Holmes Beach Florida Vacation Rentals and Vacation Homes


Island Real Estate Of A...
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Island Real Estate is Anna Maria Islandís leading full service Real Estate Agency and Vacation Rental Company, specializing in waterfront properties, rentals, investment property, beach homes, island homes an...
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A Paradise Vacation Ren...
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Looking for a little piece of paradise on Anna Maria Island? The Island Specialist's at A Paradise Realty can help. Browse our website to find your perfect vacation accommodation, and enjoy paradise!
Browse 159 Vacation Rentals

IslandVacationPropertie...
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Island Vacation Properties is located on beautiful Anna Maria Island on Florida\'s Central Gulf Coast, at the entrance to Tampa Bay, and offers the finest in Florida Gulf Coast vacation rentals. We also have ...
Browse 218 Vacation Rentals

 184 Rentals in Holmes Beach

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Property 91488

Blue Dolphin Inn Flamingo

  • Blue Dolphin Inn - Anna Maria Island
  • Inn in Anna Maria Island (Near Holmes Beach)
  • 9 Bedroom(s), Sleeps 26
  • 5 Bathroom(s)
Property 96069

Garden Villas all units

  • Garden Villas all units
  • Anna Maria Island (Near Holmes Beach)
  • 8 Bedroom(s), Sleeps 20
  • 4 Bathroom(s)
  • Weekly Rates from $2,646 - $5,315
  • Islands West Resort All units
  • Resort in Anna Maria Island (Near Holmes Beach)
  • 7 Bedroom(s), Sleeps 24
  • 6 Bathroom(s)
  • Weekly Rates from $3,244 - $6,993
Property 42187

Almost GulfFront

  • Holmes Beach Beautiful Private Vacation Home
  • House in Holmes Beach (Near Anna Maria Island)
  • 6 Bedroom(s)
  • 4.5 Bathroom(s)
  • Weekly Rates from $1,950 - $4,540
  • 529 Key - 529 Key Royale Drive
  • Holmes Beach
  • 6 Bedroom(s), Sleeps 12
  • Weekly Rates from $3,395 - $3,900

Special Offer until March 31st, 2013

March Availability!

We have Gulf Front properties, Bay Front properties and Canal Front Pool Homes available for select dates throughout March!
Property 82975

Sans Souci Both units

  • Anna Maria Island 6 Bedroom Vacation Rental
  • House in Anna Maria Island (Near Holmes Beach)
  • 6 Bedroom(s), Sleeps 14
  • 4 Bathroom(s)
Property 42813

6201 Holmes Boulevard

  • Anna Maria Island Luxury Family Retreat
  • House in Holmes Beach (Near Anna Maria Island)
  • 5 Bedroom(s), Sleeps 10
  • 3 Bathroom(s)
Property 80124

517 Key - 517 Key Royale

  • 517 Key - 517 Key Royale
  • Holmes Beach
  • 5 Bedroom(s), Sleeps 10
  • Weekly Rates from $3,140 - $3,600

Special Offer until March 31st, 2013

March Availability!

We have Gulf Front properties, Bay Front properties and Canal Front Pool Homes available for select dates throughout March!
  • 532 70TH - 532 70th Street
  • Holmes Beach
  • 5 Bedroom(s), Sleeps 10
  • Weekly Rates from $2,850 - $3,465

Special Offer until March 31st, 2013

March Availability!

We have Gulf Front properties, Bay Front properties and Canal Front Pool Homes available for select dates throughout March!
  • 541 67TH - 541 67th Street
  • Holmes Beach
  • 5 Bedroom(s), Sleeps 10
  • Weekly Rates from $2,460 - $3,200

Special Offer until March 31st, 2013

March Availability!

We have Gulf Front properties, Bay Front properties and Canal Front Pool Homes available for select dates throughout March!
Property 88476

Absolutely Perfect

  • HOLMES BEACH ABSOLUTELY PERFECT 5 BEDROOM LUXURY HOME
  • House in Holmes Beach (Near Anna Maria Island)
  • 5 Bedroom(s), Sleeps 10
  • 3.5 Bathroom(s)
  • Weekly Rates from $3,800 - $4,400
Property 96049

Anna Cabana Resort

  • Anna Cabana Resort
  • Anna Maria Island (Near Holmes Beach)
  • 5 Bedroom(s), Sleeps 18
  • 5 Bathroom(s)
  • Weekly Rates from $2,992 - $5,613
Property 106077

Gulf Sound All Units

  • Gulf side, ground level tri-plex with pool that sleeps 10
  • Triplex in Holmes Beach
  • 5 Bedroom(s), Sleeps 10
  • 3 Bathroom(s)
  • Weekly Rates from $2,016 - $2,867
Property 80105

3011 - 1

  • 3011 - 1
  • Holmes Beach
  • 4 Bedroom(s), Sleeps 8
  • Weekly Rates from $900 - $1,250

Special Offer until March 31st, 2013

March Availability!

We have Gulf Front properties, Bay Front properties and Canal Front Pool Homes available for select dates throughout March!
  • 403 28TH - 403 28th Street
  • Holmes Beach
  • 4 Bedroom(s), Sleeps 10
  • Weekly Rates from $1,695 - $2,090

Special Offer until March 31st, 2013

March Availability!

We have Gulf Front properties, Bay Front properties and Canal Front Pool Homes available for select dates throughout March!
Property 83003

Gazebo Cottage

  • Gazebo Cottage
  • Home in Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 14
  • 3 Bathroom(s)
Property 83037

La Plage 03

  • La Plage 03
  • Condo in Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 8
  • 3 Bathroom(s)
  • Weekly Rates from $3,200 - $5,258
Property 83061

Pool Party Both sides

  • Pool Party Both sides
  • House in Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 12
  • 4 Bathroom(s)
  • Weekly Rates from $1,764 - $2,976
Property 83068

Sand Dollar

  • Sand Dollar
  • House in Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 8
  • 3 full 1 h Bathroom(s)
  • Weekly Rates from $2,170 - $3,874
Property 83092

Serenity

  • Serenity
  • House in Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 8
  • 4 Bathroom(s)
  • Weekly Rates from $1,610 - $4,010
Property 83120

SS Salamander Both units

  • SS Salamander Both units
  • Multi Family in Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 12
  • 2 Bathroom(s)
  • Weekly Rates from $1,701 - $2,849
Property 96046

Absolutely Perfect

  • Absolutely Perfect
  • Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 10
  • 3 full 1 h Bathroom(s)
  • Weekly Rates from $4,600 - $7,695
Property 96071

Island Bay House Both

  • Island Bay House Both
  • Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 13
  • 4 Bathroom(s)
  • Weekly Rates from $2,268 - $3,827
Property 96079

La Plage 02

  • La Plage 02
  • Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 8
  • 3 Bathroom(s)
  • Weekly Rates from $3,200 - $5,258
Property 96089

Rest Assured

  • Rest Assured
  • Anna Maria Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 8
  • 2 Bathroom(s)
  • Weekly Rates from $2,205 - $3,240


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