clean, comfortable and charming! Location has it all! Sunsets from the rooftop deck are to die for! No detail missed!

Responds fast! avg. 1 hour 34 minutes

Price per night from

$110

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Dolphin Shores Beachfront directly on Gulf of Mexico

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

Responds fast! avg. 1 hour 15 minutes

Price per night from

$210

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runaway bay 2 bedroom condo with wonderful access to restaurant, beach, shopping

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$149

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Holmes Beach Condo

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Ideal accomodation” I've been traveling from New York to anna Maria Island for nine years and anne's Holmes beach condo is tops. The perfect location.Right next to the perfect beach with great food and surrounded by fine dining and superb shopping. An

Price per night from

$125

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AMI Dreaming: Gorgeous Beach Front Condo With Stunning Views Of The Gulf!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$230

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Island Serenity- Beautiful 3 bedroom dog friendly home- walk to the beach!

Holmes Beach condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$121

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Happy Island Cottage with heated private Pool

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 8

“Exceeded expectations!” For several years, I've wanted to spend Christmas on AMI with my family. This past Christmas, I was able to do that, and we stayed at Happy Island Cottage. This was a wonderful house to stay in, and Alex was great and very re

Responds fast! avg. 1 hour 11 minutes

Price per night from

$268

1 / 52

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$164

1 / 22

CHARMING 2 Bed 2 Bath with Heated PRIVATE HEATED Pool SPA Sleeps 6 F

Holmes Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$149

1 / 26

private pool/spa beach gear

Holmes Beach townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$297

1 / 34

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.

Price per night from

$125

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Gulf Breeze: Pet-Friendly Private Pool Home Just Steps from Beach!

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$207

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Anna Maria Island (blue) Cast Away Rental

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$184

1 / 14

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

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 8

“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 locat

Responds fast! avg. 1 hour 45 minutes

Price per night from

$204

1 / 34

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!

Price per night from

$129

1 / 14

Coconuts Beach Front 106 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$199

1 / 17

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. 1 hour 51 minutes

Price per night from

$180

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Upscale tropical getaway with private pool, hot tub, elevator, and more!

Holmes Beach house

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 2 hours 49 minutes

Price per night from

$229

1 / 46

Gone Coastal Too: Beautiful Family & Pet-Friendly Private Home with Heated Pool!

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$171

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Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“"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 wi

Price per night from

$124

1 / 26

NEW LISTING! Great condo w/shared pool & access to beach, shopping & dining

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 49 minutes

Price per night from

$142

1 / 27

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$300

1 / 14

Private Tropical Paradise in Holmes Beach! Large home with Pool and fenced yard

Holmes Beach house

4 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 41 minutes

Price per night from

$200

1 / 25

Surrounded by lush tall tropical palm trees located by the beach on AMI

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$85

1 / 39

NEW! Holmes Beach Home w/ Pool - Steps to Beach!

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 53 minutes

Price per night from

$258

1 / 29

Gulf Sound - A

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 13 minutes

Price per night from

$152

1 / 22

510 Bayview

Holmes Beach house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$857

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Coastal Hideaway: Gorgeous Family-Friendly Condo With A View Of The Pool!

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$99

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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!

Responds fast! avg. 3 hours 53 minutes

Price per night from

$163

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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 t

Responds fast! avg. 2 hours 29 minutes

Price per night from

$298

1 / 26

Light-filled home w/ screened balcony - one block to the beach, small dogs OK!

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 49 minutes

Price per night from

$122

1 / 24

Absolutely Perfect - Cove at Sandy Pointe #207

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$105

1 / 21

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

Price per night from

$165

1 / 22

Fully Remodeled Vacation Rental Anna Maria Island

Holmes Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 31 minutes

Price per night from

$110

1 / 15

Island Love Nest

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Relaxing refuge” We had such a relaxing time during our stay. The condo is very clean and comfy with lots of little touches to make your stay even better. Its cozy enough for a couple but also has room for thr whole family. We enjoyed reading by the

Price per night from

$199

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Viewing 38 of 3,451

About Holmes Beach

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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.

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