Holmes Beach Florida Vacation Rentals and Vacation Homes

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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 va...   Click for 159 Vacation Rentals

 226 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 Marie Island (Near Holmes Beach)
  • 8 Bedroom(s), Sleeps 20
  • 4 Bathroom(s)
  • Weekly Rates from $2,646
Property 83034

Islands West Resort All units

  • Islands West Resort All units
  • Resort in Anna Marie Island (Near Holmes Beach)
  • 7 Bedroom(s), Sleeps 24
  • 6 Bathroom(s)
  • Weekly Rates from $3,244
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
Property 80125

529 Key - 529 Key Royale Drive

  • 529 Key - 529 Key Royale Drive
  • Holmes Beach
  • 6 Bedroom(s), Sleeps 12
  • Weekly Rates from $3,395

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 22207

Southwind Island Resort

  • Southwind Island Resort - Three units; 3 houses from beach; Large pool!
  • Condo in Holmes Beach (Near Anna Maria Island)
  • 5 Bedroom(s), Sleeps 16
  • 3 Bathroom(s)
  • Weekly Rates from $875
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 46524

Valhalla Up and Down

  • Gulf front duplex - Five bedrooms of island living! Sleeps thirteen.
  • House in Holmes Beach (Near Anna Maria Island)
  • 5 Bedroom(s), Sleeps 13
  • 3 Bathroom(s)
  • Weekly Rates from $2,709
Property 80124

517 Key - 517 Key Royale

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

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 80126

532 70TH - 532 70th Street

  • 532 70TH - 532 70th Street
  • Holmes Beach
  • 5 Bedroom(s), Sleeps 10
  • Weekly Rates from $2,850

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 80128

541 67TH - 541 67th Street

  • 541 67TH - 541 67th Street
  • Holmes Beach
  • 5 Bedroom(s), Sleeps 10
  • Weekly Rates from $2,460

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 83047

Marlin Resort All units

  • Marlin Resort All units
  • Resort in Anna Marie Island (Near Holmes Beach)
  • 5 Bedroom(s), Sleeps 16
  • 3 Bathroom(s)
  • Weekly Rates from $2,110
Property 83116

Southwind All units

  • Southwind All units
  • Resort in Anna Marie Island (Near Holmes Beach)
  • 5 Bedroom(s), Sleeps 16
  • 3 Bathroom(s)
  • Weekly Rates from $2,110
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
Property 96049

Anna Cabana Resort

  • Anna Cabana Resort
  • Anna Marie Island (Near Holmes Beach)
  • 5 Bedroom(s), Sleeps 18
  • 5 Bathroom(s)
  • Weekly Rates from $2,992
Property 46532

Pool Party Both sides

  • Pool Party - Four bedrooms and award winning pool!
  • Apartment in Holmes Beach (Near Anna Maria Island)
  • 4 Bedroom(s), Sleeps 12
  • 4 Bathroom(s)
  • Weekly Rates from $1,701
Property 80105

3011 - 1

  • 3011 - 1
  • Holmes Beach
  • 4 Bedroom(s), Sleeps 8
  • Weekly Rates from $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 80118

403 28TH - 403 28th Street

  • 403 28TH - 403 28th Street
  • Holmes Beach
  • 4 Bedroom(s), Sleeps 10
  • Weekly Rates from $1,695

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 Marie Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 14
  • 3 Bathroom(s)
Property 83037

La Plage 03

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

Pool Party Both sides

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

Sand Dollar

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

Serenity

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

SS Salamander Both units

  • SS Salamander Both units
  • Multi Family in Anna Marie Island (Near Holmes Beach)
  • 4 Bedroom(s), Sleeps 12
  • 2 Bathroom(s)
  • Weekly Rates from $1,701
Property 91485

Island Bay House (Both)

  • BAYFRONT 4 BEDROOM HOLMES BEACH VACATION RENTAL
  • House in Holmes Beach (Near Anna Maria Island)
  • 4 Bedroom(s), Sleeps 13
  • 4 Bathroom(s)
  • Weekly Rates from $2,268


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