Holmes Beach Vacation Rentals on Anna Maria Island

Holmes Beach is a sometimes overlooked centrally located and exciting community on Anna Maria Island, filled with spacious and competitively priced vacation rentals. The City of Anna Maria is directly north of this area, and guests can indulge in its many attractions with a quick drive or free trolley ride right from their accommodations. Holmes Beach itself also features one of the most frequently visited and scenic beaches on the Gulf of Mexico: Manatee Public Beach. Or venture directly south into the quaint and laid-back setting of Bradenton Beach. No matter how you plan on spending your time on Anna Maria Island, these Holmes Beach vacation rentals are sure to please your entire group. View the rentals below.

Glorious Glow of Holmes Beach

Experience fantastic amenities in a Holmes Beach vacation rental, such as:

  • New stainless steel appliances in spacious gourmet kitchens
  • Laundry rooms right in your rental
  • On-site pools to enjoy a pleasant swim anytime
  • Locations right on the beach or near it
  • Pet friendly accommodations for your four legged friends
  • Covered porches or outdoor oases for you to soak in the sun
  • Beach equipment from chairs to towels

Every lodging accommodation is a little different- no two are alike. You should visit the dedicated page for each rental to explore the specific features and special accommodations available, and also request a quote.

What Makes Holmes Beach Special?

Holmes Beach is a tiny little encapsulation of everything that makes coastal cities lovely. Right between the city-esque appeal of Bradenton and the “Old Florida” quaintness of Anna Maria Island, Holmes Beach manages to capture the best of both worlds.

Get a quote on our site or call us at 941-462-4016 to receive vacation rental suggestions and find the best way to experience the quaint beauty of Holmes Beach. Click on a rental below for more information.

Vacation Rental Properties on Anna Maria Island by Location

First-time visitors may be asking where in the world is Anna Maria Island? What is the difference between Anna Maria Island and the city of Anna Maria? Where is Bradenton in relation to Bradenton Beach and what’s the difference?

The city of Anna Maria is located at the northern end of Anna Maria Island. Holmes Beach is in the middle section of the island right off Highway 64 (or Manatee Ave W), next to the Manatee Public Beach. Bradenton Beach is at the southern tip of Anna Maria Island, off Highway 684 (also known as Cortez Rd W or 44th Ave W). The city of Bradenton is located about 20 minutes inland from Anna Maria Island, next to the famous Manatee River. Longboat Key is the island just south of Anna Maria Island and is easily accessible via the main road, Highway 789 (also known as Gulf Dr N or Gulf of Mexico Dr).

Paradise Village
From $157 - $307/night
Bed/Bath: 3/2 Sleeps: 6 Pets: dog Address: 241 64th Street City: Holmes Beach  
Mermaid Cove
From $200 - $343/night
4.8
Bed/Bath: 3/2.5 Sleeps: 6 Pets: none Address: 309 66th Street, Unit A City: Holmes Beach  
Dragonfly Breeze
From $214 - $329/night
4.7
Bed/Bath: 3/2 Sleeps: 6 Pets: none Address: 140 50th Street City: Holmes Beach  
Coral Breeze (A)
From $171 - $286/night
4.7
Bed/Bath: 2/2 Sleeps: 4 Pets: dog Address: 207 70th Street Unit A City: Holmes Beach  
It's My Dream
From $213 - $346/night
5.0
Bed/Bath: 3/2 Sleeps: 6 Pets: none Address: 5607 Carissa Street City: Holmes Beach  
North Beach Village 50
From $157 - $257/night
5.0
Bed/Bath: 3/2.5 Sleeps: 6 Pets: none Address: 6250 Holmes Blvd. City: Holmes Beach  
Lemon Tree by the beach
From $99 - $200/night
5.0
Bed/Bath: 1/1 Sleeps: 2 Pets: dog Address: 208 69th Street, Unit B City: Holmes Beach  
Island Delight
From $143 - $243/night
5.0
Bed/Bath: 2/1 Sleeps: 4 Pets: cat, dog Address: 424 62nd Street City: Holmes Beach  
Beach Daisy
From $257 - $409/night
4.6
Bed/Bath: 3/2 Sleeps: 6 Pets: none Address: 111 75th Street City: Holmes Beach  
Ocean Breeze
From $229 - $486/night
4.8
Bed/Bath: 4/3 Sleeps: 8 Pets: dog Address: 311 58th Street, Unit B City: Holmes Beach  
Gulf Winds
From $110 - $221/night
3.7
Bed/Bath: 2/2 Sleeps: 4 Pets: dog Address: 305 62nd Street, Unit A City: Holmes Beach  
Sandcastle
From $171 - $257/night
4.7
Bed/Bath: 2/2 Sleeps: 4 Pets: dog Address: 309 B 66th Street City: Holmes Beach  
Beach View 7
From $125 - $200/night
5.0
Bed/Bath: 2/2 Sleeps: 4 Pets: none Address: 3704 6th Avenue, Unit #7 City: Holmes Beach  
Moorings
From $100 - $146/night
5.0
Bed/Bath: 2/2 Sleeps: 4 Pets: none Address: 6200 Flotilla Drive #314 City: Holmes Beach  
Coral Breeze (B)
From $171 - $286/night
4.9
Bed/Bath: 2/2 Sleeps: 4 Pets: dog Address: 207 70th Street Unit B City: Holmes Beach  
Shell Game
From $116 - $229/night
5.0
Bed/Bath: 2/2 Sleeps: 4 Pets: none Address: 6006 Gulf Drive, Unit 112 City: Holmes Beach  
Mykonos
From $171 - $300/night
Bed/Bath: 3/2 Sleeps: 6 Pets: dog Address: 211A 69th Street City: Holmes Beach  
Breezy Beach
From $271 - $557/night
4.8
Bed/Bath: 4/4 Sleeps: 8 Pets: dog Address: 311 58th Street, Unit A City: Holmes Beach  
Tropical Terrace
From $114 - $236/night
4.7
Bed/Bath: 2/2 Sleeps: 4 Pets: dog Address: 3100 Gulf Drive, Unit 5 City: Holmes Beach  
Egret's Landing
From $184 - $330/night
4.8
Bed/Bath: 3/2 Sleeps: 6 Pets: none Address: 303 74th Street, #A City: Holmes Beach  
Isle Haven A
From $207 - $293/night
5.0
Bed/Bath: 3/2.5 Sleeps: 6 Pets: dog Address: 119 52nd Street, Unit A City: Holmes Beach  
Beach Dream B (upstairs)
From $93 - $164/night
4.8
Bed/Bath: 1/1 Sleeps: 2 Pets: none Address: 111 78th Street City: Holmes Beach  
Palm Villa
From $221 - $386/night
5.0
Bed/Bath: 3/3 Sleeps: 6 Pets: none Address: 307 A 63rd Street City: Holmes Beach  
Gertie's East
From $99 - $200/night
4.6
Bed/Bath: 1/1 Sleeps: 2 Pets: none Address: 206 35th Street, Unit A, East City: Holmes Beach  
Sunbreeze
From $200 - $343/night
5.0
Bed/Bath: 3/2.5 Sleeps: 6 Pets: none Address: 310 57TH STREET City: Holmes Beach  
Beach Dream A (downstairs)
From $114 - $186/night
4.7
Bed/Bath: 2/1.5 Sleeps: 4 Pets: none Address: 111 78th Street City: Holmes Beach  
Sandy Toes
From $129 - $229/night
5.0
Bed/Bath: 2/1 Sleeps: 4 Pets: dog Address: 132 48th Street City: Holmes Beach  
Sunbow Bay 213
From $79 - $146/night
Bed/Bath: 2/2 Sleeps: 4 Pets: none Address: 3805 East Bay Drive City: Holmes Beach  
Isle Haven B
From $143 - $214/night
5.0
Bed/Bath: 2/2 Sleeps: 4 Pets: dog Address: 119 52nd Street, Unit #B City: Holmes Beach  
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Florida Dreams Realty