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Price: high to low
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1,633 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. 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
Price per night from
$126
“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
“"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
“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
“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
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
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
“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
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
$126
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
Price per night from
$144
Price per night from
$214
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
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
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
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
Responds fast! avg. 14 minutes
Price per night from
$175
Responds fast! avg. 1 hour 55 minutes
Price per night from
$312
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
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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