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Vacation Rentals in Anna Maria Island/Holmes Beach, FL

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$86
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$355
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6 Bedrooms, 9 Bathrooms, Sleeps 14
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$236
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Also consider
Palm Shores Hotel Home - Steps to Holmes Beach
2 Bedrooms, sleeps 4
$130 - $235 / night
Coquina Sands, view beach from balcony, priv pool
2 Bedrooms, sleeps 6
$185 - $200 / night
Coconuts Beach Front  Upstairs Unit 112
1 Bedroom, sleeps 4
$200 - $255 / night
2br Luxury Beachfront Condo on Anna Maria Island
2 Bedrooms, sleeps 6
$249 - $449 / night
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$266
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
38 photos Details
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$150
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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$86
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$595
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
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$129
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$945
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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$135
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
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$175
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
22 photos Details
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$142
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$142
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
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$157
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
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$200
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1 Bedroom, 1 Bathroom, Sleeps 2
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14 photos Details
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$1,100
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$200
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$165
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
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$170
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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$154
Per Night
3 Bedrooms, 7 Bathrooms, Sleeps 8
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$110
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
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$171
Per Night
3 Bedrooms, 7 Bathrooms, Sleeps 8
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$91
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$172
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$154
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3 Bedrooms, 7 Bathrooms, Sleeps 8
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$214
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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$250
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 14
21 photos Details
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$271
Per Night
6 Bedrooms, 9 Bathrooms, Sleeps 16
41 photos Details
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$71
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details
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$193
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
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$100
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1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
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$350
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
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$137
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
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$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
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$154
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
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$102
Per Night
3 Bedrooms, 7 Bathrooms, Sleeps 6
29 photos Details
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$129
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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$134
Per Night
2 Bedrooms, 6 Bathrooms, Sleeps 5
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From
$180
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
44 photos Details
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$129
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1 Bedroom, 6 Bathrooms, Sleeps 4
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Suitability

  • Wheelchair access (26)
  • Elder access (121)
  • Suitable for children (148)
  • Pet friendly (110)
  • Smoking allowed (1)

Amenities

  • Internet (474)
  • All pools (397)
  • Parking (330)
  • Grill (273)
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Filter search results by:
Book Online(88)

Suitability

  • Wheelchair access (26)
  • Elder access (121)
  • Suitable for children (148)
  • Pet friendly (110)
  • Smoking allowed (1)

Amenities

  • Internet (474)
  • All pools (397)
  • Parking (330)
  • Grill (273)
  • Public pool (272)
  • View all amenities
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.