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Price: high to low
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2,064 apartments
“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
Price per night from
$79
“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
“"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
“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
“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
“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
“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
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
“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
Responds fast! avg. 1 hour 46 minutes
Price per night from
$209
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
Responds fast! avg. 2 hours 38 minutes
Price per night from
$165
Responds fast! avg. 2 hours 38 minutes
Price per night from
$166
“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
Price per night from
$99
“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
Price per night from
$91
Responds fast! avg. 2 hours 38 minutes
Price per night from
$166
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
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
Responds fast! avg. 3 hours 38 minutes
Price per night from
$128
Price per night from
$165
Viewing 38 of 2,064
rentals in Holmes Beach
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.
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