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Vacation rentals in Anna Maria Island/Holmes Beach, Florida

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  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 514 Rentals in Holmes Beach
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From
$1,172
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (2) Make Enquiry
From
$92
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (4) Make Enquiry
From
$133
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (4) Make Enquiry
Also consider
Gulf Beach Place, miles of whites sandy beach
2 Bedrooms, sleeps 6
$176 - $197 / night
Beach Townhouse Condo #105
2 Bedrooms, sleeps 6
$240 / night
Ah this is it v2.0! Lemon Cottage w Pool!! Relax!!
2 Bedrooms, sleeps 6
$164 - $194 / night
Castnetter Beach Resort #6
2 Bedrooms, sleeps 6
$213 / night
From
$144
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
Reviews (1) Make Enquiry
From
$107
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
$144
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (6) Make Enquiry
From
$144
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
13 photos Details
Reviews (4) Make Enquiry
From
$181
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
52 photos Details
Reviews (7) Make Enquiry
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From
$167
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (3) Make Enquiry
From
$151
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (10) Make Enquiry
From
$1,013
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (4) Make Enquiry
From
$213
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 4
32 photos Details
Reviews (16) Make Enquiry
From
$107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (18) Make Enquiry
From
$104
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
45 photos Details
Reviews (13) Make Enquiry
From
$502
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
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From
$114
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
10 photos Details
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From
$96
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
21 photos Details
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From
$107
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
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From
$160
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
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From
$213
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
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From
$165
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
22 photos Details
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From
$2,238
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
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From
$187
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
$502
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
34 photos Details
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From
$152
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 7
16 photos Details
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From
$107
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
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From
$288
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
29 photos Details
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From
$160
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
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From
$176
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
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From
$176
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
8 photos Details
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From
$160
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
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From
$176
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
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From
$213
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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From
$139
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
5 photos Details
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From
$213
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
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From
$176
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
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From
$213
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details
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From
$160
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
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From
$107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
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From
$213
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
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Suitability

  • Wheelchair access (24)
  • Elder access (107)
  • Suitable for children (129)
  • Pet friendly (111)
  • Smoking allowed (1)

Amenities

  • Internet (474)
  • All pools (365)
  • Parking (322)
  • Public pool (275)
  • Grill (255)
  • View all amenities
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Holmes Beach Vacation Rentals

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

Where to Stay in Holmes Beach

Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

Fun things to do in Holmes Beach

A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

More beach Fun

Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

Dining and entertainment

Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.